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We found 61 available villas for you.

Bumper’s Nest at the Tryall Club

On three acres of land with a commanding view of the Caribbean Sea, lush green mountains and golf course, Bumper's Nest was designed by distinguished architect Kasimir Korybut in 1995. A brilliant renovation completed in 2015 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 $1,624.00/ 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 $850.00/ 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 & White Witch Golf Courses nearby.

3
8
5
from $714.00/ 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 $1,429.00/ 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 $643.00/ per night

Coach House at Good Hope

The Coach House is a fantastic gathering place for families, retreats, and friends,- with space for togetherness, space for discovering nature, space for alone time. Like travelling 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, service is relaxed and meals are served family style.

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 $1,800.00/ per night

Endless Summer

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

4
14
5
from $1,214.00/ 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
6
5
from $1,000.00/ per night

Everything Nice by the Sea

Everything Nice is a lovely water front property on Emerald Quay. Nestled in between the Breathless & Secrets Hotels & within walking distance to the Montego Bay Yacht Club.

5
10
4
from $1,750.00/ per night

Flower Hill

Flower Hill is one of the most luxurious villas in Montego Bay's, Spring Farm neighborhood. This Premier 19,000-sq-ft villa sits on 4 beautifully landscaped acres overlooking the Half Moon Beach Resort and Golf Club.

5
12
5
from $2,429.00/ per night

Following Seas at the Tryall Club

Following Seas is a marvelous private villa with the top rating of Premier. It is tastefully renovated with thoughtful comforts, amenities and stylish bathrooms throughout.

4
12
5
from $1,858.00/ per night