Jamaica Vacation Rentals
Luxury Villa Rentals in Jamaica for 2+ people
$965 - $2,349 /night
No Problem
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$960 - $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
$958 - $2,000 /night
Spanish Cove
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Spanish Cove is the epitome of a Caribbean beach house tucked in the center of the small busy town of Runaway Bay. Built in classic Jamaican style, a wide veranda, and beautiful decorative fan lights throughout, Spanish Cove is a charming clapperboard bea... more
$950 - $1,600 /night
Somewhere
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Somewhere Villa is nestled in Prospect Estate's lush tropical garden overlooking the crystal clear waters of the Caribbean sea. This spacious four bedroom, four bath villa is equipped with modern conveniences such as satellite TV, VCR, telephone and stere... more
$945 /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
$879 - $1,239 /night
Mango Villa
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Our two-story Mango Villa has a living room, kitchenette and dining area, as well as two bedrooms, each with a king bed, and two bathrooms. Our ground-floor bedroom and bathroom are wheelchair accessible for your convenience.
Each villa is fully staffe... more
$871 - $3,571 /night
Three Little Birds
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$857 - $2,429 /night
Fairwinds
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
$850 - $1,000 /night
Little Waters Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Little Waters on the Cliff is an exclusive private villa nestled on the cliffside at the westernmost point in Jamaica allowing guests to have an uninterrupted view of the setting sun. The house is architecturally designed to offer visitors a secluded, tra... more
$795 - $2,070 /night
Bluebird
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
$794 - $1,372 /night
Villa Turrasann
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Villa Turrasann offers solitude, perfect for a family vacation, a romantic getaway or just as a home away from home. With 4,000sq feet, Villa Turrasann was made to be enjoyed, making it the perfect location for a holiday in the paradise that is Jamaica.
... more
$786 - $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 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