Jamaica Vacation Rentals
Luxury Villa Rentals in Jamaica for 2+ people
$2,286 - $4,000 /night
Golden Clouds
15 Bedroom Estate, 17 Bathrooms, Sleeps 30
Golden Clouds Country Estate is a spectacular waterfront villa located in the picturesque village of Oracabessa.
Fifteen minutes from Ocho Rios, on Jamaica's fabled North Coast and neighboring Ian Fleming’s "Golden... more
Additional Fees: Damage Waiver $299.00 flat
$2,279 - $5,240 /night
Someday Soon
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$2,251 - $6,000 /night
Hyde Park
6 Bedroom Villa, 9 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 17.5%
$2,245 - $3,350 /night
Timbuktu By The Sea
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Timbuktu is a modern, contemporary villa with the most beautiful seafront. The entrance is through handsomely carved doors that lead into the main living area. A covered verandah and dining area lead out to the pool with... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,209 - $5,146 /night
Bougainvillea House
5 Bedroom Villa, 5 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 17.5%
$2,199 /night
Almond Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Ideal for couples travelling together, the two-story oceanfront Almond Villa features four king bed bedrooms, each with a private veranda. Highlights include a living room, dining area, billiard room, and outdoor covered... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$2,160 - $4,500 /night
Olive Branch Villa
5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Just three minutes from the beach and nestled in the hills of Oracabessa, Olive Branch Villa sits on beautifully landscaped grounds boasting a panoramic view of the Caribbean Sea’s coastline, with cool hills hugging th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,132 - $7,566 /night
Karma Bay
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 17.5%
$2,100 - $5,280 /night
A Summer Place
7 Bedroom Villa, 9 Bathrooms, Sleeps 14
Nestled on its own sandy beach by the blue waters of Discovery Bay, A Summer Place is a spacious and playful family home. The design is of typical Caribbean gingerbread style with hand carved fretwork trimming the length... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,090 - $4,650 /night
Fairway Manor
7 Bedroom Villa, 9 Bathrooms, Sleeps 14
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
$2,090 - $4,563 /night
Villa Paradiso
8 Bedroom Villa, 8 Bathrooms, Sleeps 18
Welcome to Villa Paradiso, an exquisite villa in the prestigious Mammee Bay Estate in Ocho Rios. Renowned for its pristine white sand beaches and captivating attractions like Dunn’s River Falls, Dolphin Cove, and Mysti... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$2,071 - $4,271 /night
Villa Christina
5 Bedroom Villa, 7 Bathrooms, Sleeps 11
Villa Christina's Tuscan estate offers five luxury bedroom suites featuring stunning views of both the Caribbean Sea and the mountains. Generous entertainment areas include a billiards room complete with a wet bar and ei... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
Taxes: 10%
Taxes: 10%