Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$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.
House is ideally situated directly on the w... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$450 - $1,550 /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 - $1,775 /night
Sugar Cane Ridge 1
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership ($), guests will have access to the gym, unlimited golf ($), driving range ($), tennis courts, Club House, bea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$450 - $1,900 /night
Cherry Red
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership ($), guests will have access to the gym, unlimited golf ($), driving range ($), tennis courts, Club House, bea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$450 - $900 /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%
$446 - $2,072 /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%
$435 - $900 /night
Secret Cove 2
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Welcome to Secret Cove 2, a charming two-bedroom beachfront condo situated in the tranquil Derricks area of St. James, Barbados. Tucked away in a secluded complex, Secret Cove 2 presents a truly enchanting backdrop with ... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$430 - $1,300 /night
Villatre
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Located in the gated community of Mullins Bay, Villatre is a 2-bedroom, 2-bathroom villa just a one-minute walk from Mullins Beach. With 24-hour security and a lush private garden, as one of the only standalone villas in... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$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 - $1,329 /night
Casa Capriolo
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Construction is taking place nearby and may create some noise issues. Contact a Rental Escapes villa specialist for more information about how this may impact your stay.
Introducing "Villa Casa Caprio... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$429 - $929 /night
Bashert Cottage
2 Bedroom Cottage, 2 Bathrooms, Sleeps 4
Bashert Cottage is a two-bed, two-bath villa located right on the water in the beautiful Chalk Sound National Park.
This villa has its own small private beach and is located about two minutes away from Sapodilla Bay a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
Taxes: 17%
$426 - $1,310 /night
Cote Sauvage
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The charming contemporary vacation rental villa Cote Sauvage is located in the quiet and residential area of Grand Fond. It is one of the most preserved areas of the island, and a wonderful playground for runners and wal... 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 - $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%
$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
Taxes: 28%
Taxes: 28%
$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
Nestled in the highly sought-after Terres Basses area, Villa Greystone boasts a prime location on the island. This upscale residential neighborhood is known for its tranquility, security, and proximity to the most stunni... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$400 - $1,150 /night
Parnassus Cottage
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Discover luxury living at its... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$400 - $1,171 /night
La Dorade
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Colombier, La Dorade is a charming Caribbean-style villa with a panoramic view over the ocean and the glorious sunsets. Very well equipped and close to all amenities, this two-bedroom vacation r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$395 - $775 /night
KiToCay
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Welcome to KiToCay! This 3,000 sq. ft. home is located in the village of Old Man Bay on the island's beautiful North Side.
KiToCay boasts a panoramic oceanfront living area with spectacular views, plus an over-the-wa... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$350 - $1,500 /night
Forest Hills 35 | Bajan Sunset
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Forest Hills 35 is a private end-of-row, two-bedroom villa, which benefits from Westerly sea views - this well-maintained golf residence is permanently staffed by an attentive housekeeper who will look after all your nee... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$350 - $995 /night
Papaya Cottage
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Papaya Cottage is part of the Sea Orchard Retreat. Guests staying in the Papaya Cottage have access to all the amenities and services provided by Membership. More Information below.
Papaya Cottage... more
Additional Fees: Departure Cleaning Fee $145.00 flat, Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$350 - $995 /night
Mango Cottage
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Guests of Mango Cottage have access to the Sea Orchard Retreat. Retreat amenities include an oceanfront pool and hot tub, poolside chaise lounges, umbrellas and sunbed and fitness centre.
Mango Cottag... more
Additional Fees: Departure Cleaning Fee $145.00 flat, Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$350 - $995 /night
Castle Guesthouse
2 Bedroom Villa, 2 Bathrooms, Sleeps 6
Castle Guesthouse is directly oceanfront on an elevated cliff. While it shares a two-acre gated lot and private beach with the larger Cayman Castle, it is quite private, tucked over 70 feet (more than the combined setbac... more
Additional Fees: Departure Cleaning Fee $125.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$330 - $1,150 /night
Cassia Heights 14
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Social Membership ($), guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach facil... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$300 - $8,130 /night
Villa Serena Bonita
10 Bedroom Villa, 10 Bathrooms, Sleeps 20
Nestled in the idyllic Playa Bonita, Las Terrenas, Villa Serena Bonita stands as a testament to luxury, privacy, and oceanfront bliss. Crafted for sophisticated travelers seeking a tranquil yet opulent escape, the villa'... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 18%
Taxes: 18%
Inquire for Rates
Turnstone
3 Bedroom Apartment, 4 Bathrooms, Sleeps 8
The new Turnstone Villa is a one-of-a-kind island sanctuary nestled among lush tropical vegetation and Virgin Gorda’s iconic granite boulders. Set on over an acre of land, this villa offers an unparalleled sense of pea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
Inquire for Rates
Cornucopia Villa
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
We are a luxury Country French Caribbean destination with 4 deluxe rooms and a superior master suite. Fine linen, crafted in-house designed furniture, exceptionally well-trained staff, and our breakfast is considered one... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
Inquire for Rates
Calypso Villa
3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
Calypso Villa has a fully equipped chef’s kitchen with granite countertops and stainless steel appliances. Each bedroom has it’s own private bathroom and outdoor spaces feature high quality teak furniture with plenty... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%