Jamaica Vacation Rentals
Luxury Villa Rentals in Jamaica for 2+ people
$3,090 - $6,230 /night
Phoenix
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$3,000 - $6,526 /night
Villa Lido
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Entering Villa Lido to the wide-open view of the bay and Caribbean Sea beyond is a sight for sore eyes. Cool, elegant, modern interiors invite you in. The view is maximized by the open walls of glass. Every element of the masterful design has been created... more
$2,963 - $6,275 /night
Point of View
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$2,906 - $6,280 /night
Celestial Villa
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$2,857 - $6,678 /night
Whispering Waters
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Whispering Waters offers seven bedrooms and en-suite bathrooms. Overlooking one of Jamaica’s loveliest crystal clear bodies of water, Discovery Bay. On its own private coral cove, this newest property can be rented alone ~ or in combination with its nei... more
$2,853 - $7,845 /night
Silent Waters Villa
9 Bedroom Villa, 6 Bathrooms, Sleeps 20
Welcome to Silent Waters Villa, the epitome of luxury and tranquility nestled amidst the lush hills of Montego Bay, Jamaica. With its awe-inspiring architecture, breathtaking views, and impeccable service, our award-winning Caribbean retreat offers an enc... more
$2,828 - $6,708 /night
Twin Palms
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$2,751 - $5,532 /night
Zion Hill
5 Bedroom Villa, 5 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$2,678 - $8,000 /night
Bella Vista Villa
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$2,649 - $6,400 /night
Trinity
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$2,571 - $5,714 /night
Breakaway Villa
7 Bedroom Villa, 7 Bathrooms, Sleeps 16
Breakaway Villa, completed in the summer of 2022, is a new addition to the Runaway Bay, luxury villa line-up. This beautiful seven bedroom, beachfront villa is located in the Salem area, just east of Runaway Bay. The modern architecture and furnishings cr... more
$2,538 - $10,394 /night
Amana
10 Bedroom Villa, 10 Bathrooms, Sleeps 20
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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