Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,429 - $7,857 /night
La Isla
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa La Isla is a luxurious property ideally located in Marigot in a lovely tropical environment in front of the bay. Very spacious and swept by the gentle ocean breeze, this four-bedroom vacation rental is the perfect ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,429 - $6,429 /night
Sicrie
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the heights of St. Jean in the Cricket subdivision, the magnificent vacation rental Sicrie opens onto a superb view over the ocean and the surrounding hills planted with palm trees. This luxurious three-bedroo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,429 - $4,500 /night
Villa Marris
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Marris is situated on the hillside of Lurin. This villa offers an extraordinary panoramic view on St Jean’s bay.
The outside area is very pleasant and comfortable. A covered terrace overlooking the sea. A gazebo, wi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,429 - $7,143 /night
Genevieve
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Nestled in the heights of Lurin, vacation rental villa Genevieve is the perfect place for a stay in the Caribbean. Mixing creole style with an original decor, it opens onto a breathtaking ocean view, an idyllic setting f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,429 - $6,857 /night
Pointe Milou
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The vacation rental Pointe Milou is a beautiful property which offers breathtaking views over the ocean, the Lorient Bay and the glorious sunsets. Surrounded by lush vegetation in a very private setting, this four-bedroo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,429 - $5,714 /night
Azetes
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on a hillside in the quiet Petite Saline neighbourhood, the vacation villa Azetes is a charming property with breathtaking views over Lorient Bay, the islands of St. Martin and Anguilla, and the glorious sunsets.... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,429 - $3,929 /night
Mango
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in a private area in Colombier, the charming rental villa Mango is a superb colonial-style property, offering a breathtaking view over Gustavia's harbour and the bay. Nestled on a hillside and built on three leve... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,429 - $4,800 /night
Seaspray
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$1,429 - $2,607 /night
Anniversary House
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on the lush hillside above Leverick Bay, Anniversary House features unmatched panoramic sunrise and sunset views of the North Sound and surrounding islands, including Necker and Anegada. The villa offers a seclud... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$1,429 - $9,000 /night
Fleur de Cactus
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in Lurin a few minutes from Gustavia, beaches and shops, the exquisite rental villa Fleur de Cactus welcomes you in front of an amazing view over the ocean and the glorious sunsets in the evenings. This three-lux... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,425 - $5,225 /night
Aquilae
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a Rental Escapes villa specialist.
Behold the majestic Villa Aquilae, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,420 - $3,250 /night
Tortuga C41
5 Bedroom Apartment, 5 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,420 - $2,730 /night
Villa Saiz
5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
All guests must register with the Villa Owners Club, and for a small daily fee ($25 per adult per night & $12 per child per night), are granted access to resort areas and amenities. Casa de Campo Resort facilitie... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,414 - $4,500 /night
Supersky
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Supersky is a magnificent three-bedroom, two-pool property in an exceptional setting. Ideally located in Saint-Jean in the Cricket area, Supersky offers splendid views over the rolling hills and the deep-blue ocean... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,404 /night
Villa Tropical
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
In the heart of Bavaro is Cocotal Golf & Country Club, Punta Cana's premier gated community. Guests staying within Cocotal have access to all Club facilities including the swimming pools, restaurants ($) and bars... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 18%
Taxes: 18%
$1,400 - $3,940 /night
Villa Solara
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
All guests must register with the Villa Owners Club, and for a small daily fee ($25 per adult per night & $12 per child per night), are granted access to resort areas and amenities. Casa de Campo Resort facilitie... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,400 /night
Casa de los Mapas
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the grounds of the former Dominican Monastery, the original structure dates to the Spanish colonial era. It has been completely renovated and decorated with antique maps and plantation-style furniture for a co... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,400 - $3,300 /night
Hacienda A96 | Hacienda Las Hamacas
5 Bedroom Apartment, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,400 - $5,500 /night
Anani at Kamique
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Anani Villa is a four-bedroom luxury villa and one of three villas on the Kamique Estate situated directly on the Caribbean Sea on Anguilla's southern coast. With modern, open floor plans designed to maximize the spectac... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,400 - $3,500 /night
Tequila Sunrise
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Experience the epitome of Caribbean luxury at Tequila Sunrise, a captivating luxury villa in Anguilla's serene paradise. This contemporary beachfront escape boasts three primary suites, each adorned with floor-to-ceiling... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,400 - $5,714 /night
Esprit de la Mer
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Esprit de la Mer stands for “spirit of the sea” and this villa embodies the title perfectly with its endless panoramic views. Located in the beautiful French region of Terres Basses, this home overlooks the coastline... more
Additional Fees: Security Deposit $4000.00 flat
Taxes: 10%
Taxes: 10%
$1,400 - $4,500 /night
Le Caprice
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
From its privileged elevated site on a promontory above Baie Rouge in Terres Basses, Le Caprice enjoys not only extraordinary 270-degree views but also has direct access to the beach below via its own private garden path... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,396 - $4,057 /night
Villa Numa
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Please note that for safety reasons, Villa Numa does not accept children between 2 and 12 years old.
Located on the heights of the exclusive gated community of Indigo Bay, this stunning six-bedroom lu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,395 - $3,950 /night
Sea Orchard Retreat
8 Bedroom Villa, 10 Bathrooms, Sleeps 22
Sea Orchard Retreat offers individuals, couples, families, and small groups the opportunity to combine a relaxing Caribbean vacation with watersports, eco-excursions, and wellness treatments from private vendors for mass... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 18%
Taxes: 18%
Inquire for Rates
Milestone Cottage
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Milestone Cottage has always been the honeymoon favorite, although also popular for small families with its two bedrooms. Built many years earlier, it was purchased in 1986 and extensively remodeled and personalized. Thi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$1,389 - $4,050 /night
Blue Beach
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
This breathtaking setting is a beach lover's dream. Entering the fabulous coral stone drive and courtyard, the first thing you see are iconic sea grapes and tropical shrubs topped by the brilliant blue sky; the first thi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,380 - $4,850 /night
Casa Serena
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
All guests must register with the Villa Owners Club, and for a small daily fee ($25 per adult per night & $12 per child per night), are granted access to resort areas and amenities. Casa de Campo Resort facilitie... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,380 - $3,630 /night
Casa Blue
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
All guests must register with the Villa Owners Club, and for a small daily fee ($25 per adult per night & $12 per child per night), are granted access to resort areas and amenities. Casa de Campo Resort facilitie... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,368 /night
Garden Studio
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Unwind and soak in the surrounding tropical gardens while enjoying the ocean breeze on the walk-out terrace in this spacious 670-square-foot room. Located at beach level in the oceanfront building complete with glimpses... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,365 - $1,774 /night
Peeniwalli
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Pure and uniform, Peeniwalli’s white and neutral-toned appearance balances against a spellbinding backdrop of blue sky, rolling sea and lush vegetation. The colors come from living. It’s in the furniture and people, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$1,357 - $4,286 /night
Villa Jsa
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Lurin, vacation rental JSA is a true paradise nestled on the hillside. In the heart of lush tropical vegetation, this two-bedroom vacation home is the perfect place for a family vacation or a ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,357 - $4,571 /night
Seaweed
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Sea Weed is a two-bedroom property ideally located in Pointe-Milou in front of the ocean and the glowing sunsets. Spacious and very private, this vacation rental home offers bright spaces in a luxurious scenery. Wi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,357 - $5,686 /night
La Maison Rouge
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the heights of St. Jean, villa La Maison Rouge offers a splendid view over the turquoise waters of the bay and the surrounding hills. Built in a colonial style on several levels, this three-bedroom vacation ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,357 - $5,700 /night
Casa Paraiso
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Public, the luxury villa rental in Saint-Barths Villa Casa Paraiso is a haven of beauty, only a few minutes from Gustavia and the main activities. It is a beautiful view, combined with luxurious architecture, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,357 - $6,429 /night
Bibi
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The holiday villa rental, Bibi villa, is a beautiful four-bedroom property overlooking the crystal-clear waters of Grand-Cul-de-Sac. Nestled on the heights of Vitet, this spacious and comfortable vacation home welcomes u... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,357 - $4,286 /night
Arawak
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ideally located on the heights of Pointe Milou, the luxury holiday rental Arawak offers a spectacular view over the ocean, the bay of Lorient and the surrounding islands. You can admire the unforgettable St. Barths sunse... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,357 - $4,571 /night
Vista del Mar
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$1,357 - $4,286 /night
Always
6 Bedroom Villa, 6 Bathrooms, Sleeps 13
Villa Always is a stunning and luxurious property with a spacious and open living area that allows for the refreshing natural breeze to flow through. The bedrooms are beautifully decorated in a modern yet eclectic style ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,357 - $3,715 /night
Allamanda
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
A special amenity available to guests in this villa is its complimentary membership with The Tryall Club. This membership enhances your stay with exclusive access to The Tryall Club's prestigious amenities and se... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,357 - $4,215 /night
Endless Summer
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Endless Summer is a turreted mansion with views of the Caribbean Sea. From the porte-cochere, bevelled glass doors open to a dramatic 80-foot columned space. A sweeping white stone staircase curves gracefully from the fo... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,357 - $5,643 /night
Imagine
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Imagine is a luxurious three-bedroom property located on the heights of Marigot, with a splendid view over the Grand-Cul-de-Sac lagoon. It features a long swimming pool and a sunny deck surrounded by lush vegetatio... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,350 - $2,700 /night
2 BDM Panoramic Ocean View Suite
2 Bedroom Hotel, 2 Bathrooms, Sleeps 4
Located atop the highest point of Portici Beach’s cliffside, this two-bedroom suite features a central living room area with a Wet bar and private patio access to all rooms. Groups of four can enjoy a shared living spa... more
$1,350 - $3,750 /night
Casa Adri
4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
All guests must register with the Villa Owners Club, and for a small daily fee ($25 per adult per night & $12 per child per night), are granted access to resort areas and amenities. Casa de Campo Resort facilitie... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,350 - $4,750 /night
Fig Tree House and Cottage
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership included in this villa, guests will have access to the gym, unlimited golf ($), driving range ($), tennis cour... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,350 - $4,600 /night
Villa Elan
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
The Fairmont Royal Pavilion is one of the most prestigious resorts in Barbados. Guests will have complimentary access to the Pavilion Beach Club and restaurants.
Newly built and designed in a contem... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,350 /night
Jaguey 7
5 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,350 - $5,714 /night
Endeavour
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The charming holiday rental Endeavour is located on the heights of Toiny in the heart of a beautiful environment. With a breathtaking view over the Petit-Cul-de-Sac lagoon and the neighbouring hills, and nestled at the e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,350 - $2,300 /night
Calabash Pool Suite
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Calabash Luxury Boutique Hotel & Spa combines five-star service and luxury within a relaxed and intimate environment to create the ultimate Caribbean escape.
Luxuriously styled, spacious suites with large patios where... more
Additional Fees: Damage Waiver $299.00 flat
$1,350 - $2,950 /night
Casuarina
5 Bedroom House, 6 Bathrooms, Sleeps 10
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Casuarina House is a family-fri... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,350 - $6,143 /night
Captain Cook
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Pointe-Milou, the luxurious vacation home Captain Cook in Saint Barths offers high-quality amenities for your next Caribbean vacation.
Built on two levels, the luxury rental Captain Cook has a large air-con... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%