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We found 73 available villas for you.

BougainVilla on Spring Farm

This lovely contemporary villa was recently renovated and is perched on a small hill overlooking the Caribbean Sea in the up-market Spring Farm community overlooking Half Moon Hotel.

4
10
5
from $1,900.00/ per night

Bougainvillea at the Tryall Club

Bougainvillea is one of the most stylish homes in this collection. Brilliant architecture and design have resulted in a luxurious state-of-the-art vacation home that is elegant but not daunting.

4
10
5
from $1,607.00/ per night

Bumper’s Nest at the Tryall Club

On three acres of land with a commanding view of the Caribbean Sea, lush green mountains, and a golf course, Bumper's Nest was designed by distinguished architect Kasimir Korybut in 1995. A brilliant renovation has recreated one of the most glamorous homes at the Tryall Club. Here is an extraordinary private home with simply the best of everything.

4
12
5
from $1,911.00/ per night

Calypso Shores

Calypso Shores is located in a lovely California-style residential neighborhood named Lagoons. Its prize location is a waterfront acre on a calm lagoon. Lovers of water sports will revel in this location.

3
8
5
from $1,200.00/ per night

Caribbean Jewel

Caribbean Jewel is a 5,000 square-foot Mediterranean-style villa, with a blend of modern Caribbean elegance, privately located on the exclusive gated Spring Farm Estate with spectacular sea views & Golf at Cinnamon Hill Course nearby.

4
8
5
from $1,035.00/ per night

Cielo at the Tryall Club

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!

5
10
5
from $1,786.00/ per night

Cliffside Cottage

Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing.

3
10
5
from $786.00/ per night

Coach House and Country House at Good Hope

The Good Hope Villas is a fantastic informal gathering place for families, retreats, and friends - with space for togetherness, space for discovering nature, and space for alone time. Like traveling through a time warp, to visit Jamaica's countryside is to experience another Jamaica of 30 years ago. The pace is slow, the lifestyle uncomplicated, the people are kind and calm, the service is relaxed and meals are served family style. For larger groups Coach House and Country House at Good Hope villa can be rented together to offer 14 bedrooms, accommodating 28 guests.

9
28
4
from $1,800.00/ per night

Coach House at Good Hope

The Coach House at Good Hope is a fantastic informal gathering place for families, retreats, and friends - with space for togetherness, space for discovering nature, and space for alone time. Like traveling through a time warp, to visit Jamaica's countryside is to experience another Jamaica of 30 years ago. The pace is slow, the lifestyle uncomplicated, the people are kind and calm, the service is relaxed and meals are served family style. For larger groups The Coach House villa & The Great House villa can be rented together to offer 14 bedrooms, accommodating 28 guests.

4
14
4
from $800.00/ per night

Coconut Cottage

COCONUT is a very private 5-bedroom cottage nestled into an acre on a gentle hillside that was the original 500-acre plantation of Round Hill Estate. Set in a storybook wooded lot, the villa accommodates couples and families in three bedrooms in the Main House and two more bedrooms in the Cottage just a few yards away.

5
10
5
from $1,495.00/ per night

Country House at Good Hope

The Country House Villa, situated in the heart of the beautiful Queen of Spain’s valley is Country House Villa with up to 7 spacious bedrooms, all with ceiling fans, A/C & en-suite bathrooms. Recently renovated with fresh interiors and stylish new bathrooms. Good Hope’s private beach (a 25-minute drive away) has a 110-foot beachfront with white sand and calm waters for swimming.

5
14
4
from $1,125.00/ per night

Eureka at Tryall Club

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.

3
8
5
from $1,070.00/ per night