Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,714 - $4,571 /night

Casa Tigre

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Looking out from a hillside in Vitet, the luxurious vacation rental property Casa Tigre opens onto a wide vista over the clear waters of the Atlantic Ocean, the Caribbean Sea, and the bay of Grand-Cul-de-Sac. This cozy four-bedroom home is the ideal spot ... more
$1,710 - $4,150 /night

Garden View Double Junior Suite at The Shore Club

2 Bedroom Condo, 2 Bathrooms, Sleeps 4
The unique design allows you to have two Junior Suites connect to each other. Each Junior Suite features a comfortable king bed with custom-made premium linens. other features include a sitting area with a full-size sleeper sofa, a spacious bathroom with ... more
$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 ($), beach facilities at Mullins Beach Club ($... more
$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 fun. Whether you’re soaking in the ... more
$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 dotted with bars and restaurants. As t... more
$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 Sandy Lane Estate on the enchanting... more
$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 terraces, furnished with comfortabl... more
$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 master bedroom features a sea-view priv... more
$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 Resort facilities and amenities includ... more
$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 ‘Great Room’ that creates a comfo... more
$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 with an array of quality bathing produ... more
$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 turquoise views through double pocketing,... more
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