Spyglass Hill - Montego Bay
Spyglass Hill - Montego Bay
Call Lisa or Stephanie on 1 305-767-2596
pp, per night*
*assumes full occupancy, low season
Toll free: 1 877-446-7188
USA: 1 305-767-2596
UK Toll Free: (0) 808 234 1408
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Spyglass Hill - Montego Bay

Montego Bay,Jamaica
8 Bedrooms,
Distance from Beach: 15 minutes drive to the famous
Distance from Airport:15 minutes drive to the Monteg

Choose- Get one night FREE! (Summer Special) full house booking only. OR a complimentary 12 seater van when booking a week(full house bookings only)

As low as $83 per person / night
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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.


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8 large bedrooms - Jamaican Plantation House-Spectacular wedding venue with beautiful bride's gazebo.

Wait!  Why you should book this villa?


You have found a villa that has:

**  A first class Tryall Club Beach and Resort membership !- With Jamaican Treasures bookings!

The Tryall Club is one of Jamaica’s premier private resort club offering:

Complimentary beach, 9 tennis courts, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, art gallery, jogging trail, afternoon tea & Manager's Cocktail Party. For various fees: Reduced green fees for world championship golf, tennis lessons, Happy Hour, hair salon & spa, bars & restaurants, boutique, motorized water sports, beach parties Mon-Wed-Fri. For discerning guests the luxury and hospitality of a true villa lifestyle.  Read the amenties you will enjoy here. Tryall Club Resort



Spyglass Hill Villa is an original plantation house situated on ten acres of beautifully landscaped lawns and exquisite tropical gardens near the Montego Bay area. The spacious luxury villa Jamaica covers 7,000 square feet of living space, offering picturesque views of the sparkling Caribbean Sea, the river ravine, coconut plantation and the lovely Montego Bay area.


Spyglass Hill Villa is one of the largest villas in Jamaica with eight bedrooms altogether, all equipped with televisions and en suite bathrooms. Spyglass Hill Villa three swimming pools, including an expansive main swimming pool, a divine plunge pool and a wading pool for children. All bedrooms enjoy the lovely cool trade winds from the Great River.  


Spyglass Hill Villa comprises a main house with four luxuriant bedrooms. These bedrooms have lovely décor, king-or queen-sized beds, ceiling fans, air-conditioning and cable television. 


A short walk from the main villa, nestling in the vegetation, behind a wooden gate and down a stone stairway is the River House. The charming and private cottage covers an area of 2,000 square feet and is suitable for four guests. The cottage has a bedroom on the first floor with a king-sized bed. The second bedroom is on the ground floor and has a queen-sized bed. It is not air-conditioned because guests can enjoy the lovely cool night air that rises up from the Great River below on most nights. Both bedrooms are equipped with cable television, en suite bathrooms, ceiling fans and lovely views of the river ravine below.


The Tree House at Spyglass Hill Villa has its name due to the grand tree nestling close by and is the perfect hideaway for two persons. It is an elevated private en suite room that overlooks the sea and the surrounding lawns.  The lovely bedroom has a king-sized bed, an en suite bathroom, air-conditioning, ceiling fan, cable television and offers panoramic views of the surrounding landscape.  The Garden room is adjacent to the Tree House and is equipped with a queen-sized bed, television, en suite bathroom and a day bed.


The living room, located in the main villa at Spyglass Hill Villa, has a complete entertainment center including cable television, DVD player and CD component system. Complimentary ADSL internet access is available all through the villa. Additional amenities at the villa include a fax machine, computer, an additional phone line and Norstar Telephone system with room intercoms. A complimentary van and driver are also available for the villa’s guests.


This fabulous Jamaica villa has a wonderful staff that provides excellent service and pampers the guests completely, ensuring that their stay at Spyglass Hill Villa is a memorable time. The staff is also trained to provide complete privacy when needed by the guests. Excellent home cooked meals are prepared by the cook based on the guests’ preferences in cuisine. The full staff includes a butler, chef, laundress, housekeepers, gardeners, pool man and night watchman. The chef has been trained by Nicky Farquharson.


On holiday at Spyglass Hill Villa, the only activities for the guests are relaxing, napping, sunning, entertaining, reading and exploring the original former plantation which has a special significance in Jamaica’s history. The beautiful location, numerous facilities and excellent service makes Spyglass Hill Villa one of the best villa rentals in Jamaica.


Spyglass Hill Villa is only twenty minutes from Montego Bay Hip Strip, an excellent place for restaurants, entertainment and the renowned Doctors Cave Beach Club. Montego Bay airport is at a fifteen minutes’ drive.

Copyright (c) Jamaican Treasures

Spyglass hill is a massive property and comprises of a main house which has four wonderful bedrooms. Imagine an estate with 3 swimming pools, ranging from a large maining swimming pool, a children's wading pool for children and a devine plunge pool with spectacular views.

A short walk across the beautifully kept green lawn is the Tree House and the River House. The Tree house has a lovely king bedded room, which makes the perfect hideaway for two. It has its own ensuite bathroom and panoramic views. The Garden room has a queen size bed, and a day bed, television and ensuite bath.

The River House is only a short distance away down a stone stairway. This is an extremely private and charming two storey cottage, 2000 sq ft, and can house 4 additional guests. It has its own plunge pool. There is a bedroom upstairs has a king size bed and also has its own spacious day room, which is suitable for a child in a day bed.

Down stairs is a queen size bed with it s own ensuite bathroom, TV and overlooks the lovely river ravine. This is the only bedroom that is not air conditioned, as most nights guests enjoy the cool night air which rises up from the Great River below.

Spyglass Hill is a wonderful Villa with spectacular views and gives visual beauty and awe to guests that stay in this villa. Besides being pampered by the wonderful staff at this villa, with home cooked meals, service when you need it and privacy when you crave it. Spyglass Hill delivers a holiday that can be spent relaxing, sunning napping, reading, or entertaining, and spending your holiday on this original former plantation that shares much importance in Jamaica's history.

Bed Configuration

All eight bedrooms have televisions and private ensuite bathrooms. Seven of the eight bedrooms are air-conditioned for your comfort. There are very cooling trade winds from up here at Great River Private.

Main House
Master bedroom: King-size bed, large walk-in shower and double basin vanity. Own private porch.

Bedroom 2: King-size bed, with walk in shower - Opens to large furnished porch

Bedroom 3: Queen-size bed, walk in shower, with views of the garden and partial ocean views

Bedroom 4: Queen-size bed - walk-in shower

There are 4 more bedrooms a short walk from the main house

Tree House:
King-size bed- large room with shutters all around this room - very private for those seeking privacy. Garden views.

Garden Room: Queen-size bed- This is situated next door to the Tree House. There is actually a queen size bed plus a twin bed, walk in shower and shutters around the room for allowing those wonderful Tradewinds which roll off the mountains in Great River Private.


River House
Bedroom 1 Upstairs: King-size bed, child's day bed in sitting room- Walking down some lime stone steps your are lead to a large River House which has an upstairs spacious hideaway and downstairs is another queen bedroom and both these rooms have access to their own plunge pool.

Bedroom 2 Downstairs: Queen-size bed, only un-air-conditioned bedroom. There is a walk in shower, sutable as a bathtub and this opens to a stone terrace which looks over a lovely tropical landscape and the Great River ravine. This is the only un-air-conditioned bedroom - but is mostly un-necessary as the cool mountain air is enjoyed by Spyglass.

Total Bedding Set Up at Spy Glass:
The Main House at Spyglass - 2 kingsize beds and 2 queen beds
Tree House - 1 kingsize bed
Garden room - Queen size bed and one twin bed
River House Upstairs - 1 queen bed and a small childs twin bed - perfect for families
River House Downstairs - 1 queen bed - Bedroom not air conditioned

Visit Dr. Cave Beach -only 15 minutes away! Well worth it!

For large group reunions, sister villas on the same Great River Private Road:

Silent Waters, Destiny Villa, Great River House, Spyglass Hill, Sea Island, Star Apple.



Spyglass can take up to 150 people for weddings on this large property.

Wedding fee is $10pp for off site guests

Must have a wedding coordinator appointed, caterer for reception.

Absolutely beautiful garden venue with Caribbean seaviews at Spyglass Hill!


Tryall Club Membership Inclusions


Tryall Membership offers first Rate facilities on its 2200 acre Resort

Conde Nast places Tryall Club on its Gold List as one of the best places to stay in the world.

  • *  Tryall's Golf Course measuring 6,221-yards, par 72 course is considered to be the finest in the Caribbean and is the pride of Jamaica. It attracts the game's leading players and prestigious international events including the Johnnie Walker World Championships, Mazda Champions, Jamaica Classic and Shell's Wonderful World of Golf. This world class golf course boast hillside and seaside fairways. In-house greens fees offered to the villa's guests.
  • *  Complimentary shuttles transport guests from the villa's front door to all locations within the resort
  • *  Large swimming pool at Great House
  • *  White sandy private beach
  • *  Waiter Service on beach, serving drinks/food from beach bar
  • *  Beauty salon, massages, reflexology treatments
  • *  Hobie Cat Sailing and Sunfish sailing are complimentary
  • *  Sea Kayaks which accommodate up to three people are also available at the beach.
  • *  Snorkels, masks and flippers are provided. Take a leisurely swim to the coral reef just 100 yards off this private beach
  • *  Tryall's watersport center can arrange for all your diving needs as well as opportunities for water-skiing and tubing. Fees may apply.
  • *  Gym for workout at Fitness Centre
  • *  Jogging trails
  • *  Complimentary internet room
  • *  Historic Great House with bar, boutiques, art gallery, fax facilities
  • *  Enjoy Afternoon Teas at the Great House
  • *  Great House Restaurant for continental and Jamaican dining if you wish to dine away from the villa, with its outdoor terrace.
  • *  Play tennis on 7 Nova Cushion courts, which are lit for night play.
  • *  2 Brand New Clay Courts with 2 additional courts for a total of 9 tennis courts!
  • *  A well-stocked pro-shop, with an international pro, a highly-skilled team of teaching assistants and ball boys, holds regular clinics and hosts weekly tournaments.
  • *  Kids Club, keeping the kids happy. Children are entertained, cared for and close at hand.  The Kids' Club offers daily activities which make full use of Tryall's amenities and the expansive grounds of the estate.
  • *  Friendly, caring and professional babysitters are available for hire for a few hours or full-time service


TRYALL CLUB, MONTEGO BAY- (SPYGLASS Hill villa is a 7 minute drive to the Tryall Club were you can enjoy these resort amenities!)

Tryall is a private club is one of Jamaica's premier resorts in Montego Bay. Amenities include tennis,18 hole championship golf course, beach, water sports, the excellent gym, the Kids Club, Great House afternoon tea and various special events.


The Tryall Club, Jamaica's premier private club, offers members and discerning guests the luxury and hospitality of a true villa lifestyle.

Set amid 2,200 lush acres, The Tryall Club provides all the ingredients necessary for an exquisite experience: world-renowned golf, private beachfront, exceptional cuisine, and the best views in Jamaica.

Tryall Club beach

For players of any age, The Tryall Club offers the ultimate tennis experience. Tryall offers facilities of the highest quality, including four Classic Clay™ courts and five Nova-Cushion hard courts that have played host to numerous Davis Cup matches and an annual Legends event. Our large in-season tennis staff—24 pros, hitting partners, ball boys and others—provides exceptional service to guests in the classic Tryall tradition.

Tryall Club tennis and golf

The 18-hole, 6836-yard, par 71 course, designed by Ralph Plummer, has been rated "among the most beautiful golf courses in the world." This tricky, wind-swept course offers stunning views, unique natural hazards and challenging greens. With the front nine holes bordering the Caribbean Sea and the back nine winding through verdant hillsides, Tryall offers stunningly diverse topography.

Tryall Club tennis and golf

Enjoy the beach and non-motorized watersports at the Tryall Club

Tryall Club beach and watersports Jamaica

The 18-hole, 6836-yard, par 71 course, designed by Ralph Plummer, has been rated "among the most beautiful golf courses in the world." This tricky, wind-swept course offers stunning views, unique natural hazards and challenging greens. With the front nine holes bordering the Caribbean Sea and the back nine winding through verdant hillsides, Tryall offers stunningly diverse topography.

Tryall Club golf in Jamaica

Children enjoy daily activities that make full use of Tryall's amenities and expansive grounds. Your children will love the Hummingbird Kids Club, offering complimentary daily activities for kids from 5 to 12 years old. Kids can also participate in various activities, including treasure hunts, talent shows, face-painting, beach Olympics and more. Toddlers (accompanied by baby sitters) and teens are also welcome to join in selected activities.!

Tryall Club kids club

Caribbean sea and tradewinds, the beauty of the Caribbean!

Tryall Club Jamaica

Tryall Club with Great Plantation House and Beach restaurant

Tryall Club weddings

Enjoy our sandy white beach at the Tryall Club. Sailing, kayaking, tubing, waterskiing, a water trampoline — all are available in the waters immediately off the shore of the Tryall Club. Just a short swim from the beach, a coral reef offers stunning underwater views for snorkelers.

Tryall Club beach

Enjoy our 18 hole Championship course. Golf for adults and also, for the kids!

Tryall Club golf

Enjoy tennis on our clay courts and hard tennis court - Day and lit for night play!

Tryall Club beach
Exquisite cuisine served when and where you like—yet another example of the Tryall experience. Our dining options range from breakfast at the great House to intimate gazebo dinners with the Caribbean Sea and cool tropical breezes providing a romantic ambience. From Breakfast at the Great House (during season) or at the Beach Café (off season), to dinner on Seafood Night or Beach Barbecue Night on the Lawn with entertainment, or a quiet family dinner at the Gazebo (max of 12 persons required), our professional gourmet chefs offer a variety of tastes for the discerning palate, serving the finest and freshest meals in Jamaica. You'll have your choice from among a broad menu of West Indian or Continental favorites. Or, simply ask for a dish prepared especially for you.

Tryall Club Restaurants

Great House Restaurant and Great House Terrace Start your day with breakfast at the Great House, where you can enjoy service as unique as the view, from this historic architectural landmark. High tea, served daily at the Great House, remains a highlight for our visitors. For a memorable dining event, try dinner at the great house terrace – an elegant, candle-lit affair featuring international and Jamaican cuisine with beautiful views of the lights of Montego Bay. Later at the great house, enjoy night time at the bar – a lively gathering place for Tryall guests. The great house also hosts weekly events, including a cocktail party hosted by the club's management and members.
Tryall Club