Jamaica Vacation Rentals
Luxury Villa Rentals in Jamaica for 2+ people
$793 - $2,223 /night
Windsong Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more
$790 - $999 /night
Moonshine
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
A beautiful four-bedroom villa which opens out onto a lovely wooden deck with an infinity pool overlooking panoramic views of the Caribbean Sea.
One of Jamaica's most beautiful beaches, Silver Sands Beach is only a few minutes walk or a quick butler-dr... more
$785 - $2,000 /night
Cliffside Cottage
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more
$760 - $2,200 /night
Bee Happy
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more
$751 - $2,598 /night
Little Palm
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more
$750 - $1,113 /night
Kotch
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
A unique sunset graces each evening sky. Morning swims. Feeling alive and energized, calm and relaxed all at the same time. The South Coast spirit draws you into a new sense of harmony and escape. Kotch’s expansive sea views from every room. The flow of... more
$743 - $2,218 /night
Poinciana
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more
$683 - $2,160 /night
Legacy Villa
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more
$650 - $795 /night
Driftwood Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Driftwood is a stunning modern vacation villa with a private plunge pool in its bright and airy courtyard.
There are 3 spacious luxurious bedrooms, each with an en-suite. Driftwood is a villa rental that may also be booked as a 2-bedroom unit at a red... more
$642 - $1,715 /night
Sea Haven
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on a private waterfront acre, Sea Haven is a traditional West Indian cottage dressed in charming periwinkle blue. It sits directly on the edge of beautiful Discovery Bay.
The living room is bright and airy with a vaulted ceiling painted to mat... more
$621 - $1,573 /night
Moments
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more
$571 - $1,000 /night
Terra Nova
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Terra Nova is a beautiful waterfront villa located in exclusive Mammee Bay. When you enter the villa you are immediately struck by the wonderful, spacious living/dining area with Italian marble floor and a 27-foot conical ceiling. The room opens up to a l... more