Jamaica Vacation Rentals
Luxury Villa Rentals in Jamaica for 2+ people
$1,000 - $1,500 /night
Villa Deluxe Paradise
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the cool hills of Discovery Bay, Jamaica, Villa Deluxe Paradise Vacation Home is a tranquil retreat blessed with world-class views across the Caribbean Sea. Once designed as a dream home, this exceptional vill... more
Additional Fees: Damage Waiver $299.00 flat
$1,000 - $2,857 /night
Fairwinds
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 17.5%
$1,000 - $3,200 /night
Sea Grapes
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Sea Grapes is a charming and well-appointed three-bedroom beach villa with separate 3three-bedroom cottage. The villa is located on a private white sand beach on exclusive Fortlands Road in Discovery Bay.
The two-sto... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 5%
Taxes: 5%
$1,000 - $1,571 /night
Blue Heaven Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$994 - $2,763 /night
No Problem
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 17.5%
Taxes: 17.5%
$985 - $2,142 /night
Sleepy Shallows
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Sleepy Shallows sits on a grassy lawn that stretches down to the white sandy beach and shallow waters of Bengal Bay. The villa embraces outdoor living with many places to sit and relax, read a book, or enjoy with friends... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$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... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$958 - $2,542 /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 ... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$900 - $1,600 /night
Wag Water
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Wag Water is a charming three bedroom villa overlooking the sea and forming part of the historic Prospect Estate.
The combination of a spacious living room, equipped with modern conveniences such as satellite TV, VCR... more
Additional Fees: Damage Waiver $299.00 flat
$899 - $1,999 /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-size bed, and two bathrooms. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$899 - $1,999 /night
Seagrape Villa
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Dine in the fragrant tranquility of your private walled garden in our one-bedroom, one-bathroom Seagrape Villa. This spacious retreat has a living room, a full kitchen, a primary bedroom with a king-size bed, and a share... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$850 - $8,500 /night
Destiny on the Sea
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Destiny on the Sea, located in the gated beach community of Drax Hall Marina Villas, only 10 minutes from Ocho Rios, is a beautiful four-bedroom, three bath villa, perfect for families or adults. This beautiful villa ope... more
Additional Fees: Damage Waiver $299.00 flat