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We found 106 available villas for you.

Villa Christina

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.

5
10
5
from $2,072.00/ per night

Villa Hyde Park at the Tryall Club

Rose Cottage is a large and lavish home with glorious views of the lush Jamaican mountains and the deep blue Caribbean Sea. Its design is a stylish blend of Jamaican, Asian and European elements with an emphasis on extraordinary comfort.

4
14
5
Call for Pricing

Villa Indigo

Villa Indigo at HALF MOON is one of the undisputed finest private homes in this collection.

5
16
6
from $2,200.00/ per night

Villa Lido

Lido is a fabulous brand-new contemporary beach house, constructed in 2021. Situated right on the white sand, half-moon beach at Old Fort Bay. Beautifully designed and finished, incorporating family heirlooms and a chic modern vibe. Music, it’s history & it’s relevance today are foremost in its concept.

5
10
5
from $3,258.00/ per night

Villa Rosa

Villa Rosa is our newest villa in Montego Bay's Spring Farm neighborhood. It is a stunning, modern villa, brilliantly designed for an extraordinary indoor-outdoor lifestyle with a full complement of impressive luxuries for the upscale traveler.

4
10
5
from $1,700.00/ per night

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

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