Jamaica Vacation Rentals
Luxury Villa Rentals in Jamaica for 2+ people
$3,300 /night
MilBrooks Resort Villa
10 Bedroom Villa, 11 Bathrooms, Sleeps 20
Surround yourself with the timeless elegance of Milbrooks Resort, Rose Hall, Jamaica. Located within walking distance from the world famous Half Moon Golf Course in Montego Bay.
An Exclusively Elegant Boutique Villa, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$3,286 - $9,000 /night
Sundance
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$3,285 - $5,715 /night
Makana
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Makana is one of the most glamorous private villas on the precious strip of land that borders Discovery Bay. The site itself is remarkable: a spacious villa with a private tennis court and swimming pool on a sugary white... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$3,253 - $10,714 /night
Stella by the Sea
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$3,142 - $7,715 /night
Sea Salt at Old Fort Bay
9 Bedroom Villa, 9 Bathrooms, Sleeps 18
Sea Salt is the perfect family or friend’s getaway, situated on two, beautifully cared-for lawns that nudge the golden sand half-moon beach of Old Fort Bay. There is a top-notch staff that will look after your every wi... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$3,142 - $5,715 /night
Amanoka
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Located on beautiful Discovery Bay, Amanoka is one of the most stunning villas in this collection. From the spacious verandah and pool, a barefoot stroll leads down a soft lawn to the 70’ white sand beach, clear turquo... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
Taxes: 5%
Taxes: 5%
$3,142 - $6,572 /night
Fortlands Point
9 Bedroom Villa, 9 Bathrooms, Sleeps 18
On a stunning promontory, once the site of an old stone fort, sits a remarkable Premier home named Fortlands Point. From its breathtaking location on the tip of the peninsula, the commanding view encompasses the turquois... more
Additional Fees: Service Fee $50.00 flat, Security Deposit $3000.00 flat
$3,071 - $5,714 /night
Pineapple House
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$3,035 - $6,929 /night
Aquamarina Villa
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Aquamarina is a beautiful luxury villa perched on the top of the hill with complete sea frontage, the views are fabulous. Located on the east side of Ocho Rios, about ten minutes from the center of town. Aquamarina’s r... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
Taxes: 15%
Taxes: 15%
$3,000 - $6,143 /night
Villa Lido
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
This old family home has been re-born as a fabulous contemporary beach house. Situated right on the white sand, half-moon beach at Old Fort Bay. Beautifully designed and finished, incorporating family air looms and a chi... more
Additional Fees: Service Fee $50.00 flat, Damage Waiver $299.00 flat
$3,000 - $6,857 /night
Dragonfly
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,986 - $7,986 /night
Hummingbird House
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%