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$870

4 BR / 0 BA / Sleeps 8

BEACH CLUB! VIEWS! STAFF! TENNIS! GOLF! Cielo - Jamaica vacation rentals
1 / 24

$870

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BEACH CLUB! VIEWS! STAFF! TENNIS! GOLF! Cielo

4 BR / Sleeps 8 | Quick view

Details

Cielo villa in Jamaica is perched high on Barnes Hill, providing a stunning and breathtaking view of the sloping manicured green lawns, the infinity pool and the vast expanse of the golf course at Tryall Club. The picturesque view of the sparkling Caribbean Sea from the Jamaica villas' verandah is completely …
  • Private Beach
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$630

3 BR / 0 BA / Sleeps 6

1 Reviews

$630

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BEACH RESORT! TENNIS! GOLF! STAFF! Island House

3 BR / Sleeps 6 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Island House has been delightfully refurbished in a most comfortable and wonderful warm tropical colours. This villa has the most spectacular panoramic views of Tryall's championship golf course and the Caribbean Sea from every room. The Jamaican style open living room and dining room area have doors that open up onto…
  • Waterfront
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Charming!!

Left on Jun 27, 2013 for a stay in June 2013

Tryall is a playground for multimillionaires. Island House is a charming Caribbean casual style house with a million dollar view. We enjoyed a week with friends relaxing on the wonderful veranda with tea and cocktails, cooling in the pool, sleeping in air conditioned comfort and taking in the breathtaking views. Our cook Lovena kept us well fed with her Jamaican specialties with shrimp in …

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$785

3 BR / 4 BA / Sleeps 10

Pinnacle - Tryall Club - Jamaica vacation rentals
1 / 17

$785

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Pinnacle - Tryall Club

3 BR / 4 BA / Sleeps 10 | Quick view

Details

Pinnacle is a superior villa set on Copperwood Ridge at the Tryall Resort with views over the golf course and out to the Caribbean Sea. The interiors are tastefully designed with gleaming parquet wood floors and rattan furnishings. The living room opens to an outdoor covered dining verandah. Located directly off the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

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$1,143

5 BR / 0 BA / Sleeps 10

BEACH RESORT MEMBERSHIP! MODERN! FAMILY! STAFF! - Jamaica vacation rentals
1 / 36

$1,143

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BEACH RESORT MEMBERSHIP! MODERN! FAMILY! STAFF!

5 BR / Sleeps 10 | Quick view

Details

Allamanda Jamaica Villa is a newly built in end 2012, elegant five bedroom Caribbean vacation home. All on one level, the villa boasts a dramatic fifteen hundred square foot great room with soaring twenty foot ceilings and fifty feet of sliding glass doors that open up onto an expansive covered terrace. Wait! Why …
  • Waterfront
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

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$1,169

5 BR / 5 BA / Sleeps 12

Modern 5 Bedroom Villa with Private Terrace & Pool in Montego Bay - Jamaica vacation rentals
1 / 22

$1,169

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Modern 5 Bedroom Villa with Private Terrace & Pool in Montego Bay

5 BR / 5 BA / Sleeps 12 | Quick view

Details

Highest Premier rating named villa of the year 2009. Onsite staff includes chef, butler, housekeepers, gardeners and laundress. Excellent multi-speaker sound system and Sirius radio. Private air conditioned gym and steam room. The Tryall Club Temporary Membership Fee (see paragraph below). The Tryall Club …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • A/C or climate control
  • Books
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,950

6 BR / 0 BA / Sleeps 12

1 Reviews

$1,950

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BEACH CLUB! LUXURY! STAFF! TENNIS! GOLF!Jubilation

6 BR / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Jubilation Villa is the latest reason to enjoy your Jamaican vacation at The Tryall Club. This newly created tropical paradise is elegantly furnished throughout with carefully selected antique treasures, locally built mahogany four poster beds and uniquely crafted local wood carvings. With its soaring ceilings and …
  • Waterfront
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Jubilation is the best villa at Tryall!

Left on Apr 29, 2014 for a stay in April 2014

We had an amazing week at Jubilation. The house is incredible and the staff does a great job at maintaining the property. The chef is very talented and offered a delicious and varied menu every meal. Desmond, our butler, did an excellent job at making us feel at home and accommodating us. The service was unparalleled. We cannot wait to go back.

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$728

4 BR / 4 BA / Sleeps 8

1 / 14

$728

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Hillside Villa

4 BR / 4 BA / Sleeps 8 | Quick view

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When Round Hill was only an undeveloped lush green hillside rising over the sea, one man had the good fortune to have his choice of lots, and the vision to choose that piece of land most favored by the sun and prevailing tradewinds ... which also happened to have one of the most spectacular views in all the Caribbean…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

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$943

6 BR / 6 BA / Sleeps 14

1 / 5

$943

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Wheelhouse at Tryall 6 Bedroom fully staffed Villa

6 BR / 6 BA / Sleeps 14 | Quick view

Details

Welcome to the Wheel House Villa! The large airy living room features an indoor garden and French doors that open onto the pool deck and swimming pool with views of the golf course and ocean beyond. All the guest bedrooms are newly renovated with beautiful granite and marble bathrooms. All six bedrooms are now the …
  • Suitable for children
  • Suitable for the elderly

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$680

6 BR / 6 BA / Sleeps 12

1 / 28

$680

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Serendipity with pool, full staff and 180º sea views & of Half Moon Golf Course

6 BR / 6 BA / Sleeps 12 | Quick view

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Otherwise known as “the occurrence of events by chance in a beneficial way,” Serendipity villa happens to be one of those places that guests are just so happy to stumble upon. The villa provides a casually elegant atmosphere minutes from the airport. Situated on the “Elegant Corridor” in Montego Bay, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$358

1 BR / 2 BA / Sleeps 4

1 / 36

$358

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Mirador at the Tryall Club ~ A Great House Villa Suite

1 BR / 2 BA / Sleeps 4 | Quick view

Details

Mirador is a stylish one-bedroom apartment at the posh Tryall Club. Its prize location provides both proximity to the elegant Tryall Club Great House and a breathtaking view over the deep blue Caribbean Sea and the manicured championship golf course. Additional amenities include: golf available, beach club, …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$3,000

7 BR / 0 BA / Sleeps 14

1 / 20

$3,000

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BEACH CLUB! TENNIS! GYM! GOLF! STAFF! Twin Palms

7 BR / Sleeps 14 | Quick view

Details

Twin Palms in Tryall is possibly the most remarkable achievement in design and architecture in the Caribbean in several decades. Regal and royal, the 12,000 square foot private Jamaica villa located near Montego Bay could qualify for a king's residence. Twin Palms Villa can accommodate friends and family in superb …
  • Waterfront
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$428

4 BR / 4 BA / Sleeps 8

7 Reviews

$428

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4 Bedroom Luxury Villa at Jamaica's Tryall Club

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 7 Reviews

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Reviews

(7)

This island retreat in Jamaica comes with your own private pool and staff. Just step outside the living room of the Seafore Villa at the Tryall Club,(Jamaica's premier golf and tennis club), and take a cool afternoon plunge in the bright Caribbean sunshine. Steps away from the 16th hole, Seafore Villa is optimally …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(7)

Best Vacation

Left on Feb 14, 2013 for a stay in April 2011

This house is absolutely above and beyond! The chefs are incredible and prepare the most delicious meals ever. The house is a perfect layout, with private rooms on different sides of the house, but with the pool and wraparound layout to provide for a great central hangout spot. The private club where it is located is very posh, and has tennis courts, a gold course, and tons of additional …

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$1,238

8 BR / 10 BA / Sleeps 16

1 / 36

$1,238

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Round House at the Tryall Club

8 BR / 10 BA / Sleeps 16 | Quick view

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From the moment one approaches its colorful entrance, the eponymous architecture of Round House is intriguing. Spiral stairways and balconies connect multiple living, dining and sleeping areas in this eight-bedroom staffed villa at the Tryall Club. Additional amenities include: poolside shower, available for large …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,857

7 BR / 8 BA / Sleeps 14

1 Reviews

$1,857

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Ocean view Hanover Grange at Tryall Club is fully staffed with infinity edge pool

7 BR / 8 BA / Sleeps 14 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Harmony Hill is a private oasis offering the finest in Caribbean living. The villa combines Jamaica’s rich architectural tradition with the latest modern amenities and five star service. The villa enjoys one of the finest views in the entire Tryall Golf Course and Club, which has been described by Condé Nast as one…
  • Internet Access
  • A/C or climate control
  • Television
  • DVD Player
  • Stereo or CD player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

The Most Amazing and Wonderful Trip Ever!!

Left on Jun 29, 2013 for a stay in June 2013

OMG!! is what it was! I went in with some very high expectation. I must say that all of my expectation was met and they were exceeded. When going with a group, you cant please everyone. But I must say that EVERYONE" was extremely satisfied. It was 12 in our group, and we have already started planing our next Vacation back to Harmony Hill. The staff was unbelievable. They made us feel so welcome …

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$1,299

6 BR / 8 BA / Sleeps 12

1 Reviews

$1,299

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Viviana at the Tryall Club

6 BR / 8 BA / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

On a remarkable six private acres on a plum site at the prestigious Tryall Club, Viviana is distinguished by the top rank of Premier. Uniquely private, the feeling is being in a world of your own, wonderfully quiet and tranquil while just minutes away by complimentary golf cart are the amenities that have defined the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(1)

Completely Wonderful Experience

Left on Jun 14, 2013 for a stay in February 2013

If anyone asks me to recommend a villa expert in the Caribbean, Villas By Linda Smith is where I would send them. And my entire family would do the same. Our representatives (we have had more than one over the years) have always exceeded our expectations in service, timeliness, and advice. We are lucky to have a group with both a professional and friendly approach. The home we stayed in, …

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$707

4 BR / 4 BA / Sleeps 8

1 / 12

$707

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Eve Song - Tryall Club

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Eve Song is a superior villa located on Copperwood Ridge offering magnificent views of the golf course and nearby Caribbean Sea. An especially attractive home, the villa is very well appointed and attractively furnished with parquet wood floors and elegant French doors. The impressive foyer offers indoor garden …
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Books
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

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$707

4 BR / 4 BA / Sleeps 8

1 / 9

$707

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Folly - Tryall Club

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Folly is a superior villa located on Barnes Hill on the grounds of the famous Tryall Resort & Golf Club. The interiors are tastefully furnished and traditionally styled. Just past the garden courtyard and indoor/outdoor dining area, there is spacious living room that opens on four sides. Sunlit gardens with a Moorish …
  • Grill
  • Satellite or cable TV
  • Television
  • Stereo or CD player
  • Ceiling Fans
  • Suitable for children
  • Suitable for the elderly - ask

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$628

3 BR / 3 BA / Sleeps 6

1 / 6

$628

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Calabash - Tryall Club

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Calabash enjoys a superb location on Country Club Drive near the sea. The villa captures a style of Jamaican architecture that is perfect for a relaxed tropical lifestyle. An appealing villa, it features tropical and mahogany furnishings. Attractive interiors open to furnished terraces and gardens near the sea. The …
  • Grill
  • Satellite or cable TV
  • Stereo or CD player
  • Ceiling Fans
  • Suitable for children
  • Suitable for the elderly - ask

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$2,200

7 BR / 8 BA / Sleeps 14

1 / 13

$2,200

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Phoenix

7 BR / 8 BA / Sleeps 14 | Quick view

Details

Phoenix is a private, luxury, fully staffed villa located directly on the Caribbean Sea in Jamaica, West Indies. Located in Sandy Bay, Phoenix is part of the exclusive Tryall Club, giving guests all the amnesties of a First Class Resort, while offering the privacy and spaciousness of a personal residence. With a …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$707

4 BR / 4 BA / Sleeps 8

1 / 14

$707

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MaMoura - Tryall Club

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Ma Moura is a lovely, superior villa located on Pimento Place on the grounds of the exceptional Tryall Golf & Beach Resort. The home is owned by the same family that built it over 40 years ago and offers spectacular views of the Caribbean Sea. The home is a wonderful example of an octagonal design with the pool in the…
  • Internet Access
  • Books
  • Microwave
  • Satellite or cable TV
  • Television
  • Suitable for children
  • Suitable for the elderly - ask

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$1,171

5 BR / 6 BA / Sleeps 10

1 Reviews

$1,171

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Ocean view Mahogany Hill at Tryall golf on 11 acres with 2 freshwater pools & full staff

5 BR / 6 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Mahogany Hill is a beautiful three-level deluxe villa that overlooks a championship golf course, the shimmering Caribbean Sea and Montego Bay. The villa is situated at the world renowned Tryall Club that Condé Nast includes among its top places to stay in the world. Ingenious architectural design combines Asian, …
  • Shared outdoor pool (unheated)
  • Housekeeping Optional
  • A/C or climate control
  • Patio
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Our Stay at Mahogany Hill at Tryall

Left on May 07, 2010 for a stay in December 2009

The property managers seemed very nice, but a bit anal about their electronics and surround systems (possibly because we were only the 2nd guests ever). They even told us they were going to charge the prior guests a fee from their deposit to cover sending over a techie to fix the system because they didn't know how to. Seemed inappropriate to share that info, as well as wrong to bill the prior …

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$1,715

6 BR / 1 BA / Sleeps 12

1 / 29

$1,715

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BEACH CLUB! TENNIS! GYM! GOLF! STAFFHanover Grange

6 BR / 1 BA / Sleeps 12 | Quick view

Details

Hanover Grange opened in 2010. It was designed and built as the Jamaican home of Theresa and Andrew Roberts. Theresa was born in Jamaica (St Elizabeth) and is now one of Europe's most prominent collectors of Jamaican art. The house was designed to accommodate a number of art works from Theresa's collection of …
  • Waterfront
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$864

5 BR / 5 BA / Sleeps 10

1 / 22

$864

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No Le Hace - Tryall Club

5 BR / 5 BA / Sleeps 10 | Quick view

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No Le Hace is a deluxe villa located on the ridge with breathtaking views of the ocean. The house features attractive modern furnishings and all one rooms except one bedroom open to a large courtyard. All of the bedrooms are air-conditioned with en-suite bathrooms and three opens to the courtyard. The fourth bedroom …
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Fitness Room
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

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$1,500

7 BR / 0 BA / Sleeps 14

1 / 56

$1,500

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VIEWS! BEACH CLUB! TENNIS! GOLF! Hummingbird House

7 BR / Sleeps 14 | Quick view

Details

Hummingbird House, is the newly refurbished Premier villa with 7 luxury bedrooms! Hummingbird House is one of the finest villas located within the world renowned Tryall Club estate. Located on four acres of lovely gardens on the prestigious Barnes Hill, the 14,000 square feet of residential area offers magnificent …
  • Private Beach
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$2,078

7 BR / 8 BA / Sleeps 14

1 / 15

$2,078

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None VL PTC

7 BR / 8 BA / Sleeps 14 | Quick view

Details

Villa VL PTC sits on a spectacular seascape on Jamaica's lush North Coast at the luxurious Tryall Club 12 miles west of Montego Bay. The beach club, pro shop, first tee, and driving range are within walking distance of the villas front door. Nine Laykold tennis courts are just a golf cart ride up the hill. Tryall …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,753

5 BR / 5 BA / Sleeps 10

1 / 27

$1,753

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Infinity - Tryall Club

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Among the newest Premier villas at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea. Its rooms are large and tastefully furnished -- some traditional, some eclectic -- with a designer’s eye to comfort throughout. Named for its seemingly endless private pool, Infinity is a …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,071

6 BR / 6 BA / Sleeps 12

13 Reviews

$1,071

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Sea Island Villa/Tennis Court/5-Star Staff

6 BR / 6 BA / Sleeps 12 | Quick view
“ Excellent ” 13 Reviews

Details

Reviews

(13)

Sea Island is a fully-staffed luxury villa situated in Jamaica's beautiful Montego Bay. With over seven private acres and sweeping views of the Carribean Sea, this 6,000 square-foot, 6-bedroom (each with en-suite bathrooms) home is the perfect place to create memories to last a lifetime. Your culinary- trained chef…
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(13)

Luxe comfort, with privacy - everything you need in one place.

Left on Nov 05, 2014 for a stay in January 2012

This gorgeous home has everything you need: amenities, a fabulous pool, tennis courts and top notch, friendly service. We went into town a few times, but I would have been happy to stay put. Sea breezes and the smell of the ocean immediately relax you, and the staff is incredibly attentive without being too 'present.' It was one of the most rejuvenating trips I ever took. We went as a couple…

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$125

4 BR / 4 BA / Sleeps 8

9 Reviews

$125

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Vacation House between Falmouth and Montego Bay

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 9 Reviews

Details

Reviews

(9)

Wiltshire House is a self catering holiday accommodation which provides a great holiday experience in a quiet, residential area of Greenwood, Trelawny,just off the main Hi Way from Montego Bay.This 4 bedroom 3.5 bathroom house is 15 minutes from new falmouth cruise ship center, and 25 minutes to Montego Bay.The well …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(9)

Relaxing

Left on Mar 10, 2013 for a stay in June 2012

Thanks to Osburn for having us at Whistling Villa. True beauty. It felt like we were home, very comfortable, peaceful and quiet. we helped ourselves to the fruits on the trees. The kids enjoyed themselves playing basketball and other games in the front yard. Although it was hot outside, the rooms all had a/C and we all could sleep easy.What I also loved about the villa was the closeness to …

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$1,428

7 BR / 7 BA / Sleeps 14

1 / 12

$1,428

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Sugarhill - Tryall Club

7 BR / 7 BA / Sleeps 14 | Quick view

Details

Sugar Hill Villas are situated on a gorgeous three-acre property atop Barnes Hill at the magnificent Tryall Club in Sandy Bay, Jamaica. There is a spacious four-bedroom villa and three-bedroom guesthouse. Every room boasts spectacular views of the glittering Caribbean Sea, curvaceous northwest coastline, or Jamaican …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask

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$800

5 BR / 4 BA / Sleeps 10

11 Reviews

$800

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Cozy Cove - 5 Bdrm Villa w/Pool, Gated Community

5 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 11 Reviews

Details

Reviews

(11)

COZY COVE is an exquisite, brand new, waterfront hideaway located in Montego Bay's most coveted new address: 22 Freeport. This impeccable house benefits from a powdery white sand beach mere steps in front of the breezy, spacious patio, and an infinity-edge swimming pool. The infinity pool is wrapped by an uber-cool, …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(11)

Exquisite Luxury Vacation

Left on Mar 10, 2014 for a stay in March 2014

"Exquisite, Luxury Vacation..."

From our second email to the owners we knew we had made new friends. This is one of the most 'undersold' experience we have ever had. For 11 years my husband and I visited the Ritz Carlton in MBJ, because we knew there would be consistent service with a warm staff... Well, we were pleasantly surprised at the well appointed 'home', professional, warm service of …

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$1,857

7 BR / 7 BA / Sleeps 14

1 / 28

$1,857

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Harmony Hill - Tryall Club

7 BR / 7 BA / Sleeps 14 | Quick view

Details

The newest member to the Tryall Club; Harmony Hill is a private, seven bedroom villa combining Jamaica’s rich architectural tradition with today’s modern amenities.<br /><br />Nestled over 350 feet above sea level, this exclusive, and seven acre oasis enjoys breathtaking panoramic views of the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

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$715

5 BR / 0 BA / Sleeps 10

1 / 32

$715

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BEACH RESORT! STAFF! POOL! WEDDINGS!Wild Orchid

5 BR / Sleeps 10 | Quick view

Details

Wild Orchid Villa , one of the most glamorous luxury villas Jamaica, has been featured in Island Home Magazine due to its grandeur. The 7000 square feet grand five bedroom villa is located on a fabulous 220 acre estate that was previously a coconut and banana plantation. The sprawling villa offers an expansive …
  • Private Beach
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Patio
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$707

4 BR / 4 BA / Sleeps 8

1 / 12

$707

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Reef House - Tryall Club

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Entering the world of Reef House is one of total serene and tranquility. You approach Reef House over a stepped bridge and enter into a world of serene, comfortable living. The magnificent arc of the Caribbean Sea refreshes your spirit and sets the scene for memorable days of freedom. There are 3 bedrooms in the main …
  • Grill
  • Satellite or cable TV
  • Television
  • Stereo or CD player
  • Ceiling Fans
  • Suitable for children
  • Suitable for the elderly - ask

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$858

5 BR / 7 BA / Sleeps 10

1 / 16

$858

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Sensational 5 Bedroom Villa with Ocean View in Montego Bay

5 BR / 7 BA / Sleeps 10 | Quick view

Details

Featured in 'Caribbean Travel and Life,' the villa offers the ambiance of a private retreat with the ultimate in relaxation and pampered service selected by dignitaries, diplomats and CEO's. Ultra modern in conveniences and amenities,yet classically Jamaican, the 5 bedroom luxury home is considered one of the most …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,428

7 BR / 7 BA / Sleeps 14

1 Reviews

$1,428

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Phoenix - Tryall Club

7 BR / 7 BA / Sleeps 14 | Quick view
“ Terrible ” 1 Reviews

Details

Reviews

(1)

Entertaining in style, this dramatic seaside villa has a large covered terrace as well as an open circular pool deck. the dining area, living room and all four bedrooms open onto the pool deck. the master suite features a walk-in shower and magnificent mirrored bath with tub for two inside a walled garden. The master …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Dishwasher
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Worst vacation of our life

Left on Sep 27, 2014 for a stay in August 2014

This is the first time I've listed a review on Trip Advisor because I want to make sure that no one else has the same experience that we did at the Phoenix on the Beach at the Tryall Club. I knew I had reason to be suspicious when I couldn't find another review of this property on Trip Advisor (or anywhere else). Having stayed there for a week in August, now I know why. We had such high hopes …

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$857

3 BR / 3 BA / Sleeps 6

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$857

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Linger Longer - Tryall Club

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Linger Longer is located directly overlooking the 13th hole of the Tryall Resort's golf course and the ocean beyond. The villa is distinguished by a unique entrance featuring an enclosed courtyard with the private swimming pool. The interiors feature tasteful furnishings and a spacious living room that opens onto a …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

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$1,714

5 BR / 5 BA / Sleeps 10

1 / 46

$1,714

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Bouganvillea - Tryall Club

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Designed by one of Jamaica's best known architects, Bougainvillea House is built in classic Caribbean Georgian style but discreetly includes every 21st century luxury. It covers more than 8,000 square feet and sits in a panoramic location with 180 degree sea views. The main Veranda extends to more than 50 feet and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Books
  • Suitable for children
  • Suitable for the elderly - ask

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$865

5 BR / 6 BA / Sleeps 10

1 / 21

Details

No Le Hace is a dream destination for avid golfers. The hilltop villa is located at the elegant Tryall Club—rated by Condé Nast as one of the most desirable places to stay in the world—and fosters an old warm charm among modern amenities. You will cherish the feeling of lounging in the poolside gazebo as you cast…
  • Shared outdoor pool (unheated)
  • Satellite or cable TV
  • DVD Player
  • Stereo or CD player
  • VCR
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,142

9 BR / 9 BA / Sleeps 18

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$2,142

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Hanover Grange - Tryall Club

9 BR / 9 BA / Sleeps 18 | Quick view

Details

Our newest addition to the Tryall family of Estate Villas is ready. Allow us to provide you with a little background information. The homeowner is Jamaican-Born Theresa Roberts who has lived for many years in the United Kingdom. Theresa and her husband Andrew Roberts have built this home with her two favourite …
  • Internet Access
  • Patio
  • Grill
  • Safe
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

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$643

4 BR / 4 BA / Sleeps 8

1 Reviews

$643

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None VL TTC

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Villa VL TTC sits on two acres in the famous gated community of The Tryall Club, directly on the Caribbean Sea. 300 feet of waterfront form the north perimeter of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass, and other times its waves break dramatically…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

The best vacation ever.

Left on Jun 06, 2014 for a stay in May 2014

The tradewinds is perfect, from location to amities. We went for a girls trip and loved being pampered by the staff and enjoying the grounds of the tryall country club. We could have stayed at our location for the whole week and been happy. Can't wait to come back. This would also be a great vacation property for families.

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$1,714

6 BR / 7 BA / Sleeps 12

1 / 31

$1,714

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Rose Cottage - Tryall Club

6 BR / 7 BA / Sleeps 12 | Quick view

Details

Rose Cottage, a six-bedroom villa in Tryall, built in 2008, sits quietly yet dramatically on a plateau affording exceptional mountain and ocean views. Designed by Nancy D. Maffasanti in traditional Jamaican style, the house is decorated in an elegant arrangement of themes influenced by Asia, Jamaica and Europe……
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask

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$710

3 BR / 0 BA / Sleeps 6

1 / 21

$710

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BEACHFRONT! TENNIS! GOLF! KIDS CLUB-Sunset, Tryall

3 BR / Sleeps 6 | Quick view

Details

Situated on the Caribbean with its own private beach, Sunset villa with 3 bedroom and 3 bathrooms, presents breathtaking vistas of the ocean and Montego Bay. In less than two minutes you can walk to the golf practice range, putting green, and first tee. Sunset is a wonderful villa with manicured gardens in the front …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

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$1,400

7 BR / 0 BA / Sleeps 14

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$1,400

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TENNIS! GOLF! STAFF! BEACH CLUB! FAMILY!Sugar Hill

7 BR / Sleeps 14 | Quick view

Details

Brand new PREMIER villa in the exclusive Tryall Club! Six Bedrooms with fantastic views! Deluxe furnishings! Sugar Hill is a brand new PREMIER villa. Six luxurious bedrooms, with own ensuite bathrooms. All bedrooms are fully air conditioned. The Living room opens up to the views of the large swimming pool, and the …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

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$1,393

6 BR / 0 BA / Sleeps 10

1 / 47

$1,393

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ELEGANT! STAFF! POOL! BEACH MEMBERSHIP! Bambu

6 BR / Sleeps 10 | Quick view

Details

Bambu villa in Jamaica is located at Tamarind Hill which is approximately nine miles west of Montego Bay International Airport. The property is conveniently located only a few minutes drive from Round Hill, Jamaica's most elegant hotel and five miles from the Tryall Club with its internationally acclaimed 18 hole …
  • Ocean or water views
  • Mountain Views
  • Wireless Internet
  • Washing Machine
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask

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$707

4 BR / 4 BA / Sleeps 8

1 / 13

$707

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Sunrise - Tryall Club

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Right at the water's edge,Sunrise looks out over a private beach and the clear-blue shallows of the Caribbean Sea to a snorkeling reef and the indigo waters beyond. Just across the lane are the emerald-green fairways of Tryall Club's famous golf course. In true Caribbean tradition, this most serene of villas is a …
  • Grill
  • Television
  • Ceiling Fans
  • Telephone
  • VCR
  • Suitable for children
  • Suitable for the elderly - ask

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$1,169

6 BR / 8 BA / Sleeps 12

1 / 28

$1,169

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6 Bedroom Villa with View in Montego Bay

6 BR / 8 BA / Sleeps 12 | Quick view

Details

Highest premier rating. Onsite staff includes chef, butler, housekeepers, gardeners and laundress. Personal gym. Laptop, printer, copier and scanner. Free overseas calls to United States, United Kingdom and Canada. The Tryall Club Temporary Membership Fee (see paragraph below). The Tryall Club Membership: …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$628

3 BR / 3 BA / Sleeps 6

1 / 5

$628

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No Problem - Tryall Club

3 BR / 3 BA / Sleeps 6 | Quick view

Details

No Problem is superior villa located on Copperwood Ridge at the exclusive Tryall Club. The grounds are well landscaped and the villa offers sensational ocean views. Built on two levels, the interiors feature tropical rattans and pastel colors. The airy living and dining room as well as the three air-conditioned …
  • Microwave
  • Satellite or cable TV
  • Television
  • DVD Player
  • Stereo or CD player
  • Suitable for children
  • Suitable for the elderly - ask

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$628

3 BR / 3 BA / Sleeps 6

1 / 10

$628

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Seagrape - Tryall Club

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Seagrape at Tryall is a superior villa located on Country Club Drive fronting the Caribbean. A brick courtyard and fountain lead into the open air living and dining rooms. The interiors are tastefully and traditionally styled. The villa offers three bedrooms. The master bedroom is located on one side of the villa and …
  • Satellite or cable TV
  • Television
  • Ceiling Fans
  • Suitable for children
  • Suitable for the elderly - ask

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$1,428

5 BR / 4 BA / Sleeps 10

1 / 6

$1,428

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Someday Soon - Tryall Club

5 BR / 4 BA / Sleeps 10 | Quick view

Details

The interiors are spacious and feature pastel colored walls and tasteful traditionally styled furnishings. Local artwork dramatically punctuates the living areas. A separate dining room provides an elegant setting for dining. Of particular note is the expansive covered furnished verandah, which is an ideal spot for …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

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$707

4 BR / 4 BA / Sleeps 8

1 / 5

$707

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Clive House - Tryall Club

4 BR / 4 BA / Sleeps 8 | Quick view

Details

The Clive House is located on Copperwood Ridge at the deluxe Tryall Resort. It offers outstanding panoramic views of the nearby golf course and Caribbean Sea. Built in true Jamaican "Great House" fashion, the villa features beautiful combinations of cut-stone walls and cedar floors. The interiors are tastefully …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask
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