Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$900 - $2,500 /night
Radwood 1
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Radwood Beach Villa 1 is located along the shores of one of Barbados’ most secluded, serene and tranquil beaches. Situated off-road with the gated entrance being shared with the townhouse next door, this ocean front vi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$900 - $2,500 /night
Radwood Beach House 2
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
This impeccable beachfront villa offers incredible views and direct access to one of the most secluded and serene beaches on the West Coast where white sands, swimming and snorkeling awaits.
The property is situated o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$900 - $2,000 /night
Smugglers Cove 1
3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
This luxury apartment is immaculately designed offering classical Caribbean architecture harmonizing with modern conveniences creating a luxurious Caribbean retreat. A quaint outdoor terrace is perfectly situated adjace... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$900 - $1,456 /night
Bright Idea
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Bright Idea is a wonderfully appointed beachfront villa nestled in manicured gardens and overlooking the tranquil turquoise waters of Chalk Sound. Sitting on just under two acres, this villa includes a two-story main hou... more
Additional Fees: Cleaning Fee $450.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$899 - $2,399 /night
Tortuga B6
4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$899 - $2,499 /night
Tortuga B14
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$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. The ground floor bedroom and bathroom are wheelchair accessible for your c... 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 - $2,395 /night
Bella Vista
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Perched on a wide bluff above the deep blue Caribbean Sea, this exquisite 5-bedroom and 5.5 bath architectural masterpiece offers the ultimate in luxury island living. Bella Vista has no neighbors on either side and boas... more
Additional Fees: Damage Waiver $299.00 flat, Departure Cleaning Fee $195.00 flat
Taxes: 30.9%
Taxes: 30.9%
$895 - $3,971 /night
Tortuga C35
5 Bedroom Villa, 6 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$895 - $2,295 /night
Hidden Treasure
5 Bedroom Villa, 5 Bathrooms, Sleeps 14
Welcome to Hidden Treasure, centrally located on the quiet southern coast. This luxurious five-bedroom beachfront estate sits on over 100 feet of sandy beach and iron shore with fabulous snorkeling and breathtaking sunri... more
Additional Fees: Departure Cleaning Fee $225.00 flat, Damage Waiver $299.00 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
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%
$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%
$886 - $1,193 /night
Etoile de Mer
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Etoile de Mer is surrounded by palm trees on an acre of land on Sunset Bay one of the island's prettiest beaches and known for its privacy. Custom-designed to catch the leeward breezes which gently waft through the house... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$885 - $3,570 /night
Villa Nirvana
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Step into a true haven of peace at Villa Nirvana, recently renovated and nestled in the heart of Terres Basses. This stunning six-bedroom villa perfectly blends Caribbean elegance, modern comfort, and a relaxed beach atm... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$885 - $2,095 /night
Pool View Junior Suite at The Shore Club
1 Bedroom Condo, 1 Bathrooms, Sleeps 2
Stylish and convenient, the sumptuous Pool View suites feature king-size beds with custom-made, premium bed linens and deluxe bathrooms stocked with the best products and accessories. Their sitting areas include a full-s... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$875 - $2,500 /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 - $1,127 /night
Beach Palm Villa
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Beach Palm Villa is a luxurious two-bedroom retreat literally steps away from one of the world’s best beaches – Meads Bay. This exceptional villa is within walking distance of many of the West End’s gourmet restaur... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$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 - $1,900 /night
Calabash Westside Suite
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Calabash Luxury Boutique Hotel & Spa combines five-star service and luxury within a relaxed and intimate environment to create the ultimate Caribbean escape.
The Westside Suites provide you with the quintessential bea... more
Additional Fees: Damage Waiver $299.00 flat
$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. Sitting at the end of Water Cay Road, with vacant lots on both sides, guests can enjoy blissful privacy for the duration of... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$874 - $3,513 /night
Teddy
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The rental villa Teddy is a charming two-bedroom property located in a quiet area in Dévé. The panoramic view over the ocean, Grand-Cul-de-Sac and Turtle Island is one of the many advantages of this very private vacati... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$870 - $2,286 /night
Villa Dulce
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Sea view, tropical serenity, and effortless elegance: welcome to Villa Dulce.
Perched on the peaceful heights of Hope Hill in Orient Bay, Villa Dulce is a haven of calm where time slows down, and the ocean becomes you... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$860 /night
Pool View Studio
1 Bedroom Studio, 1 Bathrooms, Sleeps 2
Situated in the central reception building and accessible via stairs, this spacious room with a pool view spans over 620 square feet. It features a lavish king-sized bed, a generously sized bathroom with a striking frost... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$860 /night
Garden Studio
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Unwind and luxuriate in the magnificent tropical gardens enveloping you, while you soak up the invigorating sea breeze on the walk-out terrace of this generously proportioned 670 square foot room. Situated at the beach l... 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 - $2,045 /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 - $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 - $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 - $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 - $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 - $3,086 /night
La Vue
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in Vitet in the quiet area of Dévé, the vacation rental villa La Vue offers a spectacular view over the Caribbean Sea and its turquoise waters. Comfortable and very functional, this luxurious three-bedroom prop... 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 - $3,143 /night
Pamplemousse
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Located in the exclusive community of Les Terres Basses, Pamplemousse is a stunning six-bedroom villa offering breathtaking views of the Caribbean Sea and neighboring island Anguilla. Pamplemousse is a refuge of peace an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$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 plan... 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 - $4,609 /night
Estrela
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The newly built Villa Estrela is indeed a rising star on the island of St. Barth. Constructed in a traditional Caribbean style, with warm mahogany-toned wood for the pitched ceilings, the luxury rental home is a haven fo... 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%