Jamaica Vacation Rentals

Luxury Villa Rentals in Jamaica for 2+ people

Sort by
Show
$1,500 - $3,143 /night

Abacus Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
This accommodation includes a complimentary Half Moon Resort membership which grants access to the Half Moon Golf Club. Benefits include unlimited green fees and use of practice facilities, 25% discount on option... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,500 - $2,395 /night

The Vacation Haven

4 Bedroom Villa, 5 Bathrooms, Sleeps 12
The villa features a contemporary design with great attention to detail. The open-plan, spacious living areas are stylishly furnished and has an energetic Jamaican vibe. One bedroom on the villa’s main level and th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$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 t... more
Additional Fees: Damage Waiver $299.00 flat
$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... more
Additional Fees: Damage Waiver $299.00 flat
Inquire for Rates

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 overl... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$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 r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
$1,429 - $4,800 /night

Seaspray

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 ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Inquire for Rates

Milestone Cottage

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Milestone Cottage has always been the honeymoon favorite, although also popular for small families with its two bedrooms. Built many years earlier, it was purchased in 1986 and extensively remodeled and personalized. Thi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$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... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $15.00 flat
$1,365 - $1,774 /night

Peeniwalli

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Pure and uniform, Peeniwalli’s white and neutral-toned appearance balances against a spellbinding backdrop of blue sky, rolling sea and lush vegetation. The colors come from living. It’s in the furniture and people, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Sort by
Show