Jamaica Vacation Rentals
Luxury Villa Rentals in Jamaica for 2+ people
Inquire for Rates
The Hermitage
4 Bedroom Villa, 3 Bathrooms, Sleeps 9
The Hermitage is designed with authentic Jamaican materials such as stone, marble, mahogany, and cedar to mirror features of authentic and traditional Jamaican homes. The villa features superb craftsmanship in mahogany a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$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 - $7,143 /night
Dragonfly
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$3,000 - $6,230 /night
Phoenix
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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 - $8,785 /night
Hummingbird House
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,877 - $6,275 /night
Point of View
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $3500.00 flat
Taxes: 17.5%
Taxes: 17.5%
$2,857 - $6,286 /night
Whispering Waters
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Whispering Waters offers seven bedrooms and en-suite bathrooms. Overlooking one of Jamaica’s loveliest crystal clear bodies of water, Discovery Bay. On its own private coral cove, this newest property can be rented alo... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,853 - $7,845 /night
Silent Waters Villa
9 Bedroom Villa, 6 Bathrooms, Sleeps 20
Welcome to Silent Waters Villa, the epitome of luxury and tranquility nestled amidst the lush hills of Montego Bay, Jamaica. With its awe-inspiring architecture, breathtaking views, and impeccable service, our award-winn... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$2,821 - $7,222 /night
Celestial Villa
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,751 - $5,532 /night
Zion Hill
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $3500.00 flat
Taxes: 17.5%
Taxes: 17.5%
$2,700 - $5,714 /night
Selah Villa
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Selah is a lush six-bedroom villa located in Runaway Bay. It sits on the sea where the waves gently break on shallow reefs and roll in, providing their own music. The beach is one mile of white sand for sunbathing, strol... more
Additional Fees: Pre-stock Fee $500.00 flat, Damage Waiver $299.00 flat, Grocery Deposit $1500.00 flat
$2,571 - $5,714 /night
Trinity
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%