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We found 102 available villas for you.

Wag Water at Prospect Estate

Wag Water is a charming cottage with a water front location, named after the river which meanders through the local parish of St Mary.

3
6
3
from $597.00/ per night

Whispering Waters on the Beach

Whispering Waters offers seven bedrooms and en-suite bathrooms. Overlooking one of Jamaica’s loveliest crystal clear bodies of water, Discovery Bay. On its own private coral cove, this newest property can be rented alone ~ or in combination with its neighboring sister villa – Keela Wee.

5
14
5
from $2,858.00/ per night

Windsong

Windsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir Coribut, the site benefits from spectacular views day and night and the most favorable tradewinds. The east view captures the sunrise and Montego Bay ... the west view is an equally lovely vista of Round Hill, the sea and the sunset.

2
8
5
from $643.00/ per night

Windward at the Tryall Club

Premier Villa on Two Acres on Tryall Club’s Chic West End!

4
12
5
Call for Pricing

Yellowbird at the Tryall Club

Yellowbird is an excellent family home on a large, lovely landscaped site overlooking the Tryall golf course and the Caribbean Sea. The tradewinds are delightful; the view is wonderful.

4
8
5
Call for Pricing

Zion Hill at Tryall

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.

5
14
5
from $2,572.00/ per night