Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$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 - $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%
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 - $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 - $755 /night
Glitter Bay 202 | Serenity
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Experience the serenity of island life with the exquisite white sand beaches of Barbados just steps away. This traditional two-bedroom apartment, located on the first floor with original Glitter Bay features, is perfect ... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $150.00 flat
Taxes: 12.5%
Taxes: 12.5%
$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 $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
Inquire for Rates
Villa Miramar
7 Bedroom Villa, 10 Bathrooms, Sleeps 18
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%