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Jamaica Villas for Christmas and New Year

1 Bedroom Villas

A Bird of Paradise Beach Villa, Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$1,700 $1,700 Availability Request 

1 bedroom beachfront villa, with extra living room with a sleep sofa. Villa can sleep between 1 to 4 persons. Located in Runaway Bay/Ocho Rios, St. Anns. Wonderful beachfront villa.

 
Bahia - Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$1,800 $1,800 Availability Request 

Waterfront, own sandy beach.1 bedroom cottage in Runaway Bay with loft bedroom. Perfect for a couple looking for a reasonable beachfront cottage in Jamaica, staff and secured, gated. 5 minutes to the grocery store.

 
Captains Choice, Tryall Club 1 br -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$7,150 $7,150 Availability Request 

Tryall Club 1 bedroom Great House Suite. Resort facilities.

 
Caves, Negril -  Negril
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$4,060 $4,060 Availability Request 

Romantic cliffside, The Caves are one of the most romantic all inclusive boutique hotels in Negril, Jamaica

 
Columbus Heights-Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$1,015 $1,015 Availability Request 

Spectacular views for these one and two bedroom units, shuttle to the beach, close to all amenities of Ocho Rios- within walking distance to everything.

 
Columbus Heights-Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$910 $910 Availability Request 

Spectacular views for these one and two bedroom units, shuttle to the beach, close to all amenities of Ocho Rios- within walking distance to everything.

 
Eagles Nest-Tryall-1br -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$7,150 $7,150 Availability Request 

Great House double story ONE bedroom villa, double storey in Montego Bay. Located in the prestigious Tryall Club with first class resort facilities and beach club

 
Half Moon Rooms & Suites -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$2,800 $2,800 Availability Request 

Half Moon offers two intoxicating crescent-shaped beaches dotted with palm trees, and over 50 cool, freshwater pools that summon guests in for a quick dip or a languorous swim. For those craving rejuvenation, the resort`s exclusive spa facility is a welcome haven, and the Robert Trent Jones Sr. Championship Golf Course, and tennis facilities are world-class.

 
Hibiscus Villa, Tryall Club -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$7,150 $7,150 Availability Request 

1 bedroom Villa at the Tryall Club, Resort facilities.

 
Jamaica Inn Resort -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$503 $503 Availability Request 

One of Jamaica\'s most prestigious resorts in Ocho Rios, Jamaica.

 
Ma Mer Bleu-Tryall-1br -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$7,150 $7,150 Availability Request 

Great House ONE bedroom villa at Tryall- Montego Bay, enjoy the amenities of the Tryall Resort.

 
Mahogany Mews,Tryall 1br -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$7,150 $7,150 Availability Request 

Tryall Greathouse one bedroom villa - double story.

 
Mirador, Tryall, 1 br -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$7,150 $7,150 Availability Request 

Great house villa at Tryall - 1 bedroom, double story in Montego Bay

 
Moon Dance-Lilac Mist Villa, Negril -  Negril
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$5,600 $5,600 Availability Request 

Honeymoon Villa! 1 bedroom, 1500sq ft plus patios, private garden with Jacuzzi, dining gazebo, personal chef and bartender, swimming pool, air-conditioning, free daily laundry/housekeeping, Hobie Cat, steps from famous 7 mile beach in Negril, 24 hour security. Includes airport transfers. 1hr and 30 min from airport.

 
Norse Point- Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$2,800 $2,800 Availability Request 

Wonderful Honey Moon villa sitting on the turquoise waters near the famous Blue Lagoon villas. Only one bedroom, for that special hideaway. Need a perfect place to write your novel? This is it. A sensational retreat. Swim to the famous Monkey Island from here. Crystal clear waters.

 
Pot O Gold, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$1,800 $1,800 Availability Request 

Charming 1 bedroom villa in Silver Sands - own cook and housekeeper, with a short 1 minute walk to the beach. Enjoy the community feeling of this gated community.

 
Round Hill Rooms and Suites -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$4,620 $4,620 Availability Request 

This Legendary Resort Has Attracted Truly Interesting People Because Unlike Any Other Resort Its Sense Of Low-key Luxury, Privacy And Glamor Has Universal Appeal. Set On A 98-acre Hillside Peninsula, the 29 Stylish Villas-- Most With Pools-- Provide Privacy And Seclusion Among Lush Tropical Gardens And Spectacular Sea Views. Activities Include All Kinds Of Watersports, Tennis, Swimming Pool, Fitness Center With Aerobics Instructor, World-class Spa, Nature Walks And Pineapple Kids\' Club Children

 
Sandals Resorts -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
- - Availability Request 

Sandals Resorts, Luxury all inclusive, the very pinnacle of all-inclusive excellence in the Caribbean. Sandals delights couples in love with supremely luxurious accommodations, gourmet candlelit dining for two, gorgeous tropical settings and some of the world's most exquisite beaches in Jamaica, St. Lucia, Antigua, and the Bahamas

 
Sea Palms-Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$1,000 $1,000 Availability Request 

Charming 1,2,3 bedroom units beside the sea, with own private beach. All bedrooms are air-conditioned and have ceiling fans. Private swimming pool.

 
Silver Palms-Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$1,760 $1,760 Availability Request 

Estate consists of 3 bedroom townhouses, 1 bedroom and two bedroom suites and studios. All bedrooms air conditioned, fully equipped kitchens. Housekeeper and cook for each unit. Beach is across the street. Only 5 minutes drive to the famous Dunns River Falls.

 
Silver Palms-Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$2,017 $2,017 Availability Request 

Estate consists of 3 bedroom townhouses, 1 bedroom and two bedroom suites and studios. All bedrooms air conditioned, fully equipped kitchens. Housekeeper and cook for each unit. Beach is across the street. Only 5 minutes drive to the famous Dunns River Falls.

 
Silver Pointe, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$2,100 $2,100 Availability Request 

Romantic one bedroom villa front row, beachfront. Silver sands gated community. Perfect for honeymoon couples!

 
White Sands, Negril -  Negril
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$483 $483 Availability Request 

Negril 7 mile stretch of beach, there is a combination of air conditioned rooms, a 4 bedroom villa, one bedroom apartments, Deluxe rooms and standard rooms.

 
White Sands, Negril -  Negril
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$518 $518 Availability Request 

Negril 7 mile stretch of beach, there is a combination of air conditioned rooms, a 4 bedroom villa, one bedroom apartments, Deluxe rooms and standard rooms.

 
White Sands, Negril -  Negril
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$966 $966 Availability Request 

Negril 7 mile stretch of beach, there is a combination of air conditioned rooms, a 4 bedroom villa, one bedroom apartments, Deluxe rooms and standard rooms.

 
White Sands, Negril -  Negril
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$756 $756 Availability Request 

Negril 7 mile stretch of beach, there is a combination of air conditioned rooms, a 4 bedroom villa, one bedroom apartments, Deluxe rooms and standard rooms.

 
Wilks Bay, 1 bedroom -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
1 Bedroom(s), 1 Bathroom(s)
$2,450 $2,450 Availability Request 

1 Bedroom beachfront villa in Port Antonio, only 3 minutes to the Blue Lagoon

 
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2 Bedroom Villas

Anchor Listing, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$2,875 $2,875 Availability Request 

2 bedroom estate, spacious 4000 sq ft villa, spectacular views of Montego Bay - private pool, fully staffed villa.

 
Blessings Villa, Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$4,000 $4,000 Availability Request 

Luxury 2 bedroom villa in Port Antonio with infinity swimming pool, games rooms, spectacular views!!! Has the wow factor, a secret hideaway. Only 10 minutes from Port Antonio town. Fabulous mansion in the hills!

 
Charles-Earl, 2 br, Tryall Club -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$7,510 $7,510 Availability Request 

2 bedroom Great House Suite, extra large 2 bedroom. 2 minutes golf cart ride to the beach.

 
Cotton Wood, South Coast -  South Coast
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
- - Availability Request 

These exclusive and deluxe waterfront rental properties offer visitors total privacy on the Caribbean Sea. With white sand beach, private pools, luxurious Jamaican decor, all-inclusive format, full staff, lush tropical foliage, this will be a vacation travel experience to cherish. Waterfront villa!

 
Dreamin, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$2,850 $2,850 Availability Request 

2 bedroom villa in Silver Sands, short walk to the beach! Wonderful interior decor, excellent cook! Literally just steps away from one of Jamaica's nicest white sandy beaches!

 
La Casita, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$4,900 $5,900 Availability Request 

2 bedroom stylish villa, Montego Bay, complimentary resort membership, swimming pool, fully staffed, spa treatment specialties.

 
Little Palm, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$9,440 $9,440 Availability Request 

Perfect for honeymooners or a family of 4. Very cosy cottage. walk to the famous Tryall Club white sandy beach.. Very comfortable, enchanting and well furnished bedrooms. Lovely blue and white soft furnishings for living room. Sparkling swimming pool. Air conditioned bedrooms. Includes Tryall Club membership and access to world class facilities. Located in Montego Bay, 25 minutes from the airport.

 
Mi Way-Tryall- 2 br -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$9,900 $9,900 Availability Request 

Great House villa-2 br in Montego Bay, Tryall-Exclusive Club

 
Milestone Cottage, South Coast -  South Coast
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$7,700 $7,700 Availability Request 

2 bedroom Waterfront cottage on Jamaica\\\'s South Coast. These exclusive and deluxe waterfront rental properties offer visitors total privacy on the Caribbean Sea. With white sand beach, private pools, luxurious Jamaican decor, all-inclusive format, full staff, lush tropical foliage, this will be a vacation travel experience to cherish. Waterfront villa!

 
Moon Dance-Satin Sunrise, Negril -  Negril
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$8,400 $8,400 Availability Request 

Two large sunny bedrooms, 2700 sq. ft. plus patios. Large veranda off master bedroom, personal chef, bartender. Air-conditioning, wet bar, cable TV, phone/fax/internet. Free housekeeping and laundry, pool and Jacuzzi, Hobie Cat, Handicap Accessible, private beach, airport transfers included. 24 hour security. One and half hours from airport.

 
Pineapple II - 2 BR-Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$2,000 $2,000 Availability Request 

Pineapple II is a 2 bedroom sister villa to Pineapple Villa - which is 7 bedrooms. Pineapple II has air-conditioned bedrooms and ensuite bathrooms - private swimming pool, fully staffed villa.

 
Poinciana, Tryall 2 br -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$10,700 $10,700 Availability Request 

Most deluxe 2 bedroom Great House suite at the Tryall Club, own private infinity swimming pool.

 
Santa Maria, Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$2,500 $2,500 Availability Request 

Santa Maria is a private condominium complex which is centrally located to the amenities of Ocho Rios. Waterfront location, swimming pool, kitchen facilities.

 
Satisfy My Soul-Tryall, 2br -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$9,900 $9,900 Availability Request 

Great House 2 bedroom villa-double story in Montego Bay- Exclusive Tryall Club

 
Sea Spice, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$2,310 $2,310 Availability Request 

2 bedroom, 2 bathroom villa at Silver sands, gated community with 24 hour security. Stones throw to the beach!

 
Sea Wyf Cottage, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
2 Bedroom(s), 2 Bathroom(s)
$2,275 $2,275 Availability Request 

2 bedroom cottage near the beach of Silver Sands. Short walk to the beach, 24 hour gated security community.

 
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3 Bedroom Villas

Ackee 8 at Tryall-Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$10,725 $10,725 Availability Request 

A most charming cottage with 3 bedrooms, spectacular views of the caribbean sea, famous Tryall Club resort and membership. Very peaceful and quiet, beautiful interiors and comfortable furnishings, located near the tennis courts and famous world class golf course. Perfect for families. A true retreat. Montego Bay, 12 miles from airport.

 
Afterglow-Mamiti Cove, Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$6,000 $6,000 Availability Request 

Charming 3 bedroom, 3 bathroom, air conditioned waterfront home with beach frontage - gazebo - Ocho Rios, close to all amenities.

 
Ambiance Villa, Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$6,860 $6,860 Availability Request 

3 bedroom beachfront villa, all inclusive resort facilities. Includes all meal, airport transfers, drinks, stocked bar! Located in Runaway Bay, about 60 minutes from the Montego Bay airport.

 
Beach Nut, Rio Bueno -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$4,500 $4,500 Availability Request 

3 bedroom beachfront property, only 5 minutes from Discovery Bay. complimentary sea kayaks, air conditiioned bedrooms, new bathroom and kitchen! Sister villa is Fantasy. Lovely beach cottage.

 
Blue Shutters, Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$4,000 $4,000 Availability Request 

Casual waterfront villa with 3 bedrooms and own private beach cove in Runaway bay.

 
Bumpers Nest at Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
- - Availability Request 

One of Tryalls most deluxe villa, most popular for returning guests, beautiful furnishings throughout the whole villa. Adorned with wonderful original art, luxury bedroom interiors, spectacular indoor courtyard garden with waterfalls at entrance, own putting tee, spectacular views to ocean, sparkling blue pool. Tryall membership. Montego Bay, only 12 miles from airport.

 
Calabash at Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$10,725 $10,725 Availability Request 

Absolute waterfront property, 3 very comfortable bedrooms, large spacious living room with louver doors that open up to seaside on one side and to the pool area on the other. Located near Tryall's white sandy beach, this villa has a membership to Tryall's wonderful resort facilities. Located in Montego Bay, 12 miles from airport.

 
Cannon Cottage, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$3,150 $3,150 Availability Request 

Lovely 3 bedroom, 3 bathroom villa, one minute walk to the beach, spectacular views, Silver Sands. Can be rented as 2 bedrooms for 5 persons, 3 bedrooms for 7 persons.

 
Cannon Villas - Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$3,015 $3,015 Availability Request 

6 seaside cottages situated on exquisite white sandy beach. Each villa is a 3 air-conditioned bedroom villa with own kitchen and is fully staffed. No swimming pool, but have own sandy beach.

 
Coo Yah at Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
- - Availability Request 

Captivating villa with lush landscaping, 13th hole is your backyard, views to Caribbean sea, 3 bedrooms, heated free-form swimming pool, wonderful setting. All bedrooms air conditioned, ensuite bathroom. Includes membership to the famous Tryall Club. An adults sanctuary, no Children allowed. Located in Montego Bay, 12 miles from the airport.

 
Coquina, South Coast -  South Coast
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$3,500 $3,500 Availability Request 

3 bedrooms, 3 bathrooms beachfront on the South Coast. Sister villa, Blue Marlin with 4 bedrooms for a total of 7 bedrooms beachfront.

 
DayO Villa, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$2,700 $2,700 Availability Request 

Charming 3 bedroom villa with air conditioning - Silver Sands community-short walk to the beach.

 
Dukes Hideaway, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$3,000 $3,000 Availability Request 

Charming 3 bedroom cottage - beachfront at Silver Sands - all bedrooms are air conditioned.

 
Eureka, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$16,000 $16,000 Availability Request 

Deluxe 3 bedroom villa overlooking 8th fairway and Caribbean seaviews. A very pretty villa with a large swimming pool, TV, sound system, CD. Rooms in Eureka are designed around a wonderful and spacious central Great Room. Complimentary golf cart, complimentary Tryall Club membership. Lush landscaping. Excellent for families, honeymooners, golfers and tennis enthusiast. Located in Montego Bay, 25 minutes from the airport.

 
Fantasy Villa, Rio Bueno -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$5,000 $5,000 Availability Request 

Charming 3 bedroom villa with own beach front - very peaceful holiday, large swimming pool, decorated with tropical flair-set on one acre of landscaped grounds.

 
Hang Time, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$2,750 $2,750 Availability Request 

Hang Time Villa at Silver Sands - 3 bedroom, 3 bathrooms - Short walk to the beach

 
Idle Hours - Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$4,000 $4,000 Availability Request 

3 bedroom, 3 bathroom absolute beachfront property - most charming villa in Runaway bay. Brand new addition of spasrkling swimming pool. Fully staffed villa.

 
Island Bliss, South Coast -  South Coast
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$7,000 $7,000 Availability Request 

3 bedroom, 3 bathroom ultra modern villa on the South Coast, Waterfront villa. You can either swim at the villas waterfront or walk a few minutes to a white sandy beach!  Great for honeymoons, or groups of up to 6 persons. Beautiful part of Jamaica!

 
Island Breeze-Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$2,700 $2,700 Availability Request 

Villa located in Ironshore, 3 bedroom, 3 bathroom. Only 15 minutes from the airport. Full size swimming pool, all bedrooms air-conditioned, gated villa. Fully staffed villa. Free airport shuttle bus.

 
Island House, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$10,725 $10,725 Availability Request 

One of our favorites, this deluxe 3 bedroom villa has been delightfully refurbished with rich tasteful fabrics, Jamaican style. Panoramic views of golf course and Caribbean Sea from every room. Lush gardens. Located within the famous Tryall Club estate in Montego Bay, only 25 minutes from the airport.

 
Je Suis Content, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$3,700 $3,700 Availability Request 

3 bedroom, 3 bathroom villas on the cliffs of Silver Sands - spectacular view, own swimming pool, Jacuzzi, and a short walk to the white sandy beach!

 
Kima - Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$4,500 $4,500 Availability Request 

Charming 3 bedroom, 3 bathroom waterfront villa in the exclusive Mammee Bay neighborhood - only 8 minutes away from all the Ocho Rios amenities. Private pool and fully staffed. A true tropical relaxing holiday.

 
Linga Longer, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$15,000 $15,000 Availability Request 

Charming 3 bedroom villa with unique entrance of wonderful enclosed courtyard with a sparkling crystal clear swimming pool. Located in the famous Tryall Club estate, villa\'s backyard oversees 13th hole of golf course and ocean beyond. Over sized living room opens to lovely new wooden veranda. Rich wooden parquet floors throughout villa. Large spacious bedrooms and wide hallways. Jacuzzi in master bathroom. Tryall Membership. Located in Montego Bay, 25 minutes from airport.

 
Little Waters Negril -  Negril
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$8,400 $8,400 Availability Request 

3 bedroom modern villa in Negril on the waterfront, Balinese style.

 

 
Miss Ps Place, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 2 Bathroom(s)
$3,000 $3,000 Availability Request 

Comfortable 3 bedroom villa at Silver Sands, short walk to beach, private swimming pool, fully staffed villa.

 
Moon Dance-Dream Walk, Negril -  Negril
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$11,900 $11,900 Availability Request 

3 grand bedrooms, 3 1/2 bathrooms, 3500 sq ft villa, direct beachfront, air conditioning, personal chef and bartender, free housekeeping and laundry, cable TV, phone/fax/internet, swimming pool and jacuzzi, Hobie Cat, 24 hour security. Free airport transfers included. One hour and half from airport.

 
Nautilus - Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$8,000 $8,000 Availability Request 

Fabulous 3 bedroom, 3 bathroom home sits on the edge of the Blue Lagoon in Port Antonio. Large dining room opens to spacious sun deck where you can swim out to the crystal clear waters of the famous Blue Lagoon. Includes airport transfers, champagne on arrival and first breakfast.

 
Negril Beach Villa, - 7 Mile beach -  Negril
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$9,000 $9,000 Availability Request 

Large 3 bedroom villa in Negril with absolute beach frontage with large manicured gardens. Lovely swimming pool. Own white sandy beach, perfect for sunsets. Prime location on Negrils popular strip. Luxury furnishings, full staff and security. Close to all Negrils amenities. Large living room opens up on to veranda and beautiful ocean front. Located in Negril, 90 minutes from the airport.

 
No Problem, Tryall- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$10,725 $10,725 Availability Request 

Charming 3 bedroom villa, commanding excellent views of golf course and Caribbean sea, two story villa. Stairs lead from living room terrace to swimming pool with own wet bar. Located within the famous Tryall Club resort, complimentary membership and shuttle to resort facilities. Located in Montego Bay, 25 minutes from airport.

 
Pelican - Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$5,250 $5,250 Availability Request 

Charming 3 bedroom, 3 bathroom villa situated on the picturesque Blue Lagoon in Port Antonio. Villa has delightful indoor and ourdoor dining areas, and multi-level sunning patios and seaside gazebo. A great get away!

 
Pinnacle, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$10,725 $10,725 Availability Request 

Wonderful open air 3 bedroom, 3 1/2 bathroom Tryall villa. Rich Jamaican parquet floors, unique fountain feeds into swimming pool. Fantastic golf course and Caribbean Sea views.Each bedroom has own private patio. Complimentary Tryall membership and shuttle to the resort facilities. Located in Montego Bay, 25 minutes from airport.

 
Pleasant View, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$5,800 $5,800 Availability Request 

3 bedroom, 3 bathroom villa, own private swimming pool - located in the prestigious Great River Private area. Fully staffed villa

 
Reveille, Tryall Club -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$14,300 $14,300 Availability Request 

Brand new renovations completed in Jan 2009. Waterfront villa in the Tryall Club, can be rented as a 2 or 3 bedroom. Located in Montego Bay, enjoy the Tryall Club facilities.

 
River Mist, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
- - Availability Request 

River Mist villa is located in the prestigious hills of Montego Bay. Spectacular views, 3 bedroom, 3 bathrooms, very family friendly, old Jamaican Charm.

 
Round Hill Villas -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$9,900 $9,900 Availability Request 

This Legendary Resort Has Attracted Truly Interesting People Because Unlike Any Other Resort Its Sense Of Low-key Luxury, Privacy And Glamor Has Universal Appeal. Set On A 98-acre Hillside Peninsula, the 29 Stylish Villas-- Most With Pools-- Provide Privacy And Seclusion Among Lush Tropical Gardens And Spectacular Sea Views. Activities Include All Kinds Of Watersports, Tennis, Swimming Pool, Fitness Center With Aerobics Instructor, World-class Spa, Nature Walks And Pineapple Kids\' Club Children

 
Sea Grape, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$10,725 $10,725 Availability Request 

Absolute waterfont Tryall property, 3 bedroom villa, wonderful private swimming pool, manicured lawns. Entrance has lovely brick courtyard and fountain which leads into the open air living room and dining rooms.  Tryall Club resort facilities. Perfect for families, golf and tennis enthusiast. Located in Montego Bay, 25 minutes from airport.

 
Seagull Cottage, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$2,000 $2,000 Availability Request 

3 bedroom, 2 bathroom cottage, just a 5 minute walk to the beach of Silver Sands!

 
Serenity at Tryall Club, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$10,725 $10,725 Availability Request 

4 bedroom charming villa, sitting high on the famous Tryall hills, magnificent views, landscaped gardens. Villa has two living rooms upstairs and downstairs. Thatched huts beside pool area. Lovely outdoor dining under veranda, or another area under a wonderful garden trellis. Tryall membership give access to resort facilities. Located in Montego Bay, 25 minutes from the airport.

 
Skylark in Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
- - Availability Request 

4 bedroom 4 bathroom villa in Montego Bay, only 15 minutes from the airport. Located in a prestigious neighborhood above the Half Moon Golf Course. Long serving staff. One of the best value villas for such a beautiful villa in Jamaica.

 
Sol Mar, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$3,225 $3,225 Availability Request 

3 bedroom, 3 bathroom in Silver Sands - just 5 minutes walk to the beach. Large pool deck and spectacular views to the Caribbean Sea.

 
Star Apple- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$4,500 $5,000 Availability Request 

Charming 3 bedroom cottage located in the hills of Montego Bay. Simple cottage with all the comforts of home. Wonderful large pool area with breathtaking views of Caribbean Sea and Montego Bay. Comfortable cottage on millionaires avenue. Located in Montego Bay, 20 minutes from the airport. Great value for families!

 
Sunset, Tryall- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$14,300 $14,300 Availability Request 

3 air-conditioned bedrooms, waterfront Tryall villa, newly referbised with wonderful interiors. Prime waterfront property with spectacular ocean views and own private beach. Great villa for families, ideal for snorkeling. 5 minutes walk to golf practice tee range, putting green and first tee. Located in Montego Bay, 25 minutes from airport.

 
Villa Marina, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$2,700 $2,700 Availability Request 

3 bedroom villa, 3 bathroom at Silver Sands, short walk to the beach. Affordable fully staffed villa.

 
Vista Del Mar, Tryall- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
- - Availability Request 

Wonderful deluxe 3 bedroom, 3 1/2 bathroom. Tryall villa, commanding view of Tryall\'s golf course fairways and Caribbean Sea. Fabulous interior furnishings throughout, attention to detail. 40\' x 40\' spacious living room and extra spacious covered patio faces lovely terrace and infinity swimming pool. Special open dining pavilion allows views from 3 sides. Complimentary golf cart. Tryall membership. Located in Montego Bay, 25 minutes from airport.

 
Wag Water Villa, Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$4,000 $4,000 Availability Request 

Charming 3 bedroom Jamaican waterfront villa in Ocho Rios. Fully staffed villa.

 
Wilks Bay,Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
3 Bedroom(s), 3 Bathroom(s)
$5,600 $5,600 Availability Request 

Wilks Bay -Port Antonio. New 3 + 1bedroom villa on superb waterfront estate. Lawns and gardens slope gently to the large oceanside pool overlooking 100 yards of private beach and the long jetty into the ocean. Situated between Frenchman's Cove and San San beach.

 
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4 Bedroom Villas

A Beach Villa in Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$15,000 $15,000 Availability Request 

Brand new 4 bedroom villa in Montego Bay - beachfront, infinity pool, sea kayaks - only 10 minutes from the airport, gated community, tennis court, fitness center.

 
Ah Selah - Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$21,000 $21,000 Availability Request 

4 spacious air-conditioned bedrooms, absolute beachfront, 220ft of white sandy cove, private pool, private tennis court, Jacuzzi, air conditioned bedrooms.1200 yards away from Championship Golf course in Runaway Bay. Located near Hedonism 3 hotel, day passes available. Located 75 minutes from airport.

 
Avalon Blue Lagoon, Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$7,700 $7,700 Availability Request 

4 bedroom, 4 bathroom luxury villa at the famous Blue Lagoon waterfront. Brand new villa built in 2009, the most beautiful scenery at your backdoor, crystal clear waters off your own private deck.

 
Belmont - Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 3 Bathroom(s)
$6,430 $6,430 Availability Request 

Stately 4 bedroom, 3 bathroom home formerly owned by the famed Molson family has the most beautiful views over looking San San Bay and beautiful Monkey Island in Port Antonio. Wonderful furnishings and manicured gardens. Great get away, for a very relaxing holiday yet near all the major sights and beaches of Port Antonio.

 
Bienvenue - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$8,000 $8,000 Availability Request 

Spectacular Caribbean sea views and located near the Jamaicas world class golf courses, Bienvenue offers 4 comfortable bedrooms and a sparkling blue swimming pool. Montego Bay, only 10 minutes from airport.

 
Birdie Hill, Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$8,000 $8,000 Availability Request 

Birdie Hill is a wonderful 4 bedroom, 4 bathroom home with magnificent ocean views. Very elegant living, relax in true Jamaican style. Staff at Birdie Hill are renowned for their elegant service, delicious rum punch and tropical refreshments. A beautiful home and a heavenly location. Port Antonio is Jamaicas gem and has always been the celebrities favorite hideaway.

 
Blue Bird at Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$12,155 $12,155 Availability Request 

Wonderful 4 bedroom villa with golf views and Caribbean sea views. This 4 bedroom villa is a perfect getaway for families. For golf enthusiasts, this is heaven as this villa located within the famous Tryall Club and golf course, with a complimentary membership to Tryalls wonderful facilities. Montego Bay, only 12 miles from the airport.

 
Blue Marlin, South Coast -  South Coast
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 3 Bathroom(s)
$3,500 $3,500 Availability Request 

4 bedrooms, 3 bathrooms, beachfront on the South Coast. Also has sister villa with 3 bedrooms, 3 bathrooms for a total of 7 bedrooms.

 
Bonne Amie - Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$9,000 $9,000 Availability Request 

Deluxe 4 bedroom, 4 bathroom villa sitting on the famous Blue Lagoon in Port Antonio. Dive off the platform in your own back yard into the crystal clear waters of the Blue Lagoon. Airport transfers included, champagne on arrival and first breakfast.

 
Butterfly Villa- Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 5 Bathroom(s)
$3,500 $3,500 Availability Request 

4 bedroom, 5 bathroom villa in beautiful Silver Sands. All bedrooms have ensuite bathrooms and are airconditioned, also with ceiling fans. Own private swimming pool, entertainment room, fully staffed villa. Short walk to the beach.

 
Calypso at Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$12,155 $12,155 Availability Request 

Charming open-air villa with 16th fairway in backyard, 4 wonderfully furnished bedrooms, all air-conditioned with own ensuite bathrooms, award winning staff of 5, complimentary Tryall resort membership, 2 complimentary golf carts, circular pool, bedroom safes, very high rate of returning guests. Located in Montego Bay, only 12 miles from the airport.

 
Calypso Shores, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$10,500 $11,500 Availability Request 

4 bedroom, deluxe villa, own beachfront, private swimming pool, fully staffed villa - only 15 minutes from the airport

 
Casurina at Tryall, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$15,950 $15,950 Availability Request 
Newly refurbished villa within the exclusive Tryall Club, 4 bedroom luxury villa, 2 minutes golf cart ride to the beach. 
Chillin, Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$3,437 $3,437 Availability Request 

2, 3, 4 bedroom units just 5 minute walk to the beach, located in Ocho Rios. Swimming pool, fully gated community, colorful and great for family reunions.

 
Cielo at Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$15,950 $15,950 Availability Request 

Spectacular views from this villa, wonderful interior decor and furnishings, rolling lawn down to pool area, separate private cottage with golf and sea views. 4 deluxe bedrooms and long serving staff. You will keep coming back to Cielo! Prime location of Tryall views. Complimentary membership to Tryall resort facilities. Located in Montego Bay, 12 miles from the airport.

 
Cindy - Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$3,000 $3,000 Availability Request 

4 bedroom, 4 bathroom villa in Runaway bay- across the street from Super Club Breezes hotel. Beach in 5 minutes walk. Own private pool, minutes away from the gold course. 20 minutes to Ocho Rios amenities

 
Clive House at Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$12,155 $12,155 Availability Request 

Clive House has got to have one of the best views in the whole of Tryall! Spectacular seaviews and golf fairway views. Manicured gardens, all bedrooms have views to sea, 2 bedrooms in main house, 2 in separate private cottage beside expansive swimming pool. Located in Montego Bay, 12 miles from the airport.

 
Club Paradise, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$3,100 $3,100 Availability Request 

Comfortable 4 bedroom villa in Silver Sands - private swimming pool, short walk to the beach.

 
Destiny Villa- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$17,250 $18,250 Availability Request 

Destiny villa is one of Jamaicas most prestigious 10,000sq ft. villa, 4 fabulous bedrooms, 2 spectacular infinity-edge pools, thatched gazebo, wet bar, large entertaining pavilion, staff of 10, tennis court, helipad, gated compound, Satellite TV, spectacular Caribbean seaviews, amazing gym with mountain and river views. Located in Montego Bay, 20 minutes from the airport.

 
Ebb Tide, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$3,335 $3,335 Availability Request 

4 air conditioned bedrooms, 4 bathrooms. Located in Silver Sands, this is a wonderful beachfront villa in an exclusive gated community.

 
Edgewater - Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$6,600 $6,600 Availability Request 

Waterfront villa in Ocho Rios, own private beach, 4 wonderfully furnished bedrooms with air-conditioning and en-suite bathrooms, large freshwater sparkling pool, romantic ocean side gazebo, spacious outdoor covered verandah, beside famous Couples Resort. 90 minutes from the airport.

 
Eight Rivers - Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$10,500 $10,500 Availability Request 

Exquisite 4 bedroom villa overlooking crystal clear waters of the Caribbean sea. 5000 sq ft. property, magnificent swimming pool, gazebo, snorkeling in your backyard, deluxe air-conditioned bedrooms, Satellite TV, CD, Stereo, airport transfers included. Located in Ocho Rios, 90 minutes from the airport.

 
Eve Song, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 5 Bathroom(s)
$12,155 $12,155 Availability Request 

Beautifully appointed villa with magnificent golf course and ocean views. Elegant furnishings, parquet wood floors, large French doors, very charming villa. Spacious living areas, card room, library and 4 lovely air-conditioned bedrooms. Complimentary Tryall membership. Located in Montego Bay, 25 minutes from the airport.

 
Fairwinds, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$12,155 $12,155 Availability Request 

Deluxe 4 bedroom, 4 bathroom, fully staffed, private pool and wonderful covered poolside bar. All bedrooms air conditioned, wall safes, ceiling fans, very children friendly villa. Magnificent sea views, wonderful attention to design, Mahogany parquet floors, complimentary Tryall membership to this world famous golf resort. Located in Montego Bay, 25 minutes from the airport.

 
Folly at Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$12,155 $12,155 Availability Request 

4 bedroom, 4 bathroom villa. Lovely garden courtyard and indoor/outdoor dining area, large living room open on four sides. Separate master bedroom cottage, ocean views. Entire property planted with specimen trees, dramatic views of ocean views. Complimentary Tryall membership gives access to the famous Tryall resort facilities. Located in Montego Bay, 25 minutes from the airport.

 
Four Winds - Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
- - Availability Request 

Absolute waterfront villa, own private sandy beach. 4 bedroom villa, wonderful interior furnishings. Located near Ocho Rios. Large fresh water pool, own tennis court lit for night play, sheltered marina with ocean side gazebo. Tennis pro, water-sports instruction and babysitter on request. Satellite TV, video, CD, stereo system. Great for weddings. Ocho Rios is 90 minutes from the airport.

 
Frangipani - Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$8,000 $8,000 Availability Request 

Newest 4 deluxe, air-conditioned bedrooms on famous and historic Prospect Estate. Each bedroom has own private veranda, bathroom. Large veranda leads out to exxpansive pool area with sun deck and steps to a jetty with walk-out access to clear blue waters of Caribbean. Estate tennis court, mini golf, horse back riding. Great for families. Located in Ocho Rios, 90 minutes from the airport.

 
Halcyon, Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$9,000 $9,000 Availability Request 

Charming 4 bedroom, 4 bathroom villa in Port Antonio. Spectacular views of the Caribbean Sea and Monkey Island.

 
Half Moon Villas -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$13,160 $13,160 Availability Request 

Half Moon offers two intoxicating crescent-shaped beaches dotted with palm trees, and over 50 cool, freshwater pools that summon guests in for a quick dip or a languorous swim. For those craving rejuvenation, the resort`s exclusive spa facility is a welcome haven, and the Robert Trent Jones Sr. Championship Golf Course, and tennis facilities are world-class.

 
Hermitage, South Coast -  South Coast
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$14,000 $14,000 Availability Request 

4 bedroom deluxe waterfront villa on Jamaica's South Coast. These exclusive and deluxe waterfront rental properties offer visitors total privacy on the Caribbean Sea. With white sand beach, private pools, luxurious Jamaican decor, all-inclusive format, full staff, lush tropical foliage, this will be a vacation travel experience to cherish. Walk to the white sandy beach in 5 minutes!

 
Jamaica Mansion, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$10,000 $10,000 Availability Request 

4 Bedroom Great House Plantation Style Jamaica home located in a prestigious area in Montego Bay - Luxurious plantation living.

 
Jasmine Hill in Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$8,500 $9,000 Availability Request 

Jasmine Hill Villa is a wonderful gem in Ocho Rios. This 4 bedroom villa is located directly on the ocean with easy access for snorkeling in your own back yard. The extra large, four plus acre lot includes over 200 feet of ocean front. Jasmine Hill is surrounded on all sides by lush tropical vegetation.

 
Karma Bay, Tryall- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
- - Availability Request 

Deluxe 4 bedroom, absolute waterfront villa located in the famous Tryall Club estate. Sprawling complex of 4 air-conditioned private bedrooms, large living, dining and family rooms. Exquisitely decorated quarters. Entire house faces directly towards the stunning views of the Caribbean Sea. Located in Montego Bay, 25 minutes from the airport. Adults retreat.

 
Kelso Villa -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$7,000 $7,000 Availability Request 

Kelso Villa is a 4+ bedroom villa with spectacular views of the Caribbean sea. Located on Jamaica\'s north coast above Silver Sands, this villa reflects Jamaica\'s old world charm - fully staffed with private swimming pool

 
La Chez Cherie, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$2,500 $2,500 Availability Request 

Lovely 4 bedroom, 4 bathroom villa, in the gated community of family friendly Silver Sands. Short stroll to the beach!

 
Lolivya - Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$7,000 $7,000 Availability Request 

4 bedroom, 4 bathroom waterfront villa facing famous Monkey Island once owned by the Princess Aga Kahn. Located in Port Antonio, the lushest part of Jamaica. Crystal clear waters accessed by deck in own backyard. Spectacular views from all areas of this house.

 
Ma Moura, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$12,155 $12,155 Availability Request 

Charming 4 bedroom villa located within the famous Tryall Club estate. Paradise for golf and tennis enthusiasts. Villa has unique octagonal design with all bedrooms having access to sparkling pool. Built and owned by the same family for 40 years, MaMoura has an award winning staff, who will make you feel at home in Jamaica. Tryall membership. Located in Montego Bay, 25 minutes from airport.

 
Moon Dance-Azure Sky, Negril -  Negril
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$17,500 $17,500 Availability Request 

Deluxe 4 bedrooms, 4 1/2 bathrooms, 4700sq. Ft. villa, direct beachfromt, private pool and 3 jacuzzis with 2 on bedroom verandas. Personal chef, bartender, air-conditioning, 5 cable TV& VCRs. Internet/fax/phone, free daily laundry, private beach, airport transfers included. One hour and half from airport.

 
Norse Hill - Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$5,000 $5,000 Availability Request 

Magnificent 4 bedroom, 4 bathroom hill top residence with commanding views of the Caribbean sea in Port Antonio. Large spacious rooms, soaring ceilings and rich Oriental furnishings. Newly built pool on 8 acres of rolling lawns. Includes airport transfers, champagne on arrival, first breakfast.

 
Ocean Shell, Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$5,000 $5,000 Availability Request 

4 bedroom waterfront villa with private pool, staff - near the famous Blue Lagoon

 
One Love Villa-Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$4,500 $4,500 Availability Request 

4 bedroom villa at Silver Sands, short walk to the beach. Private pool, hot tub, fully staffed villa.

 
Paradise Plum -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$10,500 $10,500 Availability Request 

4 bedrooms, 4 bathroom, located in a gated golf community - exlcusive neighbourhood in Montego Bay. Very secure and fully staffed villa.

 
Pineapple House, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$15,950 $15,950 Availability Request 

Entirely renovated in summer of 2004, this is one of Tryall's finest luxury villas. 4 bedrooms, sparkling pool, extensive art collection, fabulous golf course and ocean views. Air-conditioned bedrooms, mahogany doors open to full views. 2 marble bathrooms with waterfall showers. Special children's suite. Tryall membership give access to resort facilities. Located in Montego Bay, 25 minutes from airport.

 
Point of View, Tryall- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
- - Availability Request 

Deluxe 4 bedroom, spacious and well appointed. Wonderful interior furnishings throughout this villa. Spacious open pavilion for casual relaxation, intimate dining, fabulous views to crystal clear infinity edge swimming pool. Lovely garden and lawn areas. Own private exercise room. Tryall membership gives access to resort facilities. Located in Montego Bay, 25 minutes from airport.

 
Prospect Plantation Villas- Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$8,000 $8,000 Availability Request 

Prospect\'s 980-acre estate in the resort town of Ocho Rios, Jamaica, has 5 luxurious sea front villas and a historic Great House. The property is located only 1 mile east of the town of Ocho Rios with its major hotels, shopping, dining and entertainment. Guests enjoy the Estate\'s tennis court and preferential green fees at the nearby Sandals golf and country club. Complimentary to guests, are the popular Prospect Plantation jitney and horse back riding tours. One of Jamaica\'s oldest plantatio

 
Quadrille, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$7,600 $7,600 Availability Request 

4 bedroom, 4 bathroom - spectacular sea views, located in the gated community of Silver Sands

 
Randolins,Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$12,155 $12,155 Availability Request 

Our favourite casual cottage. 4 bedrooms, charming beach location. Absolute waterfront, wonderful gardens, own private beach. 2 bedrooms in main house, 2 bedrooms in lovely cottage with the best sunset views! (Assured by staff!) Only villa with a natural sea water swimming pool with sandy bottom. Tryall Membership, complimentary shuttle to resort facilities. Located in Montego Bay, 25 minutes from airport.

 
Reef House, Tryall- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$12,155 $12,155 Availability Request 

4 air conditioned bedrooms, 4 ensuite bathrooms located within the famous Tryall Club resort. Absolute waterfront villa. Stunning ocean views, Master bedroom located in private cottage, wonderful seaside gazebo for dining, or relaxing. Short walk to Tryall\'s beach, pro shop and first tee. Complimentary shuttle to resort facilities. Located in Montego Bay, 25 minutes from airport.

 
Retreat, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$13,000 $13,000 Availability Request 

Spacious 4 bedroom villa and honeymoon cottage. Located within famous Tryall Club estate. Views to sea and 18th fairway, easy walking distance to beach, pro shop and first tee. Lovely entrance courtyard with water fountain. Spacious yet cosy villa with large pool, veranda, open dining room, spacious living room. Lovely, well furnished cottage. Located in Montego Bay, 25 minutes from airport/

 
Riverlot, Tryall- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$15,950 $15,950 Availability Request 

Wonderful villa, newly decorated, admist lush tropical foliage, manicured gardens, spacious lawns. Main house has 2 wonderful bedrooms, Guest Cottage has 2 well appointed cottages with pool and ocean views. Spacious layout, lovely interiors, Tryall membership, complimentary shuttle to all resort facilities. Located in Montego Bay, 25 minutes from airport.

 
San Cove, Blue Lagoon, Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$8,000 $8,000 Availability Request 

4 bedrooms on the Blue Lagoon, newly renovated with views to Monkey Island. All bedrooms air conditioned.

 
Sea Haven - Discovery Bay -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$7,000 $8,000 Availability Request 

Most charming waterfront cottage with 4 bedrooms, 4 en-suite bathrooms, small man-made sand beach, 16-jet plunge pool. Wonderful seaside gazebo, snorkeling equipment, sunning platform, complimentary sea kayaks to venture around the beautiful Discovery Bay. Mesmerizing bay views. 60 minutes from airport.

 
Seaside Cottage, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$15,500 $16,500 Availability Request 

4 bedrooms, 4 bathrooms inside the prestigious Round Hill Resort in Montego Bay. Large rolling lawns with 3 acres of waterfront spectacular views of Montego Bay and the Caribbean Sea.

 
Seaspray, Tryall- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$15,950 $15,950 Availability Request 

4 bedroom deluxe waterfront villa at the famous Tryall Club. Wonderful views from this villa. Dining and living room open onto the pool deck and beyond. Easy walk to first tee, Tryalls white sandy beach. Resort membership, free shuttle to resort facilities. Great for families, golf and tennis enthusiasts. Located in Montego Bay, 25 minutes from the airport.

 
Seven Seas - Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$10,700 $11,200 Availability Request 

Waterfront 4 bedroom villa, all ensuite bathrooms. Each bedroom has air conditioning, kingsized beds. Own tennis court. Courtside gazebo. Close to all Ocho Rios amenities.

 
Sevilla Villa, Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$3,500 $3,500 Availability Request 

4 air-conditioned bedrooms, swimming pool, fully staffd, overlooking Golf Course, 15 minutes to private beach.

 
Sleepy Shallows, Rio Bueno -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$7,800 $9,000 Availability Request 

Brand new 4 bedroom villa on the beach. Located only 40 minutes from the Montego Bay airport. Complimentary sea kayaks, fully staffed villa. Family friendly villa on the beach.

 
Somewhere- Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$6,250 $6,250 Availability Request 

Wonderful 4 bedroom villa on the famous Prospect Estate, waterfront property. Decor is fresh and tropical. Sparkling swimming pool. TV, DVD, stereo, telephone, internet access, poolside BBQ. Lush tropical gardens. Airport Transfers included. Estate tennis court, horse back riding. Close to Ocho Rios amenities and sights. 90 minutes from the airport.

 
Spanish Cove - Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$5,800 $5,800 Availability Request 

Affordable 4 bedroom, 4 bathroom, absolute beachfront cottage in Runaway bay. Large lawn space.Two bedrooms upstair, two downstairs. Own private swimming pool, fully staffed villa..

 
Stone Away- Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$5,500 $5,500 Availability Request 

Deluxe 4 bedroom, 4 bathroom villa in the hills of Ocho Rios. Only 6 minutes to the town center of Ocho Rios' amenities. Luxurious choice of soft furnishings and window treatments. Fully staffed villa with private swimming pool.

 
Stone Harbour, Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$7,000 $7,000 Availability Request 

Waterfront 4 bedroom villa in Old Fort Bay, Ocho Rios. Private swimming pool, complimentary breakfast daily. All bedrooms air conditioned, ceiling fans. All have ensuite bathrooms.

 
Summertime - Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$4,980 $4,980 Availability Request 

4 bedroom, 4 bathroom deluxe villa in Silver sands. All bedrooms air-conditioned, private fresh water swimming pool, spectacular seaview. Short walk to the sandy beach at Silver sands. Fully staffed villa

 
Sunrise, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$12,155 $12,155 Availability Request 

4 bedroom, absolute waterfront villa in the famous Tryall Club resort. Wonderful furnishings throughout. Most charming villa with wonderful blue sparkling pool, absolutely wonderful sea frontage, prime property. Complimentary Tryall Club membership and shuttle to the resort facilities. Great for families, golf and tennis enthusiasts. Located in Montego Bay, 25 minutes from the airport.

 
Sunspot Villa, Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$8,000 $8,000 Availability Request 

Comfortable beachfront 4 bedroom villa in Runaway bay - near to Ocho Rios. Located beside other villas if you need larger accommodation. Perfect Jamaican getaway villa!

 
Terra Nova - Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$5,500 $5,500 Availability Request 

Comfortable 4 bedroom, 4 bathroom waterfront villa in the exclusive Mammee Bay. All bedrooms are air-conditioned. Large freshwater swimming pool, large lawn area for kids. Fully staffed villa. Italian marble floor. Close to all Ocho Rios amenities.

 
Tradewinds, Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 3 Bathroom(s)
$5,500 $5,500 Availability Request 

4 bedroom, 3 bathrooms- waterfront property in Ocho Rios. Large grassy area, kid friendly, only 5 minutes to amenities of Ocho Rios

 
Tradewinds, Tryall- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$12,155 $12,155 Availability Request 

Wonderful 4 bedroom villa, absolute waterfront with all rooms having magnificent ocean views. Beautifully appointed living room, formal dining room and 2 outdoor terraces. Charming seaside cottage has one bedroom beside pool area. Tryall Club membership. Located in Montego Bay, 25 minutes from airport.

 
Tryall Club Villas -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$12,155 $12,155 Availability Request 

One of Jamaicas most prestigious villa resorts in Montego Bay, with over 70 villas with the picturesque setting of a championship golf course, tennis courts, beach club.

 
Tryall Club Villas -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$15,950 $15,950 Availability Request 

One of Jamaicas most prestigious villa resorts in Montego Bay, with over 70 villas with the picturesque setting of a championship golf course, tennis courts, beach club.

 
Valhalla, near Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$5,000 $5,000 Availability Request 

Lovely waterfront villa with 4 bedroom, 15 minutes from Ocho Rios

 
Villa Olga - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$2,800 $2,800 Availability Request 

4 bedroom, 4 bathroom villa in Montego Bay. ONly 5 minutes to the beach. Only 15 minutes from the airport. Fully staffed villa, own freshwater swimming pool. All bedrooms are fully air-conditioned.

 
Windjammer, near Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$4,000 $4,000 Availability Request 

4 bedrooms, Waterfront villa in Boscobel. Private swimming pool, steps down to sea deck, swim in your backyard. Fully staffed villa, spectacular views from all sundecks and pool area. 6 miles east of Ocho Rios.

 
Windjammer, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$3,900 $3,900 Availability Request 

3 bedroom, 3 bathroom villa at Silver Sands, 5 minutes walk to the beach, gated community. Excellent views of the Caribbean Sea

 
Yellow Bird, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$4,000 $4,000 Availability Request 

4 bedroom villa in Silver Sands. Economical villa only 8 minutes walk to the beach. Family friendly, gated community. Only 30 minutes to the Montego Bay airport.

 
Yellowbird, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
4 Bedroom(s), 4 Bathroom(s)
$15,950 $15,950 Availability Request 

Deluxe 4 bedroom villa in Tryall, beautifully appointed with lovely interior furnishings. Spectacular views, golf course and ocean views. Spacious living room with built in bar, covered verandah. Ideal for entertaining. Staff of 7 includes excellent cook. Beautiful villa throughout. Tryall Club membership for all guests. Great for golf and tennis enthusiasts. Located in Montego Bay, 25 minutes from airport.

 
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5 Bedroom Villas

Anticipation, Tryall Club, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$25,000 $25,000 Availability Request 

Brand new 5 bedroom, 5 bathroom Premier villa at the Tryall Club - spectacular views overlooking the famous golf course and Caribbean Seas - one of Tryall\'s most contemporary villas in this exclusive gated luxury villa community.

 
Azure Cove, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$5,000 $5,000 Availability Request 

5 bedrooms, 5 bathrooms at Silver Sands, only a 5 minute walk to the beach. Infinity swimming pool, this is one of the newest villas in Silver Sands.

 
Bay Watch - Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$7,500 $7,500 Availability Request 

5 bedroom waterfront villa with own sandy beach. Can also be rented as a 3 bedroom villa. All bedrooms air-conditioned. Family friendly.

 
Blue Moon - Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$5,000 $5,000 Availability Request 

Large 5 bedroom, 5 bathroom villa in Silver Sands. Spectacular views of the Caribbean sea. Short walk to the Silver Sands beach, fully staffed villa. Great for family reunions.

 
Bolt House, Port Maria -  Oracabessa
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$19,600 $19,600 Availability Request 

5 bedrooms in the main villa. One of the most spectacular views - breathtaking!

 
Bouganvillea, Tryall, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$30,000 $30,000 Availability Request 

Brand new 5 bedroom, 5 bedroom - Premier rating. The highest rating a villa can have! Located in the exclusive Tryall Club in Montego Bay

 
Casa del Palme, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$11,000 $11,000 Availability Request 

Luxury 5 bedroom villa, 5 bathroom, located in the prestigious Springfarm area in Montego Bay. Private swimming pool and fully staffed villa.

 
Coconut Cottage, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$9,000 $9,500 Availability Request 

5 bedroom villa which has a separate 3 bedroom villa and 2 bedroom villa. Located in Montego Bay, own private swimming pool and fully staffed villa.

 
Culloden Cove,South Coast -  South Coast
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 4 Bathroom(s)
$5,400 $6,000 Availability Request 

Culloden Cove is a beautiful 5 bedroom villa with a private beach and swimming pool on the unspoilt south coast of Jamaica. The newly-refurbished property can sleep up to 10 people and is set in an acre of tranquil, tropical gardens with abundant bird and plant life. This is the perfect place to relax and unwind, away from the stresses of life.

 
Datura Villa, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$5,200 $5,200 Availability Request 

5 bedroom villa with private swimming pool in Montego Bay. Gym, this villa has spectacular views, only 14 minutes from the Montego Bay airport.

 
Drambuie Estate- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$12,000 $13,000 Availability Request 

5 bedroom villa, with 5 ensuite bathrooms. Wonderful estate set on 35 acres. Originally built by the Duke of Marlborough. Stunning views of the Caribbean Sea. Staff of 8, Large estate of 7,000 sq ft of living. Bedrooms are spacious and set over 3 different roofs. 20 minutes from the Montego Airport.

 
Elysian Plain, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$19,250 $19,250 Availability Request 

Absolute waterfront property, 5 wonderful bedrooms with ensuite bathrooms, sparkling pool overlooks Caribbean sea. Very private master bedroom in separate cottage overlooking water. Large living rooms open to gentle ocean breezes. Complimentary membership to the famous Tryall Club resort. Located in Montego Bay, 25 minutes from the airport.

 
Emerald Seas - Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$13,000 $14,000 Availability Request 

Deluxe 5 bedroom, 5 bathroom waterfront villa. Attention to detail, superb furnishings in all bedrooms, 6,000 sq. ft. villa in Ocho Rios. Wonderful gardens, own tennis court, all bedrooms air-conditioned, children friendly, family room with toys, ping pong table, large swimming pool and sunning deck. Complimentary sea kayaks, snorkeling and internet access. 90 minutes from airport.

 
Eslyn - Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$3,500 $3,500 Availability Request 

5 bedroom, 5 bathrooms in Runaway Bay. All bedrooms are air-conditioned. Freshwater swimming pool. Located across from Breezes Runaway Bay - 5 minutes walk to Super Clubs Golf Course. Short walk across the road takes you to the beach. Exclusive use of Cardiff Hall, Runaway Bay property members. Fully staffed villa.

 
Great River House, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$16,000 $16,500 Availability Request 

Brand new super deluxe villa. 4 bedrooms + owners suite for a full 5 bedrooms, 5 bathrooms. Located in a prestigious area in Montego Bay. Spectacular swimming pool, Round Hill membership for all guests.

 
Heron Cove/Rum Punch-Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$19,250 $19,250 Availability Request 

Heron Cove is a beautiful 3 bedroom, 3 bathroom home (or 5 bedroom) located within the famous first class Tryall Club resort. Prime waterfront property, spectacular infinity pool, large open living spaces give this home a very relaxing and inspiring atmosphere. High quality decor throughout, wonderful cutstone in all bathrooms. Master bathroom opens onto green grassy lawn. For larger groups, the lovely Rum Punch across the road with an additional 2 bedrooms. Rented as either a 3 or 5 bedroom

 
Intack Villa, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$11,000 $12,500 Availability Request 

Luxury 5 bedroom villa with home theatre, private swimming pool, air conditioned gym

 
Lime Acre - Jamaicas South Coast -  South Coast
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$9,600 $9,600 Availability Request 

Lime Acre is a wonderful plantation home, which is located on Jamaicas south coast near a fishing village of Whitehouse. This location is ideal for those seeking to get away from the hustle and bustle of our fast-paced life. Own white sandy beach....tranquil, Jamaican getaway.

 
Lime Tree, Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$12,000 $12,000 Availability Request 

Lime Tree is an elegant 5 bedroom, waterfront villa in lovely Ocho Rios. Beautifully furnished with Jamaican bamboo and original art, recently refurbishment villa. Private master suite cottage. Breathtaking sea views. Close to all Ocho Rios amenities, and sightseeing. Satellite TV, air conditioned bedrooms, very comfortable and spacious home. 90 minutes from the airport.

 
" Little Hill, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$21,000 $21,000 Availability Request 

Most luxurious home set on 8 acres of manicured lawns and gardens within the famous Tryall Club estate. 5 wonderful bedrooms with own private \"his and her\" suites, interiors are rich and with attention to detail. Home decorated with specially selected antiques and much loved art pieces. Very tasteful and European flavor. Many verandas with luxurious lounge chairs, spectacular swimming pool, full staff of 10. Complimentary golf cart and membership give access to famous resort facilities. L

 
Moon Dance-Bay Whisper, Negril -  Negril
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$17,500 $17,500 Availability Request 

Deluxe 5 bedroom, 5 1/2 bathroom, 5,000sq. ft. villa, direct on beachfront, private pool and 3 Jacuzzis with 2 on bedroom verandas. Air conditioning, personal chef, bartender, free laundry and housekeeping, 6 cable TV and VCRs, phones/fax/free internet, airport transfers included. One and half hours from airport.

 
Moon Dance-Ginger Breeze, Negril -  Negril
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$16,800 $17,500 Availability Request 

Deluxe 5 bedrooms, 5500sq. ft villa, direct on beachfront, private pool, large jacuzzi, air-conditioning, personal chef and bartender, wet bar, free laundry & housekeeping, cable TV phone/fax/internet. Private beach, ocean side dining, 24 hour security, airport transfers included. One and half hours from airport.

 
Mount Pleasant, Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$12,000 $12,000 Availability Request 

5 bedroom, 5.5 bathroom, elegant luxury mansion located on 88 acres. Caribbean seaviews, only 5 minutes to the beach of Runaway Bay. Great for large weddings

 
Nutmeg South, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$16,500 $16,500 Availability Request 

5 bedroom villa with complimentary resort membership! Own private pool and fully staffed villa

 
Overlook, Tryall, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$31,200 $31,200 Availability Request 

Brand new 5 bedroom villa in Tryall Club

 
Rock Hill, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$10,500 $10,500 Availability Request 

5 Bedroom, 4 bathroom deluxe villa in Silver Sands. Fully staffed villa. Short walk to the beach. Own indoor fitness center. All bedrooms air conditioned. Private swimming pool.

 
Sand Dollar, Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$8,000 $8,000 Availability Request 

5 bedroom, 5 bathroom luxury villa in the gated community of Silver Sands. 6000 sq ft villa is newly renovated. Large swimming pool, stroll to the beach.

 
Scotch on the Rocks-Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$9,000 $9,500 Availability Request 

Brand new renovations of this beautiful home in Ocho Rios, elegantly furnished, absolute waterfront villa. 4 or 5 air conditioned bedrooms with full ensuite bathrooms, large fresh water pool, walk down to private deck with gazebo, protected sea for swimming, close to Ocho Rios shopping and sightseeing. Spectacular ocean views. 90 minutes from the airport.

 
Sea Grape, Discovery Bay -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$12,000 $13,000 Availability Request 

Enchanting 5 bedroom beachfront villa on beautiful Discovery Bay. Own sugary white sand beach. 3 bedrooms in main villa, lovely 2 bedroom cottage, superior long serving staff, private swimming pool, outdoor grill, waterfront gazebo, own tennis court, sea kayaks, snorkeling equipment, very children friendly. Great for 2 families vacationing together. Very special villa. Discovery Bay is 60 minutes from the airport.

 
Sea Salt, Tryall Club, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$25,000 $25,000 Availability Request 

Sea Salt is a Premier rated villa in the exclusive Tryall Club. 5 bedrooms and fully staffed, this is a luxury villa above all standards.

 
Sea Star, Port Antonio -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 6 Bathroom(s)
$11,500 $11,500 Availability Request 

5 bedroom luxury villa in Port Antonio. Situated on the famous Blue Lagoon, your own deck leads into the Caribbean Sea! Luxury 5 star villa.

 
Siesta - Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$8,000 $8,000 Availability Request 

5 bedroom, 5 bathroom, seaside villa. Own white sandy beach steps away from living room. Next door is 1 bedroom cottage Bahai to make 6 bedrooms. 5 minutes walk to Breezes hotel. 20 minutes to all Ocho Rios amenities.Great snorkeling in your own back yard.

 
Sugar Bay - Discovery Bay -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$25,300 $26,330 Availability Request 

One of our favourite villas! Deluxe beachfront villa in Discovery Bay, own private white sandy beach, 5 air-conditioned bedrooms, large pool, hot tub, outdoor BBQ, own private tennis court, seaside gazebo, sea kayaks, boat dock, snorketling equipment, 5 satellite TV, internet access. Located on Millionaires row in Discovery Bay. 60 minutes from the airport.

 
Sun Villa, Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$4,500 $4,500 Availability Request 

5 bedroom, 5 bathroom villa just a few minutes walk to the beach in Ocho Rios.

 
Sundance, Tryall, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$25,000 $25,000 Availability Request 

Brand new 5 bedroom, premier villa with the highest quality furnishings. Spectacular views, and located with the exclusive gated community of the Tryall Club in Montego Bay.

 
Sundown - Discovery Bay -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$17,000 $17,000 Availability Request 

Exquisite 5 bedroom, 6000 sq ft villa in picturesque Discovery Bay. 125ft private sandy beach, private pool, staff of 7, complimentary sunfish, windsurfer, kayaks, aqua cycle, large seaside gazebo, complimentary green fees daily at Sandals. 35inch satellite TV, DVD, CD.  Perfect Jamaican villa holiday. Great for families. 60 minutes from the airport.

 
Trinity at Tryall, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$29,400 $29,400 Availability Request 

Premier villa in the exclusive Tryall Club. New villa and absolutly stunning villa located in the exclusive Tryall Club. Fully staffed with butler, chef, housekeeper, laundresss, poolman/ gardeners. 2 swimming pools, waterfalls - absolutely stunning!

 
Villa Lido - Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$20,000 $21,000 Availability Request 

5 spacious air-conditioned bedrooms, 5th bedroom is for kids with 4 fun bunk beds. Prime waterfront property in Ocho Rios. Very family oriented villa. Own spectacular 200ft sandy beach frontage, over 4 acres of tropical landscaping. Own private tennis court, large swimming pool, kayaks, satellite TV, VCR, Stereo with CD. Long serving staff, newly refurbished villa in Ocho Rios. Great for families or reunions. 90 minutes from the airport.

 
Villa Lolita, Tryall Club, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$25,000 $25,000 Availability Request 

Villa Lolita, Premier rated, 5 bedrooms, 5 bathroom, infinity swimming pool. Tryall Club facilities

 
Villa Manana, Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$9,100 $9,100 Availability Request 

5 bedrooms, 5 bathrooms in the Shaw Park hills, spectacular views. Only 5 minutes down the hill to the town center and activities of Ocho Rios.

 
Villa Rococo, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$13,000 $15,000 Availability Request 

5 bedroom, 5 bathroom villa located on the cool hillsides of Montego Bay. Jacuzzi, air-conditioned bedrooms, cable tv, ocean views. Located among prestigious homes.

 
Villa Stella, Tryall- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$25,000 $25,000 Availability Request 

Deluxe 5 bedroom Villa, stunning villa. Located withing the famous Tryall club estate. Recently completely renovated, quality furnishings and fixtures throughout. Breathtaking views of Caribbean Sea and Tryall fairways. Stylish interiors, travertine marble and wooden floors. Most sought-after properties in Tryall, high quality mahogany furnishings and attention to detail. Boasts luxury built in bar, state-of-the-art stereo system, covered terrace that wraps around the house. Exquisitely furni

 
Windrush, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$25,000 $25,000 Availability Request 

One of our favorite...5 luxurious bedroom villa in the famous Tryall estate. This is a 7,000 sq ft. villa, entirely renovated villa on 5 acres. Wonderful rich furnishings with attention to details. Rich Jamaican mahogany floors, luxurious lounge chairs in open pavilion. Fabulous sea views. Large sparkling pool. 2 bedrooms in main house, 2 in cottage walk down garden steps. 2 additional bedrooms short walk up steps. Tryall membership. Located in Montego Bay, 25 minutes from airport.

 
Xanadu, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
5 Bedroom(s), 5 Bathroom(s)
$19,250 $19,250 Availability Request 

Award winning Tryall villa, this 5 bedroom villa has spectacular ocean and golf views. Unique super large living area with Cathedral ceilings, library, music area with Steinway grand piano and card area. Wonderful rich mahogany dining table for 12 guests. Cottage with 2 additional bedrooms, wonderful furnishings. Swimming pool has spectacular views. Staff give special attention here. Tryall membership. Located in Montego Bay, 25 minutes from airport.

 
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6 Bedroom Villas

Arcadia Mansion, Duncans -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$10,000 $11,000 Availability Request 

One of Jamaicas most elegant mansions of yester-year. 6 bedrooms, 6 bathrooms, located only 35 minutes from the Montego Bay airport. Private swimming pool and fully staffed. Great mansion venue for elegant weddings.

 
Following Seas, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$30,000 $30,000 Availability Request 

Deluxe 6 bedroom villa within the famous Tryall Club. 4 bedrooms in main house, 2 in lovely cottage. Wonderful swimming pool area, charming dining gazebo, manicured lawns. Very spacious home with manicured gardens and lawns. Spectacular views of Tryall golf course and Caribbean sea, peacefull hillside home, wonderful interior and exterior furnishing throughout. Long serving staff. Locatd in Montego Bay, 25 minutes from the airport.

 
Frankfort - Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$21,000 $21,000 Availability Request 

Large expanse of white sandy beach for this special villa. Royalty, celebrities and prime ministers have stayed here. Wonderful 4 bedroom 18th Century house. Total interior renovation in 2004,luxury standard, travertine floors, bathrooms and exquisite European furniture, high speed , wireless internet connection. Idyllic one bedroom cottage at beachfront. Great for families. Located in Ocho Rios, 90 minutes from airport.

 
" Hanover Grange, Tryall Club, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$30,000 $30,000 Availability Request 

The newest Premier rated villa in the Tryall Club. Stunning in every way, this mansion has a fully staff of chef, butler, laundress, housekeeper, gardeners/ poolmen.  You will be totally spoiled this vacation.  Magnificient art collection, 6 luxurious bedrooms and 6 ensuite bathrooms.  Very modern and contemporary in style, definitely the "wow factor" villa in our luxury collection.

 
Hart House, Tryall Club, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$30,000 $30,000 Availability Request 

Contemporary Premier villa in the exclusive Tryall Club in Montego Bay. 6 bedrooms and ensuite bathrooms - two swimming pools with infinity edge. Bali style villa - Exlcusive luxury villa!

 
Highland House - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 12 Bathroom(s)
$16,000 $16,000 Availability Request 

Built by Oscar Hammerstein, exquisite estate home. 6 luxury bedrooms. New owner did extensive renovations with team of Atlanta artists and decorators. Attention to detail, collection of wonderful art, graceful interiors, artists design the most wonderful rooms. Famous Los Angeles designer and gourmet chef bring together a splendid, first class mix of artistic creativity in this special home. Very comfortable and relaxing villa. Located in Montego Bay, 25 minutes from the airport.

 
Idleawile Villa, Rio Bueno-Discovery Bay -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$8,000 $8,500 Availability Request 

6 bedroom oceanfront villa, swimming pool, sea kayaks, fully staffed villa, all bedrooms air conditioned. Great for families!

 
Imani Ashia - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$4,900 $4,900 Availability Request 

6 bedroom villa, only 15 minutes from the Montego Bay airport. Located in the Ironshore estate. Close to all amenities of Montego Bay. All bedrooms air-conditioned, private swimming pool, fully staffed villa, ony 7 minutes to the beach. Airport shuttle included.

 
Keela Wee - Discovery Bay -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$23,000 $26,000 Availability Request 

Deluxe waterfront villa with private white sandy beach in beautiful Discovery Bay. 6 air-conditioned bedrooms, own private tennis court, gym, wonderful lawn rolls to beach and waterfront, tennis court, fully staffed, sea kayaks, snorkeling equipment, full staff. Great for families. Located in the picturesque Discovery Bay, 60 minutes from the airport.

 
La Casa De Familia - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 4 Bathroom(s)
$6,000 $6,000 Availability Request 

6 bedroom, 4 bathroom villa, located above Ironshore estate. Only 15 minutes from the Montego Bay airport. Private swimming pool. All bedrooms are air-conditioned. Lovel home with gardens in front and back. Great for large families. Master bedroom has Jacuzzi. Fully staffed villa.

 
Ladywood Main-6br- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$10,000 $11,000 Availability Request 

Spacious 6 bedroom, 5 bathroom (4br in main house and 2 bed/2 bath cottage). Own private tennis court. Comfortable living room with commanding views of the Caribbean sea and Half Moon Golf course. Rates include free airport shuttle . Villa is 15 minutes from Montego Bay airport.

 
Makana, Discovery Bay -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$23,000 $26,000 Availability Request 

Brand new villa - due for completion beginning December 2006 - Deluxe 6 bedroom, 6 bathroom villa in Discovery bay - own gym, beachfront, tennis court

 
Malatai on the Beach, Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$23,000 $24,000 Availability Request 

Brand new mansion with your own sandy white beach located in Ocho Rios. 6 luxurious bedrooms, 6 1/2 bathrooms, Jacuzzi, Gym.

 
Pimento Hill, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$17,900 $18,900 Availability Request 

6 bedrooms, 6.5 bathrooms. Private estate with over 9,000 sq foot mansion, located on 6 acres in Montego Bay, private swimming pool, fully staffed, Round Hill membership

 
Rose Cottage, Tryall Club -Premier -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$30,000 $30,000 Availability Request 

Rose Cottage is a brand new 2008 Tryall Club Premier rated villa in Montego Bay. 6 bedrooms, 6 bathrooms, luxurious villa which is fully staffed with chef, housekeepers, laundress, gardeners. Enjoy the facilities of the Tryall Club.

 
San Bar, Blue Lagoon -  Port Antonio
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$12,000 $12,000 Availability Request 

6 bedroom deluxe Blue Lagoon villa. Brand new and luxurious villa along the famous Blue Lagoon. All bedrooms and living areas air conditioned

 
San Michele, South Coast -  South Coast
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
- - Availability Request 

6 Bedroom deluxe waterfront villa. South Coast - Absolute luxury and a great getaway. You will be well looked after here!

 
Serendipity, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$11,000 $12,000 Availability Request 

6 bedrooms overlooking famous Half Moon golf course and Caribbean Sea. Very spacious villa, 2 master bedrooms, 4 bedrooms. Own private tennis court.

 
Shangri La, Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$12,000 $12,000 Availability Request 

6 bedroom luxury villa with all inclusive options. Located in Runaway Bay and only 2 minutes drive to the white sandy beach at Cardiff Hall, Runaway Bay.

 
Sweet Spot, Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$21,000 $22,000 Availability Request 

6 bedroom, 6 bathroom deluxe villa on a white sandy beach. One of our most luxurious villas in Jamaica, newly renovated with Bultler service

 
Tropical Spice, Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$9,000 $9,000 Availability Request 

3 + 3 bedrooms for 6 bedroom villa- air-conditioned bedroom villas, 2 villas each sharing private pool, BEACH location, fully staffed, located next to Breezes golf course.

 
Villa Sur Mer-Negril -  Negril
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$19,600 $19,600 Availability Request 

Absolute waterfront villa 6 bedrooms. There are one and two bedroom suites, fully air conditioned, equipped with own kitchen and fully staffed with housekeeper and cook. Located on the cliffs of Negril - perfect for snorkeling the the crystal clear waters of their private cove.

 
Vivianna, Tryall, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$30,000 $30,000 Availability Request 

One of the newest Tryall Club's Premier edition! No expense spared - elegant and luxurious every square foot is an attention to detail!

 
Wheel House, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$15,730 $15,730 Availability Request 

Large 6 bedroom villa in famous Tryall. Large living areas, open onto pool deck and swimming pool. Commanding views of golf course and ocean beyond. 5 bedrooms have king size beds, 6th bedrooms have 4 twin beds, great for kids. Great house for family reunions or 2-3 families holidaying together. Tryall membership. Located in Montego Bay, 25 minutes from the airport.

 
Wuthering Heights, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
6 Bedroom(s), 6 Bathroom(s)
$3,900 $3,900 Availability Request 

6 bedrooms, 6 bathrooms, air conditioned - only 20 minutes from the Montego Bay airport. Short walk to the beach. Very economical for large groups

 
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7 Bedroom Villas

A Summer Place, Discovery Bay -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 9 Bathroom(s)
$23,500 $24,500 Availability Request 

Deluxe 7 bedroom, 9 bathroom beachfront villa. Own private beach, 12,000 sq. ft. family home, seaside gazebo for candle lit dinners, super-large swimming pool with pool bar for delicious tropical drinks. Mesmerizing panoramas, manicured lawns. Staff of 5, sea kayaks, great for snorkeling, wonderful for families. Discovery Bay, 60 minutes from the airport.

 
Amanoka - Discovery Bay -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$27,500 $27,500 Availability Request 

One of Jamaicas most fabulous villas with a tasteful blend of Caribbean and Indonesian style. This villa is pleasing to both the eye and spirit. A favorite with celebrities and discerning vacationers, Amanoka promises a luxurious and relaxing Jamaican villa vacation. The best of Caribbean beauty and hospitality. Discovery Bay, 60 minutes from airport.

 
Belle Abri, Springfarm, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 9 Bathroom(s)
$22,500 $24,500 Availability Request 

7 bedroom, 9 bathroom villa, luxurious mansion, Infinity pool, outdoor spa, tennis court, Beach Membership, Electric gate, air-conditioned in bedrooms, GYM and Media room.

 
Cary Island - Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$13,000 $13,000 Availability Request 

Wonderful Tudor style mansion with large swimming pool, large pool gazebo. Look down at own private island, accessible by steps and bridge, for private dinners or BBQ. Own tennis court, cottage with additional 3 bedrooms. Famous celebrities have stayed here. Located in Ocho Rios, 90 minutes from the airport.

 
Fairway Manor - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$17,800 $19,200 Availability Request 

7 air conditioned bedrooms, 8 bathrooms, spacious 5,600 sq foot villa overlooking first fairway of the famous Half Moon golf course. Private large pool, 2 hot tubs, full staff, cable TV, DVD, VCR, Sound system, CD, internet access.  Located in Montego Bay, 15 minutes from the airport.

 
Fortlands Point, Discovery Bay -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$27,500 $27,500 Availability Request 

One of Jamaica's newest and most magnificent homes. Property has 3 private beaches. 7 bedrooms, children friendly, fitness equipement and own squash court, infinity edge swimming pool with recirculating waterfall and adjacent hot tub, full staff, internet access, DVD, big-screen TV, surroundsound, intercoms, electronic security, safes in bedrooms, wheelchair accessible. Protected reefs for snorkeling. Located in Discovery bay, 60 minutes from airport.

 
Glorias Chateau - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$7,800 $7,800 Availability Request 

Deluxe 9 bedroom, 9 bathroom villa in Ironshore estate. Large swimming pool. Very clean and prestine, all bedrooms are exactly alike with ensuite bathrooms. All bedrooms are air-conditioned. Located only 20 minutes from the Montego Bay airport. Fully staffed villa.  Great for large family reunions.

 
Harmony Hill, Tryall Club, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$35,000 $35,000 Availability Request 

The newest member to the Tryall Club; Harmony Hill is a private, seven bedroom villa combining Jamaicas rich architectural tradition with todays modern amenities.

 
L Horizon Villa in Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$14,000 $14,000 Availability Request 

7 Bedroom mansion, perfect for weddings or large family gatheriings. Situated on the prestigious Mammee Bay Estate in the garden Parish of St Ann, this beautiful villa is within a five minute drive of the world famous Duns River Falls and ten minutes of all local amenities in the town of Ocho Rios.

 
Mount Corbett, Discovery Bay -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$9,000 $9,000 Availability Request 

Elegant luxury in this 7 or 7  bedroom plantation estate. Spectacular views, own private staff, swimming pool and tennis court on site. Luxurious estate living in Jamaica.

 
Pineapple I -7BR- Silver Sands -  Silver Sands
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$7,500 $7,500 Availability Request 

Pinapple I is a 7 bedroom villa just walking distance to the Silver Sand's white sandy beach. Fully staffed. Private pool. Sister villa is Pineapple II, 2 bedroom villa. For large families - for 9 bedrooms. Lovely community feeling. Free airport transfers for guests staying more than a week.

 
Round House, Tryall - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 6 Bathroom(s)
$25,000 $25,000 Availability Request 

Large 7 bedroom villa with magnificent views. Interiors well appointed and newly redecorated. Spacious outdoor veranda with dining gazebo and semi-circular terrace with panoramic views. This villa boasts Tryall\'s Butler and long serving staff. Tryall membership and complimentary shuttle to resort facilities. Prime ministers have made this their holiday home. Located in Montego Bay, 25 minutes from airport

 
Sol De Caribbean, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$11,000 $11,000 Availability Request 

This 7 bedroom mansion has 6.5 bathrooms, over 12,000 sq ft of indoor and outdoor living spaces. Luxury villa only 15 minutes from the Montego Bay airport. Large lawn areas for the perfect wedding venue!

 
Sugar Hill, Tryall, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$35,000 $35,000 Availability Request 

Premier edition in the famous Tryall Club - 6 bedroom, 6 bathrooms - fully staffed villa, One of the most luxurious villas in Jamaica with resort facilities at the exclusive Tryall Club in Montego Bay

 
Thomas House- Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$13,500 $13,500 Availability Request 

Spacious 7 bedroom,7 bathroom hillside villa in exclusive Spring Farm area. Extra large pool and deck area with pool gazebo. Overlooks Caribbean sea. 5 minutes for 4 championship golf courses. Complimentary airport transfers included. Only 15 minutes from Montego Bay airport.

 
Valley High, Runaway Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$6,900 $6,900 Availability Request 

7 air-conditioned bedrooms, privat swimming pool, fully staffed, complimentary beach pass for private beach, close to Breezes golf course.

 
Villa Paradiso, Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$21,000 $21,000 Availability Request 

Luxury 7 bedroom villa in Ocho Rios - Own sandy beachfront, all bedrooms are air conditioned. Private swimming pool, wedding gazebo, jacuzzi, complimentary driver for the week.

 
Whispering Waters, Discovery Bay -  Discovery Bay
Villa Details Christmas Week New Year Week Availability Status
7 Bedroom(s), 7 Bathroom(s)
$26,000 $28,000 Availability Request 

7 bedrooms, 7 bathrooms - most luxurious mansion. Newest villa in Discovery Bay. Tennis court, fully air conditioned gym, private pool, jacuzzi and own private beach.

 
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8 Bedroom Villas

Birds Eye View, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
8 Bedroom(s), 8 Bathroom(s)
$12,500 $12,500 Availability Request 

Large Villa in Spring Farm renting 8 luxury bedrooms. Fully staffed with cook, housekeeper, gardener, this 8 bedroom villa is located in a prestigious neighbourhood in Montego Bay. 12 minutes from the Montego Bay airport. Villa can be rented as a 3 or 5 or 8 bedroom.

 
Boca Del Rio, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
8 Bedroom(s), 7 Bathroom(s)
$7,500 $7,500 Availability Request 

Large 8 bedroom villa in Montego Bay. Own tennis court. Kids playground. Fully staffed. Only 15 minutes drive from the airport

 
Dream Castle Villa, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
8 Bedroom(s), 8 Bathroom(s)
$15,000 $17,000 Availability Request 

Luxury 8 bedroom villa in Montego Bay, fully staffed and only 15 minutes from the airport.

 
Haystack, Tryall, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
8 Bedroom(s), 8 Bathroom(s)
$40,000 $40,000 Availability Request 

Brand new 8 bedroom, 8 bathroom Premier villa in the exclusive Tryall Club, Montego Bay.

 
Mais Oui - Discovery Bay -  Runaway Bay
Villa Details Christmas Week New Year Week Availability Status
8 Bedroom(s), 7 Bathroom(s)
$7,500 $7,500 Availability Request 

Extra large private villa with 8 spacious bedrooms, gym equipment, on-site spa treatment rooms, large swimming pool, pool-side hot tub for 6, private tennis court, wonderful large wedding gazebo, stroll 2 minutes to beach, colorful garden with Jamaican fruits and vegetables, internet access. Spa services on request, your own private resort within this single villa. Located in Rio Bueno, just past Discovery Bay. 70 minutes from the airport.

 
Rio Chico - Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
8 Bedroom(s), 8 Bathroom(s)
$79,950 $79,950 Availability Request 

One of Jamaica's most magnificent 14 acre oceanfront estate, 8 spacious air-conditioned bedrooms, 2,000 feet of protected shoreline, breathtaking waterfalls and rivers, 2 private beaches, 2 freshwater swimming pools, private tennis court, half basket ball court, unlimited Sandals golf. Main villa has 6 bedrooms, wonderful guest cottage with 2 bedrooms. Elegant furnishings throughout. Award winning Colonial mansion. Fabulous wedding venue. Large group reunions or functions. Located in Ocho R

 
" Spyglass Hill - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
8 Bedroom(s), 8 Bathroom(s)
$13,500 $14,500 Availability Request 

Deluxe 6,500 sq ft villa on 9 acres, breathtaking views. 2 swimming pools, 3 individual houses in a peaceful setting, 50\" TV, VCR, DVD, stereo, intercoms. Wonderful for weddings. Brides gazebo with stunning seaview background. Full staff of 8. Former Jamaican plantation house. Groups of 8 or less may occupy only main house. Can accommodate up to 16. Located in Montego Bay, 20 minutes from the airport.

 
Villa Viento - Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
8 Bedroom(s), 8 Bathroom(s)
$8,000 $8,000 Availability Request 

8 bedroom, 8 bathroom waterfront villa in Ocho Rios. Large lawn area, popular venue for weddings for up to 200 people- waterfront gazebo. 5 minutes to all the Ocho Rios amenities, shopping, craft markets, restaurants and hotels.

 
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9 Bedroom Villas

Golden Clouds, Oracabessa -  Oracabessa
Villa Details Christmas Week New Year Week Availability Status
9 Bedroom(s), 9 Bathroom(s)
$20,000 $21,000 Availability Request 

Spectacular 9 bedroom waterfront villa in Oracabessa, 15 minutes from Ocho Rios. Perfect for family reunions and weddings. High rate of returning guests. All bedrooms beautifully decorated, air conditioned, private baths. Master bedroom boasts bar, balcony, private terrace, whirlpool bath. Large fresh water pool, cabana, thatch roof gazebo, game and exercise room, professional tennis court, basketball practice, shuffleboard, playground, croquet. Satellite TV, CD, stereo, VCR library, 

 
Miramar Villas, Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
9 Bedroom(s), 9 Bathroom(s)
$6,300 $6,300 Availability Request 

3 villas with each 3 bedrooms to make a total of 9 waterfront bedrooms. Great for large weddings!

 
Seaview Chateau, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
9 Bedroom(s), 9 Bathroom(s)
$6,500 $6,500 Availability Request 

Large 9 bedroom villa in the exclusive Ironshore estate. Great for large family reunions and weddings.

 
Summerhill - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
9 Bedroom(s), 9 Bathroom(s)
$16,000 $17,000 Availability Request 

Grand 9 bedroom, deluxe villa in prestigious Spring Farm, Montego Bay. Large swimming pool area, lovely villa for small weddings of 50 people. 10,000 sq ft, 3 story elegant villa. Massive cathedral and vaulted ceilings, grand foyer and stairway.Complimentary beach membership. Great for 2 or 3 families holidaying together. Share and enjoy the luxury! Only 15 minutes from the airport.

 
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10 Bedroom Villas

Kai Kala, Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
10 Bedroom(s), 10 Bathroom(s)
$24,500 $24,500 Availability Request 

Spectacular 10 bedroom villa compound in Ocho Rios, waterfront villa, only 5 minutes to the town center

 
Silent Waters - Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
10 Bedroom(s), 10 Bathroom(s)
$48,950 $48,950 Availability Request 

Best Villa of the Year  voted by Caribbean Travel Awards. Jamaica's most glamorous home. World class architecture. Breathtaking views, comprises of 12 buildings, helicopter pad, tennis court on 18 acres. Six villa suites, accommodates up to 20 guests. Spectacular owners private villa. Balanese and Thai influences, magnificent infinity pools, lily ponds throughout. Spectacular wedding venue. Special events, large reunions. Located in Montego Bay, 20 minutes from the airpo

 
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12 Bedroom Villas

Golden Cove Boscobel -  Oracabessa
Villa Details Christmas Week New Year Week Availability Status
12 Bedroom(s), 12 Bathroom(s)
$18,000 $18,000 Availability Request 

3 villas with 4 bedrooms each, waterfront villa about 15 minutes to Ocho Rios. Great for weddings and large family reunions. Newly refurbished villas with swimming pool, staff, sea kayaks

 
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14 Bedroom Villas

Coral Cay-Ocho Rios -  Ocho Rios
Villa Details Christmas Week New Year Week Availability Status
14 Bedroom(s), 14 Bathroom(s)
$19,800 $19,800 Availability Request 

Beach front villas and studios. 4 bedroom villas and studios are fully staffed, great for weddings, 3 waterfront gazebos. Can rent the whole complex or individual units.

 
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15 Bedroom Villas

Villa Royale, Montego Bay -  Montego Bay
Villa Details Christmas Week New Year Week Availability Status
15 Bedroom(s), 15 Bathroom(s)
$10,500 $10,500 Availability Request 

15 bedroom villa - Great for family reunions, weddings, only 12 minutes from the Montego Bay airport. Rooms very clean and neat. All ensuite bathrooms, with king beds. Located in the exclusive Ironshore estate.

 
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