Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,755 - $5,500 /night
Kai Kala
10 Bedroom Estate, 10 Bathrooms, Sleeps 22
Guests should be aware that part of the villa is perched near a large cliff that can be dangerous for small children and large groups. Please take this into consideration when making your booking.
... more
Additional Fees: Damage Deposit $2500.00 flat
$1,750 - $3,500 /night
Villa Opal
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Discover your perfect getaway at this brand-new villa located in the serene Long By area, in Providenciales. This luxurious retreat boasts 4 spacious bedrooms, each with its own en-suite bathroom, walk-in closets and an ... more
Additional Fees: Cleaning Fee $500.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,750 - $3,500 /night
Villa Topaz
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Discover your perfect getaway at this brand-new villa located in the serene Long By area, in Providenciales. This luxurious retreat boasts 4 spacious bedrooms, each with its own en-suite bathroom, walk-in closets and an ... more
Additional Fees: Cleaning Fee $500.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,750 - $3,500 /night
Villa Emerald
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Discover your perfect getaway at this brand-new villa located in the serene Long By area, in Providenciales. This luxurious retreat boasts 4 spacious bedrooms, each with its own en-suite bathroom, walk-in closets and an ... more
Additional Fees: Cleaning Fee $500.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,750 - $3,600 /night
Windfall
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
The Fairmont Royal Pavilion is one of the most prestigious resorts in Barbados. Guests will have complimentary access to the Pavilion Beach Club and restaurants.
What first strikes you about Windfal... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,750 - $4,850 /night
Hacienda Mallet
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
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, Food & Beverage Deposit $500.00 flat
Taxes: 18%
Taxes: 18%
$1,750 - $4,650 /night
Portobello Villa
4 Bedroom Villa, 6 Bathrooms, Sleeps 8
Named after one of the most stylish roads in West London is Portobello Villa, the latest luxury holiday rental villa on the West Coast of Barbados. This beachfront pad includes 5 ensuite bedrooms, all of which offer mesm... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,750 - $3,255 /night
Ocean View Ridge 1 BDM Suite B
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The Oceanview Ridge One Bedroom features stunning ocean views, a primary bedroom with a California king size bed, well appointed bathroom with an indoor and outdoor shower, standalone tub, a spacious kitchen, living area... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,750 - $5,500 /night
Rose of Sharon
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Rose of Sharon is located within the prestigious Sandy Lane Estate. Guests have access to Clubhouse facilities, beach chairs, cushions, umbrellas and tennis courts.
Named after the naturally beautif... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,750 - $4,670 /night
Pool House
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Pool House Villa offers a spacious living environment in an enviable location. Built to a high specification, the villa was completed. The interiors feature polished hardwood floors and Balinese-style cathedral ceili... more
Additional Fees: Damage Waiver $299.00 flat
$1,750 - $4,295 /night
Cayman Castle & Guesthouse
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Cayman Castle and Guesthouse sits directly oceanfront on a private 2-acre gated estate and enjoys a wide white-sandy beach with fabulous snorkeling, kayaking, and sunbathing.
Two private pools, multi-tiered ocean terr... more
Additional Fees: Departure Cleaning Fee $250.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,750 - $5,500 /night
Arrecife 69 | Allegra
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,750 - $5,500 /night
Halle Rose
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Halle Rose is located within the prestigious Sandy Lane Estate. Guests have access to Clubhouse facilities, beach chairs, cushions, umbrellas and tennis courts.
Located on West Ridge Road, arguably ... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,750 - $4,000 /night
Arrecife 55
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Arrecife 55, a true gem within the esteemed Puntacana Resort & Club, stands as a paragon of luxury living. This highly coveted villa, renowned for its stunning views of the Caribbean Sea and the La Cana Golf Course, prom... more
Additional Fees: Security Deposit $2000.00 flat
Taxes: 18%
Taxes: 18%
$1,750 - $5,000 /night
Old Trees 102 | Firefly
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Firefly at Old Trees is a five-bedroom beachfront holiday villa in Barbados. This luxury home sits privately in the Old Trees development on the Platinum Coast of the island. This lateral apartment covers an entire floor... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,750 - $3,150 /night
Villa Calypso
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Calypso takes oceanfront vacationing to a new level. Ideally situated on Ocean Point, it is just a short stroll to Taylor Bay Beach, one of Providenciales' best-kept secrets. This spectacular vacation home is a bea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,750 - $4,500 /night
Amberley House
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Amberley House is a grand six b... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,749 - $5,091 /night
Reef House
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 17.5%
$1,740 - $4,980 /night
Crystal Waters
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Tranquil nights, clear waters, and sunny beachfront living await at this fabulous island retreat.
Spanning 5,200 sq. ft., Crystal Waters sits directly oceanfront on a 200-foot wide barefoot beach in Cayman Kai. With t... more
Additional Fees: Departure Cleaning Fee $275.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,738 - $5,583 /night
Anticipation
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 17.5%
$1,729 - $4,857 /night
La Salamandre
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
La Salamandre is a breathtaking villa nestled in the exclusive Terres Basses region of St. Martin, offering an unparalleled luxury retreat. This exquisite property combines opulent living spaces with stunning natural sur... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,725 - $3,150 /night
Boathouse 2 BDM
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Styled around a close-knit, village-like community aesthetic, the Boat Houses at South Bank are strategically positioned along the marina waterfront. Each offers a private dock (accommodating up to a 26′ boat), ensurin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,714 - $5,143 /night
Privilège Villa
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Villa Privilege is a hidden gem in the exclusive enclave of Anse Marcel, a serene and picturesque bay overlooking the neighboring island of Anguilla. Nestled within a lush green oasis, this breathtaking retreat offers th... more
Additional Fees: Security Deposit $4000.00 flat
Taxes: 10%
Taxes: 10%
$1,714 - $9,000 /night
Bonnie
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The villa rental Bonnie is a beautiful three-bedroom property overlooking the bay of St-Jean. With its luxurious amenities, bright living spaces and sparkling pool, this vacation rental in St. Barths offers an exceptiona... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $6,429 /night
Casa Aquila
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Casa Aquila offers the ultimate beachfront escape on the pristine shores of Baie Rouge, Terres Basses. This luxurious villa seamlessly blends contemporary elegance with laid-back island living, creating a haven for those... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,714 - $9,286 /night
Amis du Vent
3 Bedroom Villa, 5 Bathrooms, Sleeps 6
Villa Amis du Vent is a beautiful three-bedroom property with a heated swimming pool, ideally located in the private Mont-jean neighbourhood. Its breathtaking ocean views and upscale amenities make it the perfect place f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $8,571 /night
Rock
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the heights of Lorient, the sumptuous Rock welcomes guests in the heart of a lush tropical environment. Close to the beach and the renowned surf spot, this three-bedroom vacation rental is the perfect place fo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $9,286 /night
Gustavia Views
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Gustavia Views more than delivers on the promise that is made in its name. The luxury rental property, which has recently been renovated and become available for short-term stays, transports its guests back in time... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 /night
Elle
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the charming Pointe Milou neighbourhood, the luxurious rental villa Elle is a recently renovated property with a pop of decoration and colourful statues. Built into the cliffside, this contemporary vacation ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $3,571 /night
Acai
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Located a few minutes from the white sand beach of Flamands, the luxurious villa Acai offers an outstanding view of the ocean, the beach and the surrounding islands. Built over three levels in a traditional colonial styl... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $5,429 /night
Casa Cervo
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Set in a tropical courtyard with a circular drive, the grand raised entrance begins the crescendo for the view. Set right at the ocean's edge, the stunning scene flows over the wide green lawn right out to the turquoise ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,714 - $6,857 /night
Lagon Jaune
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Petit-Cul-de-Sac, the luxurious villa Lagon Jaune is a true haven of peace facing a breathtaking panorama. This four-bedroom vacation home is perfect for a large family or a group of friends travelling togethe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $8,571 /night
Krystel
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the hills of Lurin, the luxurious rental villa Krystel is a recent property that offers a breathtaking panoramic view over the bay of St.Jean and the surrounding hills. This four-bedroom vacation home is the p... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $5,714 /night
Ella
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Located midway between St. Jean and the village of Lorient, Villa Ella looks out over a sweeping view of blue sky and shimmering sea that will stay in your memory long after your visit has ended. Designed by an owner/arc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $10,000 /night
Sasha
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
The vacation rental villa Sasha is a sumptuous property located in Corossol with a splendid view over the ocean and the surrounding hills. Built in a modern style on three levels, its privileged location in the heart of ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $2,571 /night
Casa Rosada
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Casa Rosada, your Caribbean vacation home.
Casa Rosada is an architectural gem, perched on a hill overlooking picturesque Chalk Sound, capturing the cross breeze between the sound and ocean. As you look out... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,714 - $4,000 /night
Abby
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Abby is situated on the hillside of Vitet on a 32200 ft² plot next to a naturally preserved area. The view of the ocean, the islands and the lagoon is gorgeous. This spacious villa is very private. The open living and t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$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 f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$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 slee... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,700 - $4,500 /night
Hacienda La Paloma
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Guests staying within Puntacana Resort & C... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,700 - $5,000 /night
The Royal Westmoreland House
6 Bedroom Apartment, 6 Bathrooms, Sleeps 12
Located in the exclusive Royal Westmoreland Resort, The Royal Westmoreland House is a beautiful three-story villa with picturesque views of the Caribbean Sea.
Nestled within the prestigious Royal Westmoreland Resort, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
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%
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%
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%
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%
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%
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, Food & Beverage Deposit $500.00 flat
Taxes: 18%
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%
Taxes: 12%
$1,700 - $6,600 /night
Alinna
5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Alinna a contemporary oceanfront villa located on the shorelines of Chalk Sound National Park an interior living space in a large, open-concept style. The kitchen boasts top-of-the-line appliances; an electric cooktop, o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$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%
Taxes: 27%