106 VILLAS

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Sugar Hill at Tryall

Sugar Hill at Tryall

Jamaica / Tryall
Bedrooms
8
Sleeps
16
from $1,633+
per nightnightly

Sugar Hill is a luxurious eight-bedroom villa perched atop a lush three-acre property with breathtaking views over the Tryall Club to the Caribbean Sea and horizon.

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Keela Wee on the Beach

Keela Wee on the Beach

Jamaica / Discovery Bay
Bedrooms
6
Sleeps
12
from $1,714+
per nightnightly

Located on a private coral cove, this pretty yellow stone villa overlooks one of Jamaica's loveliest bodies of water ~ Discovery Bay.

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Reef House at Tryall

Reef House at Tryall

Jamaica / Tryall
Bedrooms
4
Sleeps
8
from $1,714+
per nightnightly

Reef House celebrates beach life with its casual breezy feel and beautiful setting right on the ocean front.

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Sunset at Tryall

Sunset at Tryall

Jamaica / Tryall
Bedrooms
5
Sleeps
10
from $1,786+
per nightnightly

Sunset is a beautiful five-bedroom villa that sits on the edge of the Caribbean Sea with a private beach offering the perfect escape for all those who love waterside living.

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Jubilation at Tryall

Jubilation at Tryall

Jamaica / Tryall
Bedrooms
6
Sleeps
12
from $1,949+
per nightnightly

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.

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Sundown

Sundown

Jamaica / Discovery Bay
Bedrooms
9
Sleeps
18
from $2,047+
per nightnightly

Sundown Villa is located on the beautiful Discovery Bay, a coveted vacation spot in one of the most beautiful and peaceful Bays on Jamaica’s north coast.

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Haystack at Tryall

Haystack at Tryall

Jamaica / Tryall
Bedrooms
10
Sleeps
20
from $2,071+
per nightnightly

Its remarkable architecture defines spacious bedroom suites, a long furnished verandah, a striking inside dining room and large family play room ~ all enhanced by overviews of the long private pool and acres of landscaped lawns and breathtaking views of the deep blue Caribbean Sea.

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Villa Christina

Villa Christina

Jamaica / Rose Hall
Bedrooms
5
Sleeps
10
from $2,071+
per nightnightly

Set on the historic Rose Hall Estate, Villa Christina welcomes couples, families, and friends to Caribbean luxury in a remarkable 10,000 sq. ft. well-appointed Tuscan style villa located in the Greens at Rose Hall - a private gated-community on the Cinnamon Hill Golf Course.

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Infinity at Tryall

Infinity at Tryall

Jamaica / Tryall
Bedrooms
5
Sleeps
10
from $2,091+
per nightnightly

A Premier villa at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea.

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Following Seas at Tryall

Following Seas at Tryall

Jamaica / Tryall
Bedrooms
6
Sleeps
12
from $2,273+
per nightnightly

Commanding a strategic position atop one of the highest points of Tryall, Following Seas is a gracious, visually arresting house that combines the attributes of a much-cherished family home with the world-class facilities of a boutique hotel and the aura of old Hollywood glamour.

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Amanoka

Amanoka

Jamaica / Discovery Bay
Bedrooms
7
Sleeps
14
from $2,286+
per nightnightly

A favorite of celebrities and discerning vacationers, Amanoka promises a luxurious and truly enjoyable vacation.

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Phoenix at Tryall

Phoenix at Tryall

Jamaica / Tryall
Bedrooms
7
Sleeps
14
from $2,338+
per nightnightly

Phoenix sits on a spectacular seascape on Jamaica's lush North Coast at the luxurious Tryall Club 12 miles west of Montego Bay.

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Longview Villa at Round Hill

Longview Villa at Round Hill

Jamaica / Round Hill
Bedrooms
7
Sleeps
14
from $2,357+
per nightnightly

If you, family or friends are looking for a certain kind of hideout in a tropical seclusion with timeless elegance and understated luxury, Longview Villa on Round Hill is a pretty favorable address.

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Buttonwood Reef

Buttonwood Reef

Jamaica / Ocho Rios
Bedrooms
9
Sleeps
18
from $2,450+
per nightnightly

This brand new 6 bedroom villa & 3 bedroom Sea Biscuit cottage was completed in March 2020. Its location is stunning, right on the water’s edge, overlooking the crystal clear blue waters that Ocho Rios is well-known for. Entry to the villa is through the private compound of Hermosa Cove Boutique Resort.

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Anticipation at Tryall

Anticipation at Tryall

Jamaica / Tryall
Bedrooms
6
Sleeps
12
from $2,464+
per nightnightly

Combining Caribbean architecture with European style décor, Anticipation offers ultimate luxury within the prestigious Tryall Club.

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Silent Waters

Silent Waters

Jamaica / Montego Bay
Bedrooms
8
Sleeps
20
from $2,482+
per nightnightly

Silent Waters is one of the most glamorous private homes in the Caribbean. It is distinguished by world-class architecture and design, breathtaking location, and exquisite accommodations and service.

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Hummingbird House at Tryall

Hummingbird House at Tryall

Jamaica / Tryall
Bedrooms
7
Sleeps
14
from $2,571+
per nightnightly

Hummingbird House is one of the finest properties within the Tryall Club!

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Zion Hill at Tryall

Zion Hill at Tryall

Jamaica / Tryall
Bedrooms
5
Sleeps
10
from $2,571+
per nightnightly

From its splendid location 300 ft above sea level, this luxurious five bedroom villa offers bewitching, unobstructed views of the ocean, its own private spa and Turkish bath and a cinema.

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Windrush at Tryall

Windrush at Tryall

Jamaica / Tryall
Bedrooms
6
Sleeps
12
from $2,597+
per nightnightly

Windrush overlooks the manicured Tryall Club golf course and the Caribbean Sea. Large and quite well-decorated, this fine private home is distinguished by antiques, original art and extraordinary comfort. The panoramic view of the sea is breathtaking.

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Promiseas

Promiseas

Jamaica / Ocho Rios
Bedrooms
8
Sleeps
16
from $3,000+
per nightnightly

Promiseas Villas are located on a fabulous private sandy cove which are newly completed and exceptional in every way imaginable.

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