Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$857 - $3,429 /night
Sakura
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Ideally located in Pointe Milou, the charming rental villa Sakura offers an outstanding view over the ocean, the Lorient Bay and the surrounding islands. It is the perfect place to enjoy St-Barth's glorious sunsets in th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $3,429 /night
Belharra
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Colombier, the beautiful vacation rental Belharra in St. Barths overlooks the deep blue ocean and opens onto a breathtaking view over Colombier Bay and Gustavia harbour. The ocean view from the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $3,429 /night
Samsara
2 Bedroom Villa, 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.
Located in Pointe-Milou, the charming rental villa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $2,571 /night
Enclos
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The charming vacation rental L'Enclos is located in Colombier, a few minutes from the beaches and shops. The view over the sunset from the terrace is stunning, facing the incandescent and glowing spectacle. Opening onto ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $3,214 /night
Upside
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ideally located at Pointe Milou, the charming rental villa Upside offers a spectacular view over the ocean, the bay of Lorient and the surrounding islands. Breathe in the relaxing atmosphere and enjoy the breezes that li... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $6,429 /night
Phebus
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Taking its name from the alter ego of the Greek god Apollo, who was said to be the sun god personified, Villa Phébus is a joyful, exuberant celebration of light, warmth and eclectic design. It’s an unorthodox, invitin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$857 - $3,143 /night
Oceane
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Villa Oceane welcomes you to experience the Caribbean lifestyle.
The living area is spacious and features high ceilings. That should provide a comfortable and open atmosphere for guests. The sprawling terrace is a fa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$855 - $1,960 /night
Garden View Junior Suite at The Shore Club
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Stylish and convenient, the sumptuous Garden View suites feature king-size beds with custom-made, premium bed linens and deluxe bathrooms stocked with the best products and accessories. The sitting area includes a full-s... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$850 - $2,200 /night
Tortuga B1
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$850 - $2,600 /night
Tortuga B41
4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$850 - $1,000 /night
Little Waters Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Little Waters on the Cliff is an exclusive private villa nestled on the cliffside at the westernmost point in Jamaica allowing guests to have an uninterrupted view of the setting sun. The house is architecturally designe... more
Additional Fees: Damage Waiver $299.00 flat
$850 - $1,695 /night
Outrigger
6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Located on a ridge 300 ft. above town, the recently renovated Outrigger Villa, formerly Outrigger House, affords views of the mesmerizing Charlotte Amalie harbor with cruise ships on the Caribbean Sea, yachts, marine por... more
Additional Fees: Cleaning Fee $650.00 flat, Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$850 - $2,400 /night
Golf Villa IX
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat, Food & Beverage Deposit $500.00 flat
Taxes: 18%
Taxes: 18%
$850 - $1,714 /night
Destiny on the Sea
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Destiny on the Sea, located in the gated beach community of Drax Hall Marina Villas, only 10 minutes from Ocho Rios, is a beautiful four-bedroom, three-bath villa, perfect for families or adults. This beautiful villa ope... more
Additional Fees: Damage Waiver $299.00 flat
$850 - $1,570 /night
Ocean View Ridge Studio
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The Oceanview Ridge Studio features a California King bed with glistening views of the ocean, a well appointed bathroom with natural lighting, shower and standalone soaking tub, spacious living area, pull out twin size s... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$850 - $1,925 /night
Junior Suite at The Palms Turks & Caicos
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
The luxury 640 square foot Junior Suites at The Palms Turks and Caicos offer a comfortable king-size bed with custom-made, premium bed linens. Features include a luxury bathroom with an array of quality bathing products,... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$850 - $4,000 /night
Ivy
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Nestled in the heights of St. Jean, the luxurious holiday rental Ivy opens onto amazing views over the sparkling ocean, the surrounding hills and the glorious sunsets. Recently built, this contemporary two-bedroom proper... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$850 - $2,650 /night
Imagine Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Set on the beautiful west coast of Barbados, in Prospect St James, this modern styled, 4-bedroom, 4.5 bathroom stand alone, oceanfront villa offers breathtaking views of the tranquil, turquoise-blue waters of the Caribbe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$850 - $2,500 /night
Hilltime
5 Bedroom Villa, 4 Bathrooms, Sleeps 12
Welcome to Hilltime, a spacious single-story beachfront villa located in beautiful Rum Point. Featuring multiple bedroom terraces, a private pool, and backyard snorkeling, Hilltime is a fabulous destination along the isl... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$850 - $2,200 /night
Bahari
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Welcome to Villa Bahari, located at Shore Point on Cupecoy Beach, which is known for its stunning views and crystal clear waters. Cupecoy Beach is also a popular spot for snorkeling and swimming.
The property is a thr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$850 - $1,825 /night
Merlin Bay 1 | Oceans Edge
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Merlin Bay 1 or Oceans Edge, one of eight villas at the elegant and private Merlin Bay Resort in The Garden in St James is positioned right at the ocean's edge and is the only one with a really private beachfront garden ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$850 - $1,825 /night
Merlin Bay 2 | Eden on the Sea
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Eden on the Sea is a part of the sought-after Merlin Bay estate within the private, serene and secure Merlin Bay community, located within the exclusive area of The Garden, St. James. A gorgeous three-bedroom semi-detach... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$850 - $1,600 /night
Five Minutes More
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to Five Minutes More villa! Nestled in the serene gated community of Oyster Pond on the Dutch side of the island, this luxurious retreat offers an unforgettable escape with breathtaking views stretching from St. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$850 - $1,970 /night
Baie Longue Beach House
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
This wonderful, West Indian-style home with lovely arches on the seaside is located directly on Baie Longue Beach with over a mile of shimmering white sand. The home was completely renovated in 1996 and in 2003 has had m... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$845 - $2,750 /night
Casa Luna 5
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to Casa Luna, a luxurious seaside residential resort nestled along the coastline just south of Seven Mile Beach.
Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winning landsc... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $295.00 flat
Taxes: 30.9%
Taxes: 30.9%
$845 - $2,647 /night
Ocassa Villa
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
This captivating villa faces west and reveals breathtaking views, a distinctive design, and a peaceful sunset. Ocassa Villa offers you a refined island experience, blissfully filled with days kissed by beautiful sunlight... more
Additional Fees: Damage Waiver $299.00 flat
$843 - $3,143 /night
Cactus
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in Colombier, the vacation rental Cactus is a superb property in St. Barths opening onto a breathtaking panorama over the Caribbean Sea and the harbour of Gustavia. In a modern style and refined decoration, villa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$839 - $2,114 /night
Aqua
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Pure architectural lines and pristine white interiors are the hallmarks of this beautiful brand new home, located within the prestigious gated community of Indigo Bay in Sint Maarten. From its privileged cliffside locati... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$838 - $1,595 /night
Paradise Palms
6 Bedroom Apartment, 6 Bathrooms, Sleeps 12
This brand new, fully renovated, 6 bedroom, 6 bathroom property is the newest luxury rental in St. Thomas.
Perched over Tutu Bay, this spacious property includes a large pool, hot tub with incredible views, game room ... more
Additional Fees: Damage Waiver $299.00 flat
$836 - $2,907 /night
Terre Azure
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
This beautiful residence has all the modern amenities and features over 5,000 square feet (500 square metres) of luxurious interiors, including four bedrooms and four and a half bathrooms, a large living room, a media ro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$832 /night
Lush Palms
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$832 /night
Serene Golf Retreat
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
In the heart of Bavaro is Cocotal Golf & Country Club, Punta Cana's premier gated community. Guests staying within Cocotal have access to all Club facilities including the swimming pools, restaurants ($) and bars... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$832 - $2,357 /night
Coconut Grove 8 | West Mount
4 Bedroom Condo, 5 Bathrooms, Sleeps 8
Enjoy your luxury Caribbean holiday at West Mount - 8 Coconut Grove, Royal Westmoreland, five minutes from Holetown on Barbados' platinum coast.
West Mount is an idyllic retreat for those in search of a restful holida... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$832 - $2,357 /night
Coconut Grove 1 | Spinalonga
4 Bedroom House, 5 Bathrooms, Sleeps 8
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the $20 per person per day fee, guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach ... more
Additional Fees: Damage Waiver $299.00 flat, Security Monitoring $90.00 daily
Taxes: 12.5%
Taxes: 12.5%
$831 /night
Serena Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located within the renowned Punta Cana Resort is Playa Blanca Beach Club, a premier beachfront resort. Guests will have access to all Club facilities including lounge chairs, restaurant ($) and bar ($).
... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 18%
Taxes: 18%
$830 - $2,350 /night
Present Moment
4 Bedroom Villa, 4 Bathrooms, Sleeps 12
Welcome to Present Moment, a stunning newly renovated beachfront villa on the outskirts of Bodden Town beach, designed to create unforgettable vacation memories with family and friends.
This spacious villa sits direct... more
Additional Fees: Departure Cleaning Fee $225.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$829 - $2,071 /night
Villa The Beach House
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Nestled in the heart of Cul de Sac Bay in Saint Martin, Villa The Beach House embodies the perfect harmony between contemporary refinement and breathtaking views. Designed to accommodate up to six guests, this exceptiona... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$829 - $3,350 /night
Skrutten
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
The vacation villa rental Skrutten is a property located on the heights of Pointe-Milou. Spacious and bright, Skrutten consists of four bedrooms and an infinity swimming pool in a lush setting. Its outstanding ocean and ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$829 - $2,571 /night
Ids
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Ideally located in Pointe Milou, the charming holiday rental Villa Ids offers a spectacular view over the ocean, the bay of Lorient and the surrounding islands. It is the perfect place for enjoying the unforgettable suns... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$829 - $3,500 /night
Bayugita
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in Pointe-Milou, the magnificent rental villa Bayugita in St-Barths offers a breathtaking view over the sparkling ocean and the glorious sunsets. Nestled in a tropical environment, the property is built on two le... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$829 - $3,429 /night
Maracuja
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Maracuja is a luxurious three-bedroom property with panoramic views over Grand-Cul-de-Sac lagoon and Turtle Island. Nestled in the heights of Vitet, this vacation house with swimming pool offers spacious, bright sp... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$829 - $2,857 /night
Caribbean Breeze
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
It’s little surprise that Villa Caribbean Breeze is a case of truth in advertising. Thanks to its location, above Anse des Lézards Bay, the luxury rental property has a sunny terrace that is kept comfortable by the tr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$826 - $2,129 /night
Genia
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Villa Genia is a charming property located in Grand-Cul-de-Sac, close to the crystal-clear waters of the lagoon. Nestled in a lovely tropical garden with colourful flowers, this one-bedroom rental villa with swimming poo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$825 - $2,195 /night
Coconut Beach Villa
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Coconut Beach is an oceanfront family-friendly oasis located in the picturesque Rum Point community along Grand Cayman's north coast. This large, one-story beach villa spans 4 200 square feet and can sleep 12 guests acro... more
Additional Fees: Departure Cleaning Fee $145.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$821 - $3,571 /night
Giselle
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Giselle is a stunning five-bedroom villa located within walking distance of Plum Bay Beach. This fabulous property offers five ensuite bathrooms, ensuring privacy and convenience for each guest.
As you step thro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$819 - $2,719 /night
Bluebird
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$814 - $2,100 /night
Taniko
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Located in a private domain on the heights of Colombier, the vacation rental Taniko offers a breathtaking view over the sunsets. This three-air-conditioned bedroom home equipped with upscale services is the perfect place... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$807 - $3,571 /night
Aya
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in Saint Jean, nestled on a hillside, Aya offers an amazing view over the bay and the deep blue ocean. Close to the beaches and shops, this charming two-bedroom vacation home is the ideal place for a fantastic st... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
Inquire for Rates
Villa Turrasann
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Villa Turrasann is an enchanting beachfront villa located in Runaway Bay, Jamaica, 70 kilometers east and approximately a 60-minute drive from Montego Bay airport. Spanning an impressive 4,000 square feet, our property w... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $15.00 flat
$803 - $2,809 /night
La Suite Acajous
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Located on the heights of St. Jean, the vacation rental Suite Acajous is a haven of peace and beauty, ideal for a romantic stay or for a honeymoon in St. Barts. With a stunning view over the ocean and tropical vegetation... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%