Jamaica Vacation Rentals

Luxury Villa Rentals in Jamaica for 2+ people

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$3,000 - $6,525 /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 - $6,677 /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
This luxury villa resort is a superb location for a family reunion, corporate retreat, destination wedding, or just a group of friends seeking a most unique and luxurious holiday experience. Nestled in the hills of Jamaica, overlooking pristine forests... 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
$2,800 - $5,714 /night

Selah Villa

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Selah is a lush four-bedroom villa located in Runaway Bay. It sits on the sea where the waves gently break on shallow reefs and roll in, providing their own music. The beach is one mile of white sand for sunbathing, strolling, and swimming. Selah is situa... 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
This beautiful seven-bedroom, beachfront villa is located in the Salem area, just east of Runaway Bay. The modern architecture and furnishings create the perfect getaway for your dream Jamaican paradise. The welcoming and well-trained staff will ensure th... 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
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