Jamaica Vacation Rentals
Luxury Villa Rentals in Jamaica for 2+ people
$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 equipped kitchen, living room, din... more
$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, en-suite bathrooms, private veranda... more
$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 living area witha private swimming poo... more
$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 ideal for your group to enjoy time ... more
$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 stunning renovation has created the all... more
$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, Spanish Cove is a charming clapboard b... more
$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 hoop, and a heated pool.
In Caribb... more
$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 rate (plus a 15% service charge). Gu... more
$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 the Blue Mahoe restaurant and Organ... more
$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 villa in Discovery Bay extends a warm i... more
$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 time warp, visiting Jamaica's countrys... more
$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 rate (plus a 15% service charge). Gu... more