Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$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 privacy and relaxation. Built-in the t... more
$400 - $1,150 /night

Parnassus Cottage

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts. Discover luxury living at its finest at Parnassus Cottage, a rec... more
$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 Capriolo", better known as the ultimate l... more
$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 authenticity. Inside its two buildings, the ... more
$400 - $1,171 /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 rental welcomes families or couples ... more
$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-water deck with a tiled cabana. Guest... more
$350 - $1,500 /night

Forest Hills 35 | Bajan Sunset

2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Forest Hills 35 is a private end-of-row, two-bedroom villa, which benefits from Westerly sea views - this well-maintained golf residence is permanently staffed by an attentive housekeeper who will look after all your needs and for added peace of mind the ... more
$350 - $995 /night

Papaya Cottage

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Papaya Cottage is part of the Sea Orchard Retreat. Guests staying in the Papaya Cottage have access to all the amenities and services provided by Membership. More Information below. Papaya Cottage is a two-bedroom oceanfront home i... more
$350 - $995 /night

Mango Cottage

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Guests of Mango Cottage have access to the Sea Orchard Retreat. Retreat amenities include an oceanfront pool and hot tub, poolside chaise lounges, umbrellas and sunbed and fitness centre. Mango Cottage is a two-bedroom oceanfront home ... more
$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 setbacks between most oceanfront neighbou... more
$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 ($), Club House ($), beach facilities at Mullins... more
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Turnstone

3 Bedroom Apartment, 4 Bathrooms, Sleeps 8
The new Turnstone Villa is a one-of-a-kind island sanctuary nestled among lush tropical vegetation and Virgin Gorda’s iconic granite boulders. Set on over an acre of land, this villa offers an unparalleled sense of peace and privacy. From its spacious d... more
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