Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$420 - $850 /night

Beacon Hill 305 | Penthouse

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Enjoying one-of-a-kind views of the Caribbean Sea while unwinding in a private plunge pool on your rooftop terrace. This West Coast Barbados penthouse has it all and is located across from Mullins Beach in the exclusive ... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $150.00 flat
Taxes: 12.5%
$414 - $1,171 /night

Cheyenne

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation rental Cheyenne is a charming property located in Vitet overlooking the ocean and the lagoon of Grand-Cul-de-Sac. Very well equipped and located close to all amenities, this three-bedroom villa with a swimmi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$414 - $1,714 /night

Kyody

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Built on a hillside on the heights of Marigot, the charming villa Kyody in St-Barths overlooks the beautiful lagoon of Grand-Cul-de-Sac and offers a spectacular panoramic view over the bay and the surrounding hills. T... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$407 - $983 /night

Greystone

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Greystone in St Martin ultra private Caribbean retreat, in five minutes by car to Plum Bay. Villa Greystone sounds like a luxurious and tranquil vacation home located in St. Martin, perfect for those seeking pri... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$400 - $1,214 /night

Casa Capriolo

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Construction is taking place nearby and may create some noise issues. Contact a Rental Escapes villa specialist for more information about how this may impact your stay. Introducing "Villa Casa Caprio... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$400 - $2,143 /night

Kaloo

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation rental villa Kaloo is a charming and recent three-bedroom property located in Pointe Milou’s residential area. Built-in a typical traditional architecture, villa Kaloo gently mixes refinement and authentic... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$400 - $1,143 /night

La Dorade

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Colombier, La Dorade is a charming Caribbean-style villa with a panoramic view over the ocean and the glorious sunsets. Very well equipped and close to all amenities, this two-bedroom vacation r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$395 - $775 /night

KiToCay

3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Welcome to KiToCay! This 3,000 sq. ft. home is located in the village of Old Man Bay on the island's beautiful North Side. KiToCay boasts a panoramic oceanfront living area with spectacular views, plus an over-the-wa... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
$365 - $690 /night

Waterside 101

2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Waterside 101 is a beautiful beachfront, executive ground floor condo located on the Platinum Coast of the island. This luxury condo offers two air-conditioned ensuite bedrooms equipped with ceiling fans, a fully equi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
$350 - $1,500 /night

Forest Hills 35 | Bajan Sunset

2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
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
Taxes: 12.5%
$350 - $995 /night

Castle Guesthouse

2 Bedroom Villa, 2 Bathrooms, Sleeps 6
Castle Guesthouse is directly oceanfront on an elevated cliff. While it shares a two-acre gated lot and private beach with the larger Cayman Castle, it is quite private, tucked over 70 feet (more than the combined setbac... more
Additional Fees: Departure Cleaning Fee $125.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
$275 - $1,150 /night

Cassia Heights 14

3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Social Membership included in this villa, guests will have access to the gym ($), golf course ($), tennis courts ($), Club Hou... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
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