Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$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 - $5,850 /night

Love and Livity

5 Bedroom Villa, 6 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: Damage Waiver $299.00 flat
Taxes: 17.5%
$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%
$1,500 - $3,143 /night

Abacus Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests of Abacus Villa 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 mand... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,500 - $5,500 /night

Tortuga H6 | Rosana

5 Bedroom Apartment, 7 Bathrooms, Sleeps 12
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 - $4,200 /night

Twin Palms Villas

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Twin Palms Villas is undoubtedly one of Anguilla’s most conveniently situated vacation homes. For larger parties, a two-bedroom Beach Palm Villa can be combined with a three-bedroom Coconut Palm Villa to create a spaci... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,500 - $2,395 /night

The Vacation Haven

4 Bedroom Villa, 5 Bathrooms, Sleeps 12
The Vacation Haven is a magnificent luxury villa located in the beautiful hills of the historic landmark Rose Hall, Montego Bay, Jamaica. It is in a private gated community, adjacent to the beautiful Rose Hall Golf C... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,500 - $3,500 /night

Arrecife 48

5 Bedroom Villa, 6 Bathrooms, Sleeps 12
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 - $6,050 /night

Sandy Shore

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Sandy Shore is a 4-bedroom all-suite beachfront villa located on the Southside of Providenciales in the Turtle Tail region. The villa boasts an open-concept kitchen and living room area, perfect for entertaining while... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
$1,500 - $5,714 /night

Endeavour

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The charming holiday rental Endeavour is located on the heights of Toiny in the heart of a beautiful environment. With a breathtaking view over the Petit-Cul-de-Sac lagoon and the neighbouring hills, and nestled at the e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,500 - $4,000 /night

Sugar Apple Villa

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Only five minutes from award-winning Grace Bay Beach, Sugar Apple is a brand-new villa located on the serene, canal-side cul-de-sac of Kira Island. Sitting directly on the Leeward Marina, opposite Mangrove Cay and wit... more
Taxes: 22%
$1,500 - $4,000 /night

Grand Outlook Villa

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Nestled within a gated compound, Grand Outlook offers an unparalleled sanctuary for tranquility and rejuvenation beneath the azure skies of Anguilla, situated at the island's second-highest point. This luxurious retreat ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
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