Tradewinds at the Tryall Club

4 bedroom Jamaica villa in Montego Bay

Villas Caribbean Jamaica Montego Bay

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.

Inquire About This Villa
Tradewinds Nl Copy

More villas you might like

Ma+Moura NL +copy

Ma Moura at the Tryall Club

Montego Bay Villa

from $1929 /night
up to 8 guests

Ma Moura at the Tryall Club

4 bedroom 4.5 bath Jamaica villa in Montego Bay

Built and owned by the same family for over forty years, Ma’Moura’s unique setting sits high on a hill overlooking the 17th green and the Caribbean Sea. Enjoying cool breezes and unobstructed views, this villa provides one of the most private yet outdoor experiences at Tryall.

Casuarina 2 Nl

Casuarina at Tryall

Montego Bay Villa

from $1964 /night
up to 8 guests

Casuarina at Tryall

4 bedroom 4 bath Jamaica villa in Montego Bay

Casuarina is a remarkably welcoming four-bedroom villa which offers the most magical views of the Caribbean Sea from its prestigious vantage point on Barnes Hill.

Reef House Pool To House Late Afternoon

Reef House at Tryall

Montego Bay Villa

from $1857 /night
up to 8 guests

Reef House at Tryall

4 bedroom 4 bath Jamaica villa in Montego Bay

Reef House is the embodiment of oceanfront cottage living. This gorgeous home brings the outside in, bathing the rooms with soft natural light and the irresistible blues of the ocean beyond.

Little Hill Pool With Stairs To South Garden

Little Hill at Tryall

Montego Bay Villa

from $2286 /night
up to 8 guests

Little Hill at Tryall

4 bedroom 4 bath Jamaica villa in Montego Bay

Little Hill was built in 1959 by an architect Robert Hartley. It was the first villa to be built at The Tryall Club in the Classic West Indies style around a circular 30 foot diameter swimming pool with extensive covered terraces throughout.

Trinity

Trinity at Tryall

Montego Bay Villa

from $2571 /night
up to 10 guests

Trinity at Tryall

5 bedroom 5 bath Jamaica villa in Montego Bay

Trinity is a recently renovated luxury villa that boasts breathtaking views, features two expansive swimming pools, offers opulent furnishings and accessories, incorporates a Sonos music system throughout, and is staffed by a team of professionally trained individuals dedicated to ensuring your vacation is unforgettable.

Villa Rosa

Montego Bay Villa

from $1900 /night
up to 10 guests

Villa Rosa

5 bedroom 6 bath Jamaica villa in Montego Bay

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.