106 VILLAS

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Pavilion

Pavilion

Jamaica / Montego Bay
Bedrooms
5
Sleeps
14
from $1,200+
per nightnightly

Pavilion is an exquisite villa privately located at the end of a cul-de-sac with magnificent views of the Caribbean Sea to the north and a tranquil 10-mile view of the mountains to the south. It is spacious, quiet, peaceful and beautiful.

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Tranquillity on the Beach

Tranquillity on the Beach

Jamaica / Montego Bay
Bedrooms
7
Sleeps
14
from $1,214+
per nightnightly

True to its name, Tranquillity is a place for relaxing into the calm ambiance of an exquisite home on a beautiful beachfront site ~ while being gently pampered by a competent staff.

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Endless Summer

Endless Summer

Jamaica / Montego Bay
Bedrooms
7
Sleeps
14
from $1,214+
per nightnightly

One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea.

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Nutmeg Jamaica

Nutmeg Jamaica

Jamaica / Montego Bay
Bedrooms
6
Sleeps
12
from $1,254+
per nightnightly

A charming 6 bedroom villa in the upscale residential neighborhood of Spring Farm just five minutes from three world-class golf courses, designer shops, bars, restaurants and beaches.

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Sweet Spot at the Beach

Sweet Spot at the Beach

Jamaica / Runaway Bay
Bedrooms
6
Sleeps
12
from $1,275+
per nightnightly

Located on a wide sandy beach, Sweet Spot is like a pretty jewel box next to the sea.

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Little Hill at Tryall

Little Hill at Tryall

Jamaica / Tryall
Bedrooms
4
Sleeps
8
from $1,299+
per nightnightly

Little Hill was built in 1959 by an architect Robert Hartley. It was the first villa to be built at The Tryall Club in the Classic West Indies style around a circular 30 foot diameter swimming pool with extensive covered terraces throughout.

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Casuarina at Tryall

Casuarina at Tryall

Jamaica / Tryall
Bedrooms
4
Sleeps
8
from $1,299+
per nightnightly

Casuarina is a remarkably welcoming four-bedroom villa which offers the most magical views of the Caribbean Sea from its prestigious vantage point on Barnes Hill.

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Ma Moura at Tryall

Ma Moura at Tryall

Jamaica / Tryall
Bedrooms
4
Sleeps
8
from $1,299+
per nightnightly

This Deluxe 4 bedroom villa is a wonderful example of circular and octagonal design taking full advantage of the view on all sides.

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Eureka at Tryall Club

Eureka at Tryall Club

Jamaica / Tryall
Bedrooms
4
Sleeps
6
from $1,299+
per nightnightly

Eureka is the closest anyone is ever likely to get to stay in a Jamaican Great House that is furnished of the period and opportunities such as this do not come along very often.

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Round House at Tryall

Round House at Tryall

Jamaica / Tryall
Bedrooms
7
Sleeps
14
from $1,339+
per nightnightly

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.

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GoldenEye Beach and Lagoon Villas

GoldenEye Beach and Lagoon Villas

Jamaica / Oracabessa
Bedrooms
2
Sleeps
6
from $1,365+
per nightnightly

Our Exclusive Offers:
 $100 Per Day Resort Credit

GoldenEye overlooks the Caribbean Sea in the quiet village of Oracabessa Bay on Jamaica’s north coast.

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Tradewinds at Tryall

Tradewinds at Tryall

Jamaica / Tryall
Bedrooms
4
Sleeps
8
from $1,415+
per nightnightly

With its charming detached bedroom cottage, great gathering spaces such as the ocean side pool deck and quarter acre lawn, Tradewinds is a perfect family home away from home.

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Sugar Bay on the Beach

Sugar Bay on the Beach

Jamaica / Discovery Bay
Bedrooms
5
Sleeps
10
from $1,418+
per nightnightly

On its own sugary white sand beach lapped by the turquoise waters of Discovery Bay sits the exquisite home Sugar Bay.

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Lolita at Tryall

Lolita at Tryall

Jamaica / Tryall
Bedrooms
5
Sleeps
10
from $1,429+
per nightnightly

Lolita is a remarkable architectural achievement: a 14,500-square-foot modern villa on a four-acre site chosen for its breathtaking view of the deep blue Caribbean Sea!

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Cielo at Tryall

Cielo at Tryall

Jamaica / Tryall
Bedrooms
5
Sleeps
10
from $1,429+
per nightnightly

Cielo means "sky" and "heaven" and the name tells a lot about living in this wonderful villa on a hill. Add the all-day panorama of blue Caribbean Sea at every glance and "heaven" gets even better!

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Bali Hai at Tryall

Bali Hai at Tryall

Jamaica / Tryall
Bedrooms
5
Sleeps
10
from $1,429+
per nightnightly

Overlooking the Tryall golf course and the Caribbean Sea, Mahogany Hill is among the most beautiful and spacious private homes at the Tryall Club. The unique architecture has situated all bedrooms for maximum privacy.

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Karma Bay at Tryall

Karma Bay at Tryall

Jamaica / Tryall
Bedrooms
6
Sleeps
12
from $1,429+
per nightnightly

A sprawling double lot directly on the Caribbean Sea is among the most stunning waterfront locations in all Jamaica. This is the rarefied site of the private villa named Karma Bay.

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Overlook at Tryall

Overlook at Tryall

Jamaica / Tryall
Bedrooms
5
Sleeps
10
from $1,559+
per nightnightly

Built on one of the prime sites at Tryall and conveniently located in easy walking distance of the Great House, gym and tennis courts, with total privacy and magnificent landscaping.

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Villa Stella at Tryall Club

Villa Stella at Tryall Club

Jamaica / Tryall
Bedrooms
6
Sleeps
12
from $1,559+
per nightnightly

Redolent of a classical Jamaican house with deep shaded verandas and tall ceilings, Villa Stella offers splendid ocean views from its elevated setting.

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A Summer Place on the Beach

A Summer Place on the Beach

Jamaica / Discovery Bay
Bedrooms
7
Sleeps
14
from $1,571+
per nightnightly

Nestled on its own sandy beach by the blue waters of Discovery Bay, A Summer Place is a spacious and playful family home.

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