Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$900 - $1,600 /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, equipped with modern conveniences such as satellite TV, VCR... more
Additional Fees: Damage Waiver $299.00 flat
$899 - $1,999 /night
Mango Villa
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Our two-story Mango Villa has a living room, kitchenette, and dining area, as well as two bedrooms, each with a king-size bed, and two bathrooms. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$899 - $1,999 /night
Seagrape Villa
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Dine in the fragrant tranquility of your private walled garden in our one-bedroom, one-bathroom Seagrape Villa. This spacious retreat has a living room, a full kitchen, a primary bedroom with a king-size bed, and a share... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$895 - $2,295 /night
Hidden Treasure
5 Bedroom Villa, 5 Bathrooms, Sleeps 14
Guests of this accommodation can take advantage of the benefits included in the Silver Thatch Membership. Contact a Rental Escapes villa specialist for the full list of benefits. Premium amenities are available f... more
Additional Fees: Departure Cleaning Fee $225.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1500.00 flat
Taxes: 28%
Taxes: 28%
$895 - $1,520 /night
Ashiana Villa
5 Bedroom Villa, 5 Bathrooms, Sleeps 11
Perched atop a picturesque hillside with commanding views of the historic Marigot Bay, Villa Ashiana invites you to experience the epitome of Caribbean luxury living. This elegant two-story retreat boasts five spacious b... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $30.00 flat
$895 - $2,795 /night
Gypsy
4 Bedroom Villa, 4 Bathrooms, Sleeps 10
Welcome to Gypsy, a luxurious island getaway! This elegant renovated villa is a true tropical paradise with a private elevated oceanfront pool and sandy beach. Prior to renovation in 2022, Gypsy was very popular with adu... more
Additional Fees: Departure Cleaning Fee $225.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$893 - $2,500 /night
Coconut Grove
5 Bedroom Apartment, 6 Bathrooms, Sleeps 12
Experience unique and serine Virgin Gorda in a stunning rental villa by the sea. Whether you’re looking to relax in the lap of luxury or celebrate a special event and explore one of the most beautiful islands in the BV... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$890 - $2,100 /night
Coral Cove Penthouse 15
3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access.
Coral Cove 15 is a luxurious three-bedroom, four-bathroom penthouse in the Coral Cove developm... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$887 - $1,635 /night
Turquoze
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Villa Turquoze, a modern and contemporary haven offering a stunning vista of the turquoise sea and the islands of Pinel and Tintamarre. This luxurious property features four bedrooms and four bathrooms, provid... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$880 - $2,100 /night
Villa Fleur de Lys
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Villa Fleur de Lys is a stunning retreat nestled in the serene Hope Hill area of St. Martin, offering breathtaking ocean views that create a perfect backdrop for a luxurious getaway.
The interior of Villa Fleur de Lys... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$880 - $2,300 /night
Villa Uchi
3 Bedroom Villa, 3 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.
All guests must register wi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$875 - $1,195 /night
Azure Vista Estate
5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
Nestled in the heart of Wintberg Estate, this stunning island pad is ready for its grand debut, and it's a true showstopper. The new owners have spared no detail, leaving no stone unturned as they meticulously transform ... more
Additional Fees: Damage Waiver $299.00 flat
$875 - $2,800 /night
Fiddlesticks
3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
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.
Explore Fiddlesticks, a stunning Ba... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$875 - $3,000 /night
Ebbtide
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Ebbtide is a luxury Barbados holiday villa which sits on West Coast beachfront. The property is positioned directly on the beach where the lapping sea helps wash away the stresses of modern living. This wonderful waterfr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$875 - $1,950 /night
Oceanfront Luxury 1 BDM Suite
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
1500 square feet and located on the first through the 5th floors. Each Room offers a large terrace facing the ocean. The living room, dining for 6 and kitchen are all oceanfront. The primary bedroom features an ocean ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$875 - $2,295 /night
Kai Conut
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Kai Conut sits facing the sound on the shores of the southern peninsula in beautiful Cayman Kai. This one-story, five-bedroom villa with a private sandy beachfront is perfect for vacationing families with small children.... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 28%
Taxes: 28%
$860 - $1,690 /night
Pool View Studio
1 Bedroom Studio, 1 Bathrooms, Sleeps 2
Located in the main reception building, accessed only by stairs, the 620 square foot pool view room features a king bed, expansive bathroom with a frosted glass shower in the middle of the room, kitchenette (stove not in... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$860 - $2,571 /night
Mille Fleurs
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled in the prestigious Terres Basses neighborhood on the French side of Saint Martin, Villa Mille Fleurs embodies Caribbean elegance in a lush green setting.
This exclusive estate spans over 2.5 hectares of meticu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$860 - $2,150 /night
Tortuga C33
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$860 - $2,150 /night
Tortuga B53
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$860 - $2,150 /night
Schooner Bay 207 | Innisfree
3 Bedroom Condo, 4 Bathrooms, Sleeps 6
Please note: The beach experiences seasonal fluctuations in its accessibility.
The beach experiences seasonal fluctuations in its accessibility.
Schooner Bay 207's central hub is the open-plan living room and kitch... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$857 - $3,857 /night
Mayflower
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Taking its name from one of the best-known sailing vessels in history, Villa Mayflower is inspired by the ideas of travel, discovery, history, and the marriage of the old and new worlds. The newly renovated luxury rental... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $2,357 /night
Sun 2
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
The villa rental Sun 2 is a charming property ideally located above Grand-Cul-de-Sac lagoon in an enchanting environment. In front of the view over the crystal-clear waters, villa Sun 2 offers beautiful, bright spaces in... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $2,857 /night
Crush
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The holiday rental villa Crush is a fantastic four-bedroom property located in Grand-Cul-de-Sac in an enchanting environment. Spacious and modern, this vacation rental with a swimming pool and jacuzzi offers upscale amen... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $3,571 /night
Mao
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation villa rental Mao is a luxury villa ideally located on the heights of Vitet in an enchanting environment. In front of the breathtaking view over the lagoon and the ocean, this two-bedroom vacation home with a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $3,571 /night
Ti Rock
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Ti Rock is a beautiful Caribbean property with swimming pool and jacuzzi offering a breathtaking view over Grand-Cul-de-Sac lagoon. Nestled in the heart of St-Barths’ lush vegetation, this spacious vacation renta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $6,429 /night
Seastar
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The vacation rental villa Sea Star is a magnificent five-bedroom property located on the heights of Devet. The outstanding view over Petit-Cul-de-Sac Bay creates a heavenly atmosphere in front of the sparkling waters of ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $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%
$857 - $2,143 /night
Mellow Mood
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Mellow Mood is a charming Caribbean-style property located in Corossol in front of the sparkling ocean. In the heart of a lush environment, this two-bedroom vacation rental offers upscale amenities for an unforgett... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $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%
$857 - $3,571 /night
Coucher de Soleil
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located above Corossol Bay, villa Coucher de Soleil offers a breathtakingly beautiful panorama with an amazing view over the Caribbean Sea and the harbor of Gustavia. In the heart of the Caribbean, this two-bedroom prope... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $4,571 /night
Ocean
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The charming rental villa Ocean is ideally located in Pointe Milou and opens onto a stunning view over the ocean, the Lorient bay and the surrounding islands. It is the perfect place to enjoy the unforgettable sunsets of... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $2,500 /night
Villa Lotus
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Lotus is a magnificent Saint Martin villa rental. Open and fully air-conditioned, spacious floor plan, state-of-the-art kitchen, large pool, and outside deck with large sitting areas around the pool and under a very larg... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$857 - $4,286 /night
Nature
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Located in Vitet, the rental villa Nature is a magnificent four-bedroom house ideal for a family or a group of friends. With a stunning view over the Caribbean Sea and the neighbouring islets, nestled in lush environment... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $2,286 /night
La Favorita
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa La Favorita in St. Martin is a unique blend of French Caribbean and Moroccan influences.
The villa boasts a fully air-conditioned open-plan great room with vaulted ceilings, creating a bright and airy atmosphere... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$857 - $3,286 /night
Ambiance
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
This extraordinary estate-style villa enchants the moment you enter the gate. The long, palm-lined drive brings you to a large private courtyard and garden. Beyond the front door is a stunning house and one of the most d... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$857 - $3,429 /night
Villa Palm Bay
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
This sleek contemporary villa is perfect for individuals seeking serene privacy, yet within walking distance of the beach. Set in a palm-filled garden, the elegant lines of the house draw you to the calming view. Green t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$857 - $3,429 /night
Mer Soleil
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The approach to Mer Soleil sets the stage for an exotic French Creole villa with a Mediterranean flair. Colorful mosaics embedded in whitewash walls hug the teak main gate further flanked by tall palms in oversized plant... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$857 - $3,000 /night
Maison de Reve
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The centerpiece of this very private estate property is an elegant 8,000 square foot, six-bedroom villa filled with spacious indoor and outdoor living. Lush and colorful tropical gardens, a grand entry courtyard, and exp... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$857 - $3,000 /night
Angelo
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on a hillside in Colombier, the splendid villa Angelo is the right choice for an idyllic vacation in St-Barthelemy. In the evening, the view over Gustavia harbour and the glorious sunsets is fantastic under the C... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $3,714 /night
Au Paille en Queue
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation rental Paille En Queue is a charming property located on the heights of Saint-Jean in front of an amazing view over the hills and the ocean. Very comfortable and spacious, this vacation home with a swimming ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $1,857 /night
Harbor Haven
3 Bedroom Apartment, 2 Bathrooms, Sleeps 6
Carefully decorated in a welcoming, casual-chic style, Harbor Haven provides our guests with a unique opportunity to experience St Barths a different way. Situated right in the heart of Gustavia, with a magical view out ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $3,429 /night
Sakura
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Ideally located in Pointe Milou, the charming rental villa Sakura offers an outstanding view over the ocean, the Lorient Bay and the surrounding islands. It is the perfect place to enjoy St-Barth's glorious sunsets in th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $3,143 /night
Belharra
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Colombier, the beautiful vacation rental Belharra in St. Barths overlooks the deep blue ocean and opens onto a breathtaking view over Colombier Bay and Gustavia harbour. The ocean view from the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $1,579 /night
Euphoria
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Situate yourself in a stunning setting in one of the most desirable locations in Virgin Gorda. Euphoria is nestled on the hillside above Leverick Bay, offering panoramic views of Clarke Rock, the North Sound, and surroun... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$857 - $2,571 /night
Enclos
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The charming vacation rental L'Enclos is located in Colombier, a few minutes from the beaches and shops. The view over the sunset from the terrace is stunning, facing the incandescent and glowing spectacle. Opening onto ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $3,214 /night
Upside
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ideally located at Pointe Milou, the charming rental villa Upside offers a spectacular view over the ocean, the bay of Lorient and the surrounding islands. Breathe in the relaxing atmosphere and enjoy the breezes that li... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $6,429 /night
Phebus
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Taking its name from the alter ego of the Greek god Apollo, who was said to be the sun god personified, Villa Phébus is a joyful, exuberant celebration of light, warmth and eclectic design. It’s an unorthodox, invitin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $3,143 /night
Oceane
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Villa Oceane welcomes you to experience the Caribbean lifestyle.
The living area is spacious and features high ceilings. That should provide a comfortable and open atmosphere for guests. The sprawling terrace is a fa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$851 - $2,420 /night
1 BDM Oceanfront Suite at Windsong Resort
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Exquisite Grace Bay views, expansive interiors, luxury finishes, and British West Indies-inspired furnishings define this spacious suite. Double, sliding glass doors from the living room and dining area/kitchen, pocket i... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%