Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,857 - $3,286 /night

Tek Time

5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Guests of Tek Time receive a complimentary Half Moon Tennis & Beach Club membership. Benefits include access to Sunrise Beach, swimming pools, tennis courts, Jacuzzi, fitness centre, croquet and mini-putt green.... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,854 - $7,903 /night

Hanover Grange

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%
$1,850 - $12,950 /night

Bella Rocca

8 Bedroom Villa, 10 Bathrooms, Sleeps 20
Bella Rocca is where Caribbean luxury meets cinematic allure, offering a vacation experience like no other. This 8-bedroom, 8,300-square-foot villa is a private sanctuary set on Grand Cayman’s tranquil East End. Ima... more
Additional Fees: Departure Cleaning Fee $795.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
$1,850 /night

One Bedroom Pool Villa

1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Nestled into the hillside at the peak of Turtle Tail, our One-Bedroom Pool Villas offer a secluded and intimate sanctuary for our guests. Immerse yourself in breathtaking vistas of Sunset Cove Beach while indulging in th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$1,850 - $3,360 /night

Oceanfront 1 BDM Suite

1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The Oceanfront One Bedroom features a primary bedroom with a California king bed, a primary bedroom with a shower and a standalone tub, a spacious living area and terrace with a swimming pool, a full kitchen and a breakf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$1,850 - $7,800 /night

Dolphin Beach House

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Welcome to Dolphin Beach House Barbados Villa, an exquisite 6-bedroom haven nestled along the pristine shores of the West Coast. Immerse yourself in luxury as you step foot into this newly built retreat. With its generou... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$1,850 - $3,800 /night

Oceanfront Luxury 3 BDM Suite

3 Bedroom Hotel, 4 Bathrooms, Sleeps 6
The splendid Ocean Front Luxury Three Bedroom Suite is a unique haven. Its handsome and dramatic Caribbean Colonial decor showcases fine craftsmanship with stunning rattan-lined cathedral ceilings, Italian granite and ha... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$1,850 - $4,600 /night

Villas Luxury 2 BDM Suite

2 Bedroom Villa, 3 Bathrooms, Sleeps 6
*Actual room may differ from photos shown. Very spacious two-bedroom suites are located in the Villas Suites section for all ages. Each suite features an oceanfront primary bedroom with a king bed, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$1,850 - $4,950 /night

Champagne Shores

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Contemporary architecture frames stunning views of mountains and the sea. Champagne Shores shows off its oceanfront setting in thoughtfully designed indoor and outdoor living areas. Book the five-bedroom property separat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,850 - $7,400 /night

Bird of Paradise

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Bird of Paradise is one of the expertly crafted villas in Anguilla by acclaimed resort architects Wilson & Associates. These are the same creative minds behind Amandari in Bali, Las Ventanas in Cabo San Lucas, and the Pe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,850 - $5,200 /night

Hemingway House

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist. Please note: The beach experiences seasonal fluct... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,850 - $2,850 /night

Villa Turquesa

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
On the shores of Sapodilla Bay, Villa Turquesa offers a unique blend of luxurious amenities and laid-back island style. Located within the Ocean Point Drive Community, this expansive 4,750 sq.-ft. home features exquisite... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
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