Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$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%
$441 - $1,714 /night
Villa Les Oliviers
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled in the peaceful setting of Terres Basses in St Martin, Villa Les Oliviers welcomes you into a refined, recently renovated space, ideal for family vacations or getaways with friends. This charming four-bedroom vil... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$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 - $1,429 /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%
$426 - $1,280 /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 - $875 /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%
$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%
$400 - $1,214 /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%
$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%
$400 - $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%
$400 - $2,143 /night
Kaloo
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation rental villa Kaloo is a charming and recent three-bedroom property located in Pointe Milou’s residential area. Built-in a typical traditional architecture, villa Kaloo gently mixes refinement and authentic... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$400 - $1,143 /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%
$365 - $690 /night
Waterside 101
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Waterside 101 is a beautiful beachfront, executive ground floor condo located on the Platinum Coast of the island.
This luxury condo offers two air-conditioned ensuite bedrooms equipped with ceiling fans, a fully equi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$350 - $1,500 /night
Forest Hills 35 | Bajan Sunset
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the $10 per person per day fee, guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach ... 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, Damage Deposit | Excess Cleaning $500.00 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, Damage Deposit | Excess Cleaning $500.00 flat
Taxes: 18%
Taxes: 18%
$350 - $1,500 /night
La Perla Sky
3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
Are you keen on being in the heart of the action but without sacrificing privacy and sweeping 360 views? There's no need to choose, La Perla Sky has it all! The spacious Penthouse is in one of the island’s most sought-... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $200.00 flat
Taxes: 10%
Taxes: 10%
$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, Cleaning | Damage Deposit $500.00 flat
Taxes: 28%
Taxes: 28%
$275 - $1,150 /night
Cassia Heights 14
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Social Membership included in this villa, guests will have access to the gym ($), golf course ($), tennis courts ($), Club Hou... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%