Jamaica Vacation Rentals
Luxury Villa Rentals in Jamaica for 2+ people
$1,620 - $3,500 /night
Scotch on the Rocks
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Scotch on the Rocks, located between Afterglow villa and the Jamaica Inn and sits on a small rise overlooking Sandy Bay in Ocho Rios. This ocean front five-bedroom, five-bath villa is nestled in lush tropical, orchid-filled, gardens overlooking the sea. T... more
$1,600 - $3,000 /night
Eight Rivers
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Eight Rivers is a delightful, architect-designed home that has been totally updated and renovated in the past few years. The villa is a spacious four-bedroom with 1-1/2 acres of manicured gardens on the Prospect Estate overlooking the crystal clear waters... more
$1,575 - $5,263 /night
Jubilation
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,571 - $5,600 /night
Windrush
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,543 - $3,571 /night
Jamaican Me Happy
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,500 - $5,850 /night
Love and Livity
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,500 - $3,143 /night
Abacus Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests of Abacus Villa receive complimentary access to the Rose Hall Club. Benefits include discounted green fees at Cinnamon Hill and White Witch Golf Courses. Cart and caddie fees are separate. Caddies are mandatory (gratuity is not included). T... more
$1,500 - $2,395 /night
The Vacation Haven
4 Bedroom Villa, 5 Bathrooms, Sleeps 12
The Vacation Haven is a magnificent luxury villa located in the beautiful hills of the historic landmark Rose Hall, Montego Bay, Jamaica.
It is in a private gated community, adjacent to the beautiful Rose Hall Golf Course and only 10 minutes away from... more
$1,500 - $2,600 /night
Rocksteady Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Rocksteady Villa is a four-bedroom villa that features a 180-degree view of the ocean. You'll need to do nothing but relax as this villa offers chef service, a butler, housekeeping, and a groundsman. Inside you'll find two king bedrooms that open up onto ... more
$1,500 - $2,700 /night
Frangipani
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Frangipani is the newest of luxury villas on the historic Prospect Estate. The spacious living room is equipped with a satellite TV, VCR, telephone, and stereo system. The central veranda leads out to a large pool with a sun deck and steps to a sea terrac... more
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Cottonwood Cottage
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The most nature-integrated villa, Cottonwood Cottage has two-bedroom suites on four beachfront acres surrounded by dense tropical foliage. The Treehouse, located below Cottonwood, is a bar, living, and dining space overlooking the beach and sea with incre... more
$1,466 - $3,726 /night
Wheel House
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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