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We found 61 available villas for you.

Silent Waters

Silent Waters is one of the most glamorous private homes in the Caribbean. It is distinguished by world-class architecture and design, breathtaking location, and exquisite accommodations and service.

5
24
2
Call for Pricing

Sugar Hill at the Tryall Club

Sugar Hill is a luxurious eight-bedroom villa perched atop a lush three-acre property with breathtaking views over the Tryall Club to the Caribbean Sea and horizon. This glamorous home is ideal for golf and tennis buffs, couples, large groups and families. Children welcome!

4
16
5
from $1,633.00/ per night

Summertime at Silver Sands

Summertime at Silver Sands has a wonderful beach vibe, it benefits from cool sea breezes and is a relaxed and unfussy villa located on the renowned Silver Sands Beach Club, a collection of privately owned villas all overlooking the Caribbean sea.

3
8
5
from $500.00/ per night

Sunset on the Beach at the Tryall Club

Sunset is a beautiful five-bedroom villa that sits on the edge of the Caribbean Sea with a private beach offering the perfect escape for all those who love waterside living.

4
10
5
from $1,929.00/ per night

Tek Time Golf Villa on Cinnamon Hill

TEK TIME is Jamaican patois for advice that almost all of us need: TAKE TIME to slow down and take in all that’s good and beautiful around us. Living in a glamorous villa with a staff of six who pamper their guests without ever intruding makes it easy to heed that advice.

3
12
5
Call for Pricing

Tradewinds at the Tryall Club

Tradewinds was completely renovated and refurbished in January 2018. This amazing sea front property sits on two acres at the famous Tryall Club – directly on the Caribbean Sea. 300 feet of waterfront from the north perimeter of the property, and it is one of the newest premier villas at The Tryall Club.

3
8
5
Call for Pricing

Tranquillity on the Beach

True to its name, Tranquillity on the Beach 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.

3
14
5
from $1,214.00/ per night

Villa Amana at Tryall

Occupying a commanding elevated location, Villa Amana offers magnificent ocean views and a backdrop of deeply forested hills.

6
20
5
from $2,012.00/ per night

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 $2,071.00/ 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
11
5
from $1,557.00/ 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.

3
8
5
from $786.00/ per night

Windward at the Tryall Club

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

4
12
5
from $1,300.00/ per night