Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$950 - $3,800 /night
Villa Nuit Jade
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Experience an exceptional stay in the heart of the prestigious Terres Basses residence at Villa Nuit Jade. This stunning five-bedroom villa with en-suite bathrooms perfectly combines luxury, modern comfort, and refined e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$950 - $2,500 /night
Tortuga A2
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$950 - $2,500 /night
Harikoa
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Harikoa, the Maori word for joy, happiness, and euphoria, perfectly encapsulates the essence of this tranquil retreat. Nestled within an acre of meticulously landscaped grounds, Harikoa boasts four exquisite ensuite bedr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$950 - $3,100 /night
Firefly
5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
The Sugar Hill Resort community offers a number of resort amenities. Guests will have access to the Clubhouse, restaurant, resort swimming pools and tennis courts.
Welcome to Sugar Hill Firefly, a cla... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$950 - $4,554 /night
Hacienda B25 | Casa Maroc
6 Bedroom Apartment, 6 Bathrooms, Sleeps 16
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $100.00 flat
Taxes: 23%
Taxes: 23%
$950 - $2,300 /night
Cloud Cottage
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Cloud Cottage is Anguilla's charming cliffside oasis. This gem of a property is newly renovated with a stunning professional-grade kitchen and open plan living/dining area, which opens up through sliding glass doors onto... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$950 - $2,500 /night
Tortuga B8 | Casa Bella
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$950 - $2,500 /night
Little Bay View Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Little Bay View is a newly constructed, modern oasis perched above Anguilla’s iconic Little Bay beach. This three-bedroom retreat offers breathtaking views of the surrounding cliffs and represents the pinnacle of... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$950 - $2,800 /night
Xoxo
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa XOXO is more than just a luxury villa; it’s a place where families and friends come together to create cherished memories. Nestled in the heart of paradise, this villa seamlessly blends modern comfort with the aw... more
Additional Fees: Cleaning Fee $550.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$950 - $3,286 /night
Villa Wellness
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Nestled in the heart of the Terres Basses, Villa Wellness invites you to experience an extraordinary retreat where luxury, tranquility, and well-being converge for an unforgettable escape.
Upon entering this opulent s... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$950 - $1,785 /night
Oceanfront Pool Studio
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Located directly overlooking the stunning 100-foot swimming pool with breathtaking views of the ocean. The oceanfront pool studio features a California King bed, well-appointed bathroom with L’Occitane amenities, an oc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$950 - $2,400 /night
The Cove
4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Welcome to "The Cove," a luxury beachfront penthouse nestled in the heart of St. Maarten's exclusive "The Cliff" enclave. This unparalleled residence offers the epitome of oceanfront opulence and privacy, combining the a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$950 - $2,500 /night
Tigh-Na-Mara Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Tigh-na-Mara Villa, or as its name translates to, the "House by the Sea," is nestled centrally on the sun-drenched island of Anguilla in Elsie Bay, making it a prime Anguilla villa rental. This exquisite property encapsu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$950 - $1,700 /night
Anchorage
3 Bedroom Estate, 3 Bathrooms, Sleeps 6
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Anchorage is a charming single-... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$950 - $1,950 /night
Sandy Cove 302 | The Pearl
3 Bedroom Condo, 3 Bathrooms, Sleeps 6
The Pearl at Sandy Cove is an elegantly furnished three bedroom apartment nicely situated on the third floor of the well maintained and privately owned Sandy Cove residential development and boasts breath-taking views of... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$945 - $2,450 /night
Casa Luna 14
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to Casa Luna, a luxurious seaside residential resort nestled along the coastline just south of Seven Mile Beach.
Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winning landsc... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$943 - $6,667 /night
Manonjul
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on a hilltop above Devé, the rental villa in St. Barths Manonjul is a beautiful property with fantastic views over the ocean and glorious sunsets. This very private and comfortable three air-conditioned-bedroom ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$943 - $2,857 /night
Eranos
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Overlooking the quiet bay of Anse des Lézards, the charming vacation rental villa Eranos in St-Barths is a modern and elegant property built on two levels. The superb view over the ocean and the quality of its services ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$943 - $2,400 /night
Calypso
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Calypso is a charming Caribbean-style property ideally located in a quiet area of Anse des Cayes. It offers a splendid view over the ocean and the surrounding hills in a lush green environment. Close to all ameniti... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$943 - $4,557 /night
Mirabelle
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Mirabelle is a stunning waterfront property situated on top of a hill, offering breathtaking views of the Simpson Bay lagoon in St Martin. This gorgeous villa is nestled in the midst of a tropical garden and boasts... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$943 - $4,285 /night
Les Palmiers Bleus
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Just steps away from the beautiful and tranquil beach of Plum Bay in Terres Basses, the modern architecture of Les Palmiers Bleus offers contemporary interiors and seamless indoor/outdoor living in a lush tropical settin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$930 - $2,505 /night
Alizee
7 Bedroom Villa, 7 Bathrooms, Sleeps 18
Alizee is an impressive seven-bedroom, seven-bathroom luxurious villa located in Guana Bay, within walking distance of Guana Bay Beach. The spectacular views, the backdrop of sky, sea, and the villa are absolutely stunni... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$930 - $1,650 /night
Wag Water
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Wag Water is a charming three-bedroom villa overlooking the sea and forming part of the historic Prospect Estate.
The combination of a spacious living room along with an extensive covered veranda, with ample space fo... more
Additional Fees: Damage Waiver $299.00 flat
$930 - $2,857 /night
La Siesta
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa La Siesta is a stunning property located in St Martin, offering panoramic views of the Caribbean Sea, the island of Anguilla, Marigot Bay, and the Simpson Bay Lagoon. Designed in a Caribbean style, the villa exudes... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$929 - $1,714 /night
Do Dragan
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The villa rental Do Dragan is a charming property located right on the beautiful Flamands Beach. With its full ocean view and direct access to the white sand, this beachfront vacation rental in St-Barths is a peaceful an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$929 - $4,286 /night
Etoile de Mer
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Etoile de Mer is a charming three-bedroom property ideally located in St-Jean in front of a stunning panorama. Nestled in the rolling hills, this lovely villa rental with a swimming pool faces the sparkling waters of the... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$929 - $2,857 /night
Angel Rock
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Colombier, the vacation rental villa Angel Rock is a contemporary property with a splendid ocean view. Luxurious and functional, this two-bedroom house offers upscale services in a magnificent n... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$929 - $3,429 /night
Dadaye
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Dadaye is a charming three-bedroom property with a swimming pool overlooking Lorient Bay. Very spacious and comfortable, this vacation rental for six guests in St-Barths offers luxurious amenities in a privileged e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$929 - $4,286 /night
Always
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation rental Always is a superb property ideally located in the Colombier district, the perfect place to enjoy an unforgettable stay in St-Barths. The panoramic view over Corossol Bay and Gustavia is breathtaking,... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$929 - $3,571 /night
Oiseau Bleu
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Located on the heights of St. Jean, the luxury villa Oiseau Bleu is a newly built property with a breathtaking ocean view. Very contemporary and equipped with the best amenities and noble materials, this three-bedroom ai... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$929 - $4,286 /night
Ocean Vibes
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Vitet in the Dévé neighbourhood, the vacation rental Villa Ocean Vibes is a superb property opening onto an impressive panorama over the ocean, from Grand-Cul-de-Sac to Toiny, and the glowing ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$929 - $5,000 /night
Adharra
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ideally located on the heights of Pointe Milou, the luxurious villa rental Adharra offers a spectacular view over the ocean, Lorient Bay and the surrounding islands. You’ll enjoy the glorious St-Barths sunsets from the... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$929 - $2,000 /night
Sheherazade
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Nestled on the Corossol hillside, the vacation rental Sheherazade is a splendid property opening onto a spectacular view over Gustavia Harbour and Corossol Bay. This very private oriental-inspired house is the ideal dest... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$929 - $2,857 /night
Wish
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in Colombier, the charming vacation home WISH offers an amazing view of the ocean and the glowing sunsets. Comfortable and very modern, this luxurious villa is ideal for a family or two couples vacationing togeth... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$929 - $3,429 /night
Ker Anna
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
With a wonderful panoramic view over St Jean Bay, Villa Ker Anna is a colour-filled dream both inside and out. The blue Atlantic Ocean stretches off toward Sint Maarten on the horizon, the green leaves of palm and guaiac... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$929 - $2,500 /night
Karukera
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the heights of Orient Bay, Villa Karukera offers a breathtaking 180° view of Orient Bay, Anguilla and St. Barts in the distance.
This beautiful, recently renovated, contemporary four-bedroom villa is the p... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$929 /night
Milonga
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on the Marigot hillside, the rental villa Milonga is a beautiful colonial-style property with breathtaking views over Marigot Bay, Turtle Island and Mont Jean hills. Conveniently located only a few minutes from t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$929 - $3,571 /night
Matajagui
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Built on the hills of Flamands, the sumptuous rental villa Matajagui offers a high range of services in a refined and modern atmosphere. Located only a few steps away from the Flamands beach, this charming property is bu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$925 - $3,050 /night
Harmony House
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Please note the beach experiences seasonal fluctuations in its accessibility.
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, plea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$914 - $1,571 /night
Villa Francais
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
In late 2022, this spacious villa was completely repainted, the pool deck was replaced, and all new furnishings were added throughout!
This magnificent Spanish-style family villa boasts five bedrooms, each with its ow... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$900 - $2,000 /night
Smugglers Cove 3
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Smugglers Cove 3 is a luxury beachfront apartment on the world-famous West Coast of Barbados. Stay at this first floor, 3 bedroom beautifully decorated apartment for your Barbados holiday.
The luxury apartment offers ... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$900 - $1,700 /night
40 Westmoreland Hills
4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the $10 per person per day fee, guests will have access to the golf course ($), tennis courts ($), Club House ($), beach facilitie... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$900 - $1,500 /night
Chateau de Mar
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Chateau de Mar is a charming 5-bedroom holiday rental villa located on the beautiful West Coast of Barbados. This stunning property offers a serene and luxurious retreat, situated just 10 steps away from the azure waters... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$900 - $2,330 /night
The Bay Suites
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The Bay Suites offer a luxurious, comfortable retreat with beautiful views of the Caribbean Sea and the lush surrounding area. Tucked into the hillside beyond Oil Nut Bay’s Beach Club, each suite offers a master bedroo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
Taxes: 31%
$900 - $1,300 /night
202 Grandview
2 Bedroom Condo, 2 Bathrooms, Sleeps 4
The Grandview is a boutique, private condominium building of 18 units located in an exclusive enclave overlooking beautiful Grace Bay, rated the best beach in the Caribbean. Guests enjoy the pristine and quiet environmen... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $250.00 flat
Taxes: 17%
Taxes: 17%
$900 - $2,200 /night
Emily House
7 Bedroom Villa, 6 Bathrooms, Sleeps 14
This stunning oceanfront villa in Barbados offers breathtaking views of the Atlantic Ocean, a modern open-plan design, and a relaxed beachy atmosphere. The villa has six bedrooms spread across different levels. The spaci... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $200.00 flat
Taxes: 12.5%
Taxes: 12.5%
$900 - $2,300 /night
Villa Uchi
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
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%
$900 - $1,900 /night
Villa Jasmine
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Jasmine effortlessly blends indoor and outdoor living with a lovely Mediterranean decor.
Built into an elevated hillside, this villa is ideally positioned to maximize privacy and take full advantage of the cool ... more
Additional Fees: Cleaning Fee $450.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$900 - $1,450 /night
Coral Cove 7 | Sunset
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a Rental Escapes villa specialist.
Please note: The beach experiences ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$900 - $3,571 /night
Iris
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The luxurious rental Villa Iris is located on the heights of Grand-Cul-de-Sac and offers a breathtaking panoramic view over the lagoon, Turtle Island and the ocean. Only a few minutes from the beach, this modern three-be... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%