Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$485 - $1,000 /night
Blue Sailing
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in the scenic neighborhood of Happy Bay in French Saint Martin, Blue Sailing sits on the hillside with a superb vista of the Caribbean, the popular beach of Friar’s Bay and its promontory on one side, and the b... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$483 - $1,200 /night
The Great Escape
3 Bedroom Condo, 3 Bathrooms, Sleeps 6
The Great Escape, where the name says it all! This spacious unit is in a prime location - directly on the beach! Whatever time your heart calls for a walk on the beach or a swim in the ocean, it’s right there. It is... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$481 - $781 /night
Living the Dream at Las Arenas
2 Bedroom Penthouse, 3 Bathrooms, Sleeps 4
Living the Dream at Las Arenas is a luxury two-bedroom two-and-a-half bathroom penthouse located on St. Maarten’s longest beach – the Simpson Bay Beach. This fourth-floor apartment offers incredible 180-degree ocean,... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$480 - $1,400 /night
Villa Arawak
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Arawak is a lovely property located in the Terres Basses area, just a few minutes walk from Plum Bay beach. With four bedrooms, it's a great option for larger groups or families traveling together. And it's great t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$478 - $907 /night
2 BDM Casita with Jacuzzi
2 Bedroom Hotel, 2 Bathrooms, Sleeps 5
Walk straight out into our fabulous pool canals and be the closest to the beach as possible. Select to stay on the first level featuring a two-bedroom casita with a Jacuzzi or stay in the second level featuring a two bed... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$475 - $1,450 /night
Sugar Cane Ridge 12
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership included in this villa, guests will have access to the gym, unlimited golf ($), driving range ($), tennis cour... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$475 - $1,285 /night
Villa Decaj
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to "Villa Decaj," where the magic of family bonds and romantic escapades intertwine amidst the tropical paradise of Cap Estate. This enchanting 5-bedroom, 4.5-bathroom retreat invites families and couples alike t... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $30.00 flat
$475 - $950 /night
Villa Coralita
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Coralita is situated right in the exclusive French Oyster Pond. This waterfront villa offers maximum privacy, and classic comfort with a superb view of the sailing yachts and the island of St. Barths in the distanc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$475 - $1,380 /night
Les Zephyrs
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Welcome to "Les Zephyrs," a stunning three-bedroom vacation rental nestled in the prestigious Terres Basses region of St. Martin. This spacious villa boasts an elegant colonial West Indian design and features three bedro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$471 - $789 /night
Alize
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Unwind and celebrate in comfort surrounded by natural beauty in the expansive great room, complete with a full gourmet kitchen and glass-enclosed living and dining rooms providing sun-drenched days and glorious starry ni... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$471 - $1,886 /night
Cypraea
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Flamands in the residential area of Merlette, the charming vacation rental villa Cypraea is a relaxing and recently built retreat, overlooking the Caribbean Sea.
The property enjoys spectacul... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$471 - $2,071 /night
Ti Chato
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in Toiny facing the beach and the stunning panorama, the vacation villa Ti Chato is a charming seaside property built on one level. In a style combining both modern decoration and architectural tradition, this tw... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$471 - $1,257 /night
Madras
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Madras is a luxurious Caribbean villa situated in Terre-Basses, a private gated community area in French St Martin.
As you enter the villa and out to the terrace, the richly variegated scenery expands into a panoramic... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$471 - $1,357 /night
Callisto
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Callisto is a contemporary home located in the prestigious gated community of Terres Basses, known as the most residential area in St. Martin. This stunning villa offers three bedrooms, each with its own en-suite b... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$466 - $666 /night
Sea View
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Enjoy breathtaking ocean views in your tropical retreat on the hillside overlooking the natural beauty and warm and inviting waters of the Caribbean. Ideally suited for two couples or families of four, Sea View villa pro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$465 - $695 /night
Villa Cadasse
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Located on a breezy hilltop, you will find dramatic views of both the Atlantic Ocean over to Cas En Bas Bay and the Caribbean Sea toward Pigeon Point National Park. As you arrive, you enter under arched and gated entry i... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $30.00 flat
$464 - $1,214 /night
Adage
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in the Pointe-Milou neighbourhood, the charming vacation rental Adage opens onto a fantastic view over the ocean and the sumptuous sunsets. Only a few steps away from Christopher Hotel, this house is a true haven... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$458 - $1,375 /night
La Maison L'ile
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Discover the boho-chic elegance in this six-bedroom, five-bathroom villa located within Dawn Beach Estate's gated community. With a capacity for 12 guests, the villa boasts a stylish blend of comfort and sophistication. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$457 - $1,143 /night
Nuit d'Etoiles
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Nuit d'Étoiles, newly built 2-bedroom villa, located in the exclusive community of Terres Basses on the French side of St-Martin
Villa Nuit d'Étoiles is a stunning two-bedroom property that has recently been r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$457 - $850 /night
Beach House Younes
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
The Beach House Younes is truly one of a kind. A very special place. Its location is perfect, being directly on the ocean and Dawn Beach, one of the island's finest beaches. The home offers exceptional views of the sea a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$457 - $4,786 /night
Petit Saint-Louis
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Located in the heart of the beautiful village of Corossol, the charming vacation home Petit Saint Louis is a true paradise in the heart of the St. Barths’ lush nature. Opening onto the splendid view over the bay and th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$457 - $1,071 /night
Faja Lobie
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Faja Lobie has become a very popular rental home over the last years. This beautiful, newly renovated three-bedroom, three-bath villa sits directly on Bourgeaux Bay beach in the residential area of Beacon Hill on the Dut... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 14%
Taxes: 14%
$457 - $1,129 /night
Villa Tara
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Built on a cliff directly above the tropical blue sea. Villa Tara offers vacationers a one-of-a-kind experience. The backyard of this home is the majestic Caribbean Sea, and it can be admired from almost every room in th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 14%
Taxes: 14%
$457 - $1,286 /night
Casa Sand
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Casa Sand is a charming vacation home located in Anse Marcel, offering stunning views of the beautiful beach and ocean. This villa is an ideal choice for a family getaway in St. Martin.
The villa is fully air-co... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$450 - $1,650 /night
Sugar Cane Ridge 3
4 Bedroom Apartment, 3 Bathrooms, Sleeps 8
Sugar Cane Ridge 3 is a luxurious holiday home located in the prestigious Royal Westmoreland community in Barbados. This four-bedroom, three-bathroom villa offers a tropical paradise rental experience, perfect for a fami... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$450 - $1,300 /night
Frangipani
3 Bedroom Townhome, 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 villa specialist.
The Fairmont Royal Pavilion is one of the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$450 - $1,400 /night
Forest Hills 23
3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership included in this villa, guests will have access to the gym, unlimited golf ($), driving range ($), tennis cour... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$450 - $1,500 /night
Forest Hills 33 | Paradise Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership included in this villa, guests will have access to the gym, unlimited golf ($), driving range ($), tennis cour... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$450 - $1,250 /night
Reeds House 13
2 Bedroom Penthouse, 2 Bathrooms, Sleeps 4
Nearby beach construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Nearby beach construction may resul... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$450 - $1,480 /night
Wild Blue
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The luxurious villa Wild Blue is located in Grand Fond, close to the pebble beach and the natural pools. Coming with upscale amenities, this four-bedroom vacation home is the perfect place for an amazing getaway with fam... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$450 - $975 /night
Arcadia
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Arcadia is a beachfront villa ideal for families or groups seeking a family-friendly villa in Barbados. Located on Worthing Beach on the South Coast of Barbados, this 3-bedroom home offers beachfront bliss just minutes a... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $150.00 flat
Taxes: 12.5%
Taxes: 12.5%
$450 - $1,500 /night
Palm Ridge 2A | Heaven Scent
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
This elegant, well-maintained four-bedroom home has been tastefully finished in coral and natural woods and is complemented by an open plan layout and high vaulted ceilings, giving the property a light and airy atmospher... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$450 - $1,200 /night
Alfresco
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
A wonderful luxury secluded property within a private hillside estate overlooking the beautiful Long Bay Beach. This Caribbean villa rental has two pavilions that offer spacious living & plenty of deck space for you to ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$450 - $1,775 /night
Sugar Cane Ridge 1
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership included in this villa, guests will have access to the gym, unlimited golf ($), driving range ($), tennis cour... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$450 - $1,850 /night
Cherry Red
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership included in this villa, guests will have access to the gym, unlimited golf ($), driving range ($), tennis cour... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$446 - $2,071 /night
Sea Vous Play
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to Villa Sea Vous Play in St Martin! This stunning villa boasts beautiful ocean views and features a large pool for you to enjoy.
As you enter the villa, you'll be greeted by a comfortable living room and a sp... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$429 - $1,429 /night
La Montagne
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
What’s the main appeal of Villa La Montage? That’s easy. The luxury rental property in the heights of Vitet has sweeping views over the turquoise waters of Grand Cul de Sac and some of St. Barth’s neighbouring isla... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$429 - $1,429 /night
Salamandres
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Salamandres is a two bedroom luxury villa located in Vitet. The well-appointed villa is surrounded by a beautiful tropical garden. The property features a modern kitchen that is beautifully equipped with all you'll need.... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$425 - $700 /night
Seas the Paradise
2 Bedroom Penthouse, 3 Bathrooms, Sleeps 4
Seas the Paradise at Las Arenas is a luxury top floor penthouse two bedroom two and a half bathroom condo located on St. Maarten’s longest beach – the Simpson Bay Beach. This 4th-floor apartment offers fantastic ocea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$425 - $875 /night
Reeds House Penthouse
1 Bedroom Condo, 2 Bathrooms, Sleeps 2
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Please note: The beach experiences seasonal fluctu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$425 - $1,095 /night
Castaway Cove
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Castaway Cove, an oceanfront villa located in the Northside. Offering excellent snorkelling, this airy, sun-filled two-story beach home features breathtaking views from almost every room, vaulted ceilings, and... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1000.00 flat
Taxes: 28%
Taxes: 28%
$425 - $895 /night
Cayman Dream
2 Bedroom Villa, 2 Bathrooms, Sleeps 6
Cayman Dream sits directly oceanfront in Rum Point along the north coast. Featuring Caribbean-style architecture and a sizable oceanfront pool, Cayman Dream is a great getaway for small families or a pair of vacationing ... more
Additional Fees: Departure Cleaning Fee $125.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Cleaning Fee $500.00 flat
Taxes: 28%
Taxes: 28%
$421 - $850 /night
Monchal
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Monchal stands as the epitome of a dream honeymoon destination, offering a perfect blend of luxury, seclusion, and natural beauty.
Nestled within the enchanting landscapes of St. Martin, Villa Monchal beckons as... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$420 - $850 /night
Beacon Hill 305 | Penthouse
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Enjoying one-of-a-kind views of the Caribbean Sea while unwinding in a private plunge pool on your rooftop terrace. This West Coast Barbados penthouse has it all and is located across from Mullins Beach in the exclusive ... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $150.00 flat
Taxes: 12.5%
Taxes: 12.5%
$414 - $1,171 /night
Cheyenne
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation rental Cheyenne is a charming property located in Vitet overlooking the ocean and the lagoon of Grand-Cul-de-Sac. Very well equipped and located close to all amenities, this three-bedroom villa with a swimmi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$414 - $1,714 /night
Kyody
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Built on a hillside on the heights of Marigot, the charming villa Kyody in St-Barths overlooks the beautiful lagoon of Grand-Cul-de-Sac and offers a spectacular panoramic view over the bay and the surrounding hills.
T... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$407 - $983 /night
Greystone
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Greystone in St Martin ultra private Caribbean retreat, in five minutes by car to Plum Bay.
Villa Greystone sounds like a luxurious and tranquil vacation home located in St. Martin, perfect for those seeking pri... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$405 - $1,100 /night
Reeds House 10
2 Bedroom Condo, 2 Bathrooms, Sleeps 4
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Reeds House 10 is a two-bedroom condominium locate... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $150.00 flat
Taxes: 12.5%
Taxes: 12.5%
$400 - $1,214 /night
Casa Capriolo
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Construction is taking place nearby through 2024 and may create some noise issues. Contact a Rental Escapes villa specialist for more information about how this may impact your stay.
Introducing "Vill... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$400 - $700 /night
Waterside 303
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Apartment 303, situated on the second floor, is a spacious 2-bedroom apartment that has been nicely furnished and finished to an exceptional standard. Both bedrooms have ensuite bathrooms and personal closet space. The o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%