Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$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 - $7,400 /night

Bird of Paradise

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Perched on an enchanting cliff, Bird of Paradise offers panoramic views of the Caribbean Sea and the nearby islands of St. Bart and St. Martin. The villa embraces the concept of indoor-outdoor living, with walls that fol... 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%
$1,845 - $4,215 /night

Hacienda B31

6 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%
$1,845 - $6,212 /night

Crystal Sunrise Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
This four bedroom home has gorgeous views of St. Maarten and is a 2-minute drive (5-minute walk) to Sandy Hill Bay beach. You know you have reached somewhere special as you drive up to the house and park. The entrance is... more
Additional Fees: Damage Waiver $299.00 flat
$1,839 - $3,358 /night

White Owl

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%
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