Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$2,000 - $6,000 /night
Round Rock Estate
6 Bedroom Villa, 9 Bathrooms, Sleeps 12
Round Rock Estate is a contemporary six-bedroom villa on the idyllic island of Anguilla. Completely renovated in 2019, no expense was spared to make the most of the breathtaking waterfront location. Located in a quiet pa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$2,000 - $3,429 /night
Villa Rosa
5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Guests of Villa Rosa receive complimentary access to the Rose Hall Club. Benefits include discounted green fees at Cinnamon Hill and White Witch Golf Courses. Cart and caddie fees are separate. Caddies are mandat... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,000 - $6,500 /night
Limin' Da Coconut
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Limin’ Da Coconut is a stunning modern villa perched above Anguilla’s Little Harbour, set on a secluded stretch of coastline with turquoise waters and breathtaking blue skies, perfect for those seeking luxury villas.... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$2,000 - $7,143 /night
Mauresque
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Built on a hillside, Mauresque is a superb four-bedroom property located on the heights of Corossol, a picturesque village near Gustavia, beaches, the airport and restaurants. The view over the yachts sailing in and out ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,000 - $6,000 /night
Cocomaya at Apes Hill Club
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Refresh your body and soul at Apes Hill Golf & Beach Club. Guests will have complimentary access to all Club facilities including the Beach Club, swimming pool, Pool Club, tennis courts, restaurants and bars.... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$2,000 - $6,714 /night
Alpaka
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on the hillside of Flamands and close to the white sandy beach, the luxury vacation rental Alpaka is a true gem for your next vacation in St-Barths. Built recently in a contemporary style and a refined decoration... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,000 - $4,000 /night
Sunrise Villa
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
Sunrise Villa is a private beachfront villa rental that offers five acres of 400 feet of beachfront in the exclusive gated neighborhood of Orchid Bay Estates, Cabrera, Dominican Republic. Sunrise Villa has over 11,000 sq... more
Taxes: 12%
$2,000 - $4,643 /night
Cielo
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 17.5%
Taxes: 17.5%
$1,999 - $3,999 /night
Tortuga C17
7 Bedroom Apartment, 8 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,995 - $3,121 /night
Sea Palms
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests of Sea Palms villa are greeted by a paradise-like setting. The main house features a bright and airy great room with multiple areas for sitting and entertaining. The space has cool tile floors and high, wood-beam ... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 27%
Taxes: 27%
$1,995 - $7,995 /night
Villa Mora
7 Bedroom Villa, 8 Bathrooms, Sleeps 17
Welcome to Villa Mora. This luxurious 7-bedroom 7.5-bath gated ocean estate sits on over 200 feet of beachfront with fabulous snorkeling and breathtaking sunset views of tranquil South Sound.
Spanning over 8,000 sq. ... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,986 - $5,286 /night
Hesperides House
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Hesperides House is a brand new five-bedroom luxury waterfront accommodation in the Turks & Caicos Islands. Named for the mythical garden at the edge of the western world of ancient Greek lore, and the three nymphs of th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,971 /night
Oasis Palms
5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
strong>Nestled in the exclusive community of Cap Cana is Eden Roc, a luxury beach resort along the Caribbean Sea. Guests will have access to all Eden Roc resort facilities including a lagoon-style swimming pool, restaura... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,971 - $5,114 /night
Tichka
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
It is perfectly located above Flamands beach of facing the sunset …
Not too near the beautiful beach, just enough to give you a privacy, but at a feet distance to go down the stairs in stone in the garden from the bea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,964 - $4,790 /night
Casuarina
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$1,964 - $4,872 /night
Sugar Bay
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
On its own sugary white sand beach lapped by the turquoise waters of Discovery Bay sits the exquisite home Sugar Bay. Interiors have just been refreshed throughout and are distinguished by elegant custom-designed furnitu... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,960 - $4,460 /night
Mullins Mill
8 Bedroom House, 9 Bathrooms, Sleeps 16
Located on eight acres of landscaped grounds, Mullins Mill is a distinctive villa exuding unparalleled charm. Embracing its history, the main house intertwines modern comfort with the heritage of a 17th-century sugar mil... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,956 - $4,084 /night
Caribbean Wind
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Vibrant flowers of the tropics greet visitors at Caribbean Wind. The villa features a large, smartly decorated great room with two separate conversation seating areas and a well-appointed entertainment center. Lovely and... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
Taxes: 22%
$1,950 - $5,500 /night
Arrecife SB4 | Saman
7 Bedroom Apartment, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 18%
Taxes: 18%
$1,950 - $10,950 /night
Rip Kai
9 Bedroom Villa, 11 Bathrooms, Sleeps 24
A luxurious gated and walled ocean estate, available in either a 7-bedroom or 5-bedroom configuration, with a deep array of home technology, resort-like amenities, and optional staffing options gives Rip Kai a micro-reso... more
Additional Fees: Departure Cleaning Fee $595.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 34.4%
Taxes: 34.4%
$1,950 - $5,000 /night
Hacienda B15 | Casa Calma
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
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.
Guests staying within ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,950 - $6,600 /night
Alinna
5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Alinna a contemporary oceanfront villa located on the shorelines of Chalk Sound National Park an interior living space in a large, open-concept style. The kitchen boasts top-of-the-line appliances; an electric cooktop, o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$1,950 - $9,400 /night
Villa Skyline
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Unwind in the serenity of Villa Skyline, a space of pure sophistication. Perched at one of Providenciales’ most prestigious vantage points, you are poised to be mesmerized by the unparalleled ocean vistas painting your... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$1,950 - $7,143 /night
Villa Tamarind
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Tamarind Villa is a luxurious six-bedroom villa located directly on the beach at Smith’s Reef, western Grace Bay Beach. Each grand bedroom features an ensuite bathroom, and master suites have private balconies.
Exte... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,950 - $6,750 /night
Evolution
7 Bedroom Villa, 8 Bathrooms, Sleeps 18
Welcome to Evolution, an oceanfront paradise with picture-perfect panoramic views of Grand Cayman's south coast.
Located mid-island, our guests are only 20-25 minutes away from the airport and Seven Mile Beach, the sa... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,950 - $4,310 /night
Cliff Penthouse Suite
1 Bedroom Villa, 2 Bathrooms, Sleeps 2
Oil Nut Bay’s Cliff Penthouse is the epitome of exclusivity paired with island chic. With its spacious floor plan that seamlessly extends outdoors onto a wraparound terrace and large infinity pool, this is one of our m... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
Taxes: 31%
$1,950 - $3,150 /night
Villa Calypso
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Calypso takes oceanfront vacationing to a new level. Ideally situated on Ocean Point, it is just a short stroll to Taylor Bay Beach, one of Providenciales' best-kept secrets. This spectacular vacation home is a bea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,950 - $5,500 /night
Kai Kala
10 Bedroom Estate, 10 Bathrooms, Sleeps 22
Guests should be aware that part of the villa is perched near a large cliff that can be dangerous for small children and large groups. Please take this into consideration when making your booking.
... more
Additional Fees: Damage Deposit $2500.00 flat
$1,950 - $4,200 /night
Saramanda
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Nestled in the exclusive Sandy ... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,950 - $2,200 /night
Klairan
4 Bedroom House, 4 Bathrooms, Sleeps 8
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Set in over an acre and a half ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%