Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,500 - $7,714 /night

Bellissima

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a Rental Escapes villa specialist. Ideally located on the heights of G... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,500 - $2,607 /night

Anniversary House

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on the lush hillside above Leverick Bay, Anniversary House features unmatched panoramic sunrise and sunset views of the North Sound and surrounding islands, including Necker and Anegada. The villa offers a seclud... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
$1,500 - $5,000 /night

Ca Limbo

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Nestled within the renowned Sandy Lane Estates, Ca Limbo is perfectly situated along the popular west coast, just minutes away from fabulous restaurants, shops, and world-class beaches. As a guest, you’ll also have exc... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$1,500 - $4,286 /night

Ushuaia

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the district of Flamands, towards Petite Anse, at the entrance to the road to Colombier Beach, villa Ushuaia offers a sumptuous view of the sea and the neighbouring islands off St Barthélemy. Composed of f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,495 - $4,295 /night

Cayman Castle & Guesthouse

7 Bedroom Villa, 8 Bathrooms, Sleeps 20
Cayman Castle and Guesthouse sits directly oceanfront on a private 2-acre gated estate and enjoys a wide white-sandy beach with fabulous snorkeling, kayaking, and sunbathing. Two private pools, multi-tiered ocean terr... more
Additional Fees: Departure Cleaning Fee $250.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
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Cottonwood Cottage

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The most nature-integrated villa, Cottonwood Cottage has two-bedroom suites on four beachfront acres surrounded by dense tropical foliage. The Treehouse, located below Cottonwood, is a bar, living, and dining space overl... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,485 - $2,950 /night

Villa la Percha

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Perfect for families or groups, Villa la Percha offers a one-of-a-kind escape. From the mesmerizing views from each bedroom, to the spectacular patio and pool deck, to kayaking in the pristine waters of Taylor Bay, this ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$1,470 - $2,398 /night

Deluxe 1 BDM Oceanfront Suite at Alexandra Resort

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Newly renovated One Bedroom Suite featuring a balcony or terrace with direct ocean views facing Grace Bay Beach. The primary bedroom offers a king bed, flat screen television and a full ensuite bathroom standup shower. T... more
Additional Fees: Damage Waiver $299.00 flat
$1,466 - $3,726 /night

Wheel House

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
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%
$1,452 - $4,400 /night

Palm Ridge 10 | Benjoli Breeze

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the $10 per person per day fee, guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach ... more
Additional Fees: Damage Waiver $299.00 flat, Security Monitoring $120.00 daily
Taxes: 12.5%
$1,450 - $2,200 /night

Coral Cove 9 | Beachi

3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
This impeccable 2,400 sq. ft. three-bed beach front apartment is situated on the 2nd floor on the northern end of the ideally positioned Coral Cove apartment building and enjoys the best of sea, beach and classic Caribbe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,450 - $4,750 /night

Mango Walk

6 Bedroom Villa, 8 Bathrooms, Sleeps 12
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the $10 per person per day fee, guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach ... more
Additional Fees: Security Deposit $3500.00 flat
Taxes: 12.5%
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