Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,700 - $5,000 /night

The Royal Westmoreland House

6 Bedroom Apartment, 6 Bathrooms, Sleeps 12
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the $10 per person per day fee, guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,700 - $6,000 /night

Horizon Villa

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Tucked away in the peaceful, gated Sunny Bay Estates, this 4-bedroom villa has everything you’ve ever wanted: jaw-dropping views of Silly Creek, luxurious Versace details, and spaces designed for pure relaxation and fu... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning fee $1000.00 flat
Taxes: 12%
$1,700 - $3,500 /night

Agave Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Centrally located in South Hill, Villa Agave is just a short drive from many of Anguilla’s top beaches and restaurants. A brief hike or drive down the hill brings you to Sandy Ground Bay, a stunning mile-long beach dot... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,700 - $3,600 /night

Palm Tree Villa

4 Bedroom Apartment, 3 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. Nestled within the prestigious ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,700 - $5,750 /night

Angel Point

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa Angel Point is a luxurious five-bedroom retreat on Anguilla's tranquil Caribbean coast. Completely renovated in 2023, this contemporary villa in Anguilla offers breathtaking views of St. Martin from its sun-soaked ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,700 - $5,000 /night

Sundeck

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Sundeck is a gorgeous villa located in an ideal location along Westmoreland Ridge. There are five spacious en-suite bedrooms with air-conditioning, rain showers and views across the ocean and the golf course. The mast... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 12.5%
$1,700 - $2,950 /night

Cerezas Modern

5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$1,700 - $7,500 /night

Big Chill

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Big Chill is an expansive, modern home located in Leeward’s prestigious canal system with close proximity to some of the best beaches in Turks and Caicos. The living, dining and kitchen area combine for one large �... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$1,700 - $4,280 /night

1 BDM Oceanfront Suite at The Palms Turks & Caicos

1 Bedroom Condo, 1 Bathrooms, Sleeps 2
The meticulously-designed, spacious 1,500 square foot one bedroom suites at The Palms Turks & Caicos offer a comfortable king bed with custom-made, premium bed linens. Features include one and a half luxury bathrooms wit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$1,700 - $3,536 /night

2 BDM Deluxe Oceanfront Suite at Windsong Resort

2 Bedroom Condo, 2 Bathrooms, Sleeps 4
This generous, airy suite with 1968 square feet, ten-foot ceilings and Travertine marble floors feels more like a home than a vacation suite. Upon entry, delightfully open interiors boast a magnificent backdrop of turquo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$1,700 - $13,571 /night

Vesper

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in a private domain on the heights of Lurin, the beautiful rental Villa Vesper provides upscale services for an unforgettable vacation in St Barths. This splendid house has been designed in contemporary décor wi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,700 - $12,143 /night

Coco Rock

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Located on the hillside of Petit-Cul-de-Sac, the luxury vacation rental villa Coco Rock is a charming and refined home for your next holidays in St-Barts. It is a true haven of peace close to the beaches of Petit-Cul-de-... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
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