Jamaica Vacation Rentals

Luxury Villa Rentals in Jamaica for 2+ people

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$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
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