Jamaica Vacation Rentals

Luxury Villa Rentals in Jamaica for 2+ people

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$1,199 - $1,999 /night

Palm Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Live the luxe life with a private swimming pool and covered outdoor living space at our Palm Villa. This two-story oceanfront villa features five bedrooms with king beds, en-suite bathrooms, private verandas, a fully... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,199 - $1,999 /night

Cottonwood Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Treat the whole family to our five-bedroom Cottonwood Villa, where a private swimming pool and covered outdoor living space overlook the ocean. This exquisitely furnished villa features five bedrooms with king beds, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,199 - $1,999 /night

Almond Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Plan a couple's vacation! The two-story oceanfront Almond Villa features four bedrooms with king-size beds and a private veranda. Highlights include a living room, dining area, billiard room, and outdoor covered livi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,199 - $1,999 /night

Naseberry Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Spread out in our two-floor, three-bedroom, three-bathroom Naseberry Villa. Featuring a fully equipped kitchen, living room, dining area, bar, and powder room, as well as private verandas off of each bedroom, it’s ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,150 - $3,037 /night

Almond Hill

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Almond Hill is a lovely private home located on a former 500-acre coconut plantation just 22 minutes west of Montego Bay and a five-minute drive from Round Hill, where guests enjoy complimentary resort membership. A stun... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,142 - $2,500 /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, with a wide veranda and beautiful decorative fan lights throughout, Spa... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,092 - $2,358 /night

Serenity by the Sea

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Serenity is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay. Grounds include a shared tennis court, basketball ho... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,071 - $3,960 /night

Sunrise

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%
$1,050 - $3,949 /night

Noble House

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
This accommodation includes complimentary access to the Ocean Cliff Hotel in Negril, an 80-minute drive from the villa. You can enjoy their ocean-fed pool and sandy beach. Additional services such as meals from ... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$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 - $3,000 /night

Coach House at Good Hope

7 Bedroom Villa, 10 Bathrooms, Sleeps 14
The Coach House at Good Hope is a fantastic informal gathering place for families, retreats, and friends - with space for togetherness, space for discovering nature, and space for alone time. Like traveling through a tim... more
Additional Fees: Service Fee $50.00 flat, Damage Waiver $299.00 flat
Taxes: 10%
$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%
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