Jamaica Vacation Rentals
Luxury Villa Rentals in Jamaica for 2+ people
$2,500 - $7,700 /night
Villa Indigo
10 Bedroom Villa, 10 Bathrooms, Sleeps 18
Villa Indigo is one of the most glamorous private homes overlooking the Half Moon golf course and vast ocean vista. Three world-class golf courses (Cinnamon Hill, Half Moon and White Witch) are within a five-minute drive. The view is breathtaking, with th... more
$2,450 - $5,000 /night
Flower Hill
6 Bedroom Villa, 10 Bathrooms, Sleeps 12
Guests of Flower Hill receive a complimentary membership to Half Moon Club. Benefits include unlimited use of practice facilities and range balls and 25% discount on cart rental, goods at Half Moon pro-shop and golf instruction and 19th Hole Bar. ... more
$2,429 - $7,143 /night
Bella Vista Villa
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 of US$160 (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate of 50% (plus a 15% servi... more
$2,429 - $5,607 /night
Quinntessential
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 of US$160 (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate of 50% (plus a 15% servi... more
$2,425 - $5,531 /night
Twin Palms
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee of US$160 (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate of 50% (plus a 15% servi... more
$2,358 - $5,143 /night
Keela Wee
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Located on a private coral cove, this pretty yellow stone villa overlooks one of Jamaica's loveliest bodies of water, Discovery Bay. On its own private coral cove, this property can be rented alone, or in combination with its neighboring sister villa – ... more
$2,357 - $5,714 /night
Sunset
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 of US$160 (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate of 50% (plus a 15% servi... more
$2,286 - $4,572 /night
Little Hill
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 of US$160 (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate of 50% (plus a 15% servi... more
$2,286 - $4,857 /night
Tradewinds on the Sea
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 of US$160 (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate of 50% (plus a 15% servi... more
$2,286 - $4,558 /night
Following Seas
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 of US$160 (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate of 50% (plus a 15% servi... more
$2,282 - $8,185 /night
Amana
10 Bedroom Villa, 10 Bathrooms, Sleeps 20
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee of US$160 (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate of 50% (plus a 15% servi... more
$2,250 - $6,000 /night
Coach House and Country House at Good Hope
14 Bedroom Villa, 17 Bathrooms, Sleeps 28
The Good Hope Villas is a fantastic informal gathering place for families, retreats, and friends - with space for togetherness, space for discovering nature, and space for alone time. Like traveling through a time warp, to visit Jamaica's countryside is t... more