Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$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%
$420 - $800 /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%
$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%
$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%
$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%
$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%
$400 - $600 /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%
$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%
$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%
$386 - $614 /night

Seas the Paradise

2 Bedroom Apartment, 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%
$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%
$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%
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