Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,560 - $3,910 /night

Bananaquit

5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Bananaquit is a luxurious villa for holiday rental located on the Sugar Hill Resort. This property is strategically located at the end of Plantation Drive in Barbados which offers the guests much privacy. Offering 3 bedr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,550 - $5,895 /night

Twin Palms

7 Bedroom Villa, 6 Bathrooms, Sleeps 14
Twin Palms Villa is directly oceanfront in the Rum Point district and enjoys a sandy beach and protective coral reef with excellent snorkeling. No neighbors on either side ensure guest privacy. New contemporary pool and ... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,550 - $3,795 /night

Our Cayman Cottage

7 Bedroom Villa, 8 Bathrooms, Sleeps 20
Welcome to Our Cayman Cottage! A private retreat, hidden in the East End along the reef-protected coast, this stunning home features elevated ocean views and luxurious resort-like amenities. Spanning 6,500-square feet... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,550 - $4,750 /night

Old Trees 302 | La Mirage

4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
La Mirage is a luxury beachfront penthouse holiday apartment on the West Coast of Barbados. Up to eight guests can comfortably stay in this villa’s four en-suite bedrooms and children are also welcome. This Barbados ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,539 - $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%
$1,525 - $3,750 /night

Happy Trees

4 Bedroom Villa, 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. Happy Trees is a magnificent fo... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 12.5%
$1,520 - $5,000 /night

Aqualina Villa

5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Relax in comfort in this luxurious five-bedroom ocean-view villa. This villa combines the carefree, luxurious atmosphere of a five-star resort and the privacy and safety of your own personal villa. From the moment you dr... more
Additional Fees: Cleaning Fee $500.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
$1,513 - $3,026 /night

Chateau Genesis Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Château Genesis, located on the unspoiled island of Anguilla in the British West Indies, is one of the newest villas for rent in Anguilla. This gracious three-bedroom oasis is inspired by Caribbean architecture yet prov... more
Additional Fees: Damage Waiver $299.00 flat
$1,500 - $3,500 /night

Tortuga C-15

5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
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%
$1,500 - $2,700 /night

2 BDM Panoramic Ocean View Suite

2 Bedroom Hotel, 2 Bathrooms, Sleeps 4
Located atop the highest point of Portici Beach’s cliffside, this two-bedroom suite features a central living room area with a Wet bar and private patio access to all rooms. Groups of four can enjoy a shared living spa... more
$1,500 - $3,000 /night

Pebble

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Located on the secluded East Coast of Barbados, Pebble is a beachfront, holiday villa that blends with the earth itself, bearing all the perfect imperfections of the rugged, windswept side of Barbados. Designed by Sophie... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$1,500 - $4,714 /night

Beau Rivage

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Beau Rivage, an exclusive retreat nestled along the pristine shores of Baie Rouge Beach in St Martin. Baie Rouge Beach, nearly a mile of soft sand, is a tranquil and naturally beautiful gem. This idyllic property is enve... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
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