Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,900 - $4,500 /night

Cool Wind

6 Bedroom Villa, 6 Bathrooms, Sleeps 14
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 ($). Cool Wind has a show-stopping, e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,900 - $4,800 /night

La Villa Salee

6 Bedroom Villa, 6 Bathrooms, Sleeps 14
Stay in style and luxury at our six-bedroom villa on the Dutch side, perched on St. Maarten’s Pelican peninsula, surrounded by stunning mountains and ocean views of the Caribbean and the Atlantic. (The Villa also has a... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 10%
$1,900 - $5,000 /night

The Cottage At Meads Bay

3 Bedroom Cottage, 4 Bathrooms, Sleeps 6
The Cottage at Meads Bay is an ideal beachfront villa in Anguilla situated right on the vibrant coastline of northwest Anguilla’s renowned Meads Bay. This iconic locale is celebrated for its luxurious ambiance and brea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,900 - $5,000 /night

Arrecife 53 | Mandala

6 Bedroom Villa, 7 Bathrooms, Sleeps 14
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%
$1,900 - $5,567 /night

Villa Lolita

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
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%
$1,895 - $2,595 /night

Villa Coquina

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Being just steps away from Dawn Beach, you'll enjoy the mesmerizing ocean views from the Beachfront Villa. Luxury furnishings throughout the villa will make you feel pampered, happy, and relaxed, especially as you enjoy ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,886 - $9,429 /night

Hill House

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the heights of Camaruche in Lorient, villa Hill House is a lovely property facing a breathtaking ocean view. Spacious and bright, this four-bedroom vacation home offers the finest amenities in a lush environme... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,875 /night

Las Canas 50

4 Bedroom Apartment, 5 Bathrooms, Sleeps 10
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: 8%
$1,875 - $3,000 /night

Calabash Penthouse

1 Bedroom Villa, 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. The Penthouse Suite is our signature suite at the Calabash,... more
Additional Fees: Damage Waiver $299.00 flat
$1,872 - $6,000 /night

Hacienda B18 | Escondida

5 Bedroom Apartment, 7 Bathrooms, Sleeps 14
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: Security Deposit $3000.00 flat
Taxes: 18%
$1,870 - $2,200 /night

Leamington House

5 Bedroom House, 5 Bathrooms, Sleeps 10
Leamington House is a colonial style great house set in the exclusive Leamington Estate. Extended by the famous architect, Oliver Messel, the house was for many years the home of the American Ambassador. It was recent... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,860 - $5,000 /night

Tortuga C12 | Atalaya

6 Bedroom Villa, 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%
$1,860 - $4,580 /night

Arrecife SB5 | 3 Palmeras

6 Bedroom Villa, 7 Bathrooms, Sleeps 14
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%
$1,860 - $4,580 /night

Arrecife EFG4 | Yellow Bear

6 Bedroom Villa, 6 Bathrooms, Sleeps 14
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%
$1,857 - $9,571 /night

Nala

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
This rental villa in St. Barths Nala is a beautiful property nestled on a hill above Grand-Cul-de-Sac. This five-bedroom vacation rental is located only a few steps from the beach and water activities, a perfect place fo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,857 - $10,000 /night

Reef Point

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled on a hillside at the quietest and farthest end of St.Jean Bay, the luxurious rental villa Reef Point is a superb property located in a private and very quiet domain. Built on a single level, Reef Point offers one... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,857 - $6,429 /night

D'Zir

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in Colombier, the luxury vacation villa D'Zir is a recent property that offers a breathtaking view of the Caribbean Sea and the port of Gustavia. This architectural gem and sun-soaked paradise is the ideal home f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,857 - $7,143 /night

Cairn

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the private development of Domaine du Levant in Petit-Cul-de-Sac, the vacation rental Cairn is a superb modern property facing a stunning view over the bay of Petit-Cul-de-Sac and the beach. With four spacious... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,857 - $10,000 /night

Alhena

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Alhéna is situated in Lurin. Very private, it offers a stunning view on Saint Jean bay. The large living and the kitchen open onto the terrace and the long pool. The decoration is contemporary and comfortable. One bedro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,857 - $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%
$1,857 - $12,857 /night

Senna

5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa SENNA is a stunning five-bedroom property with a swimming pool, ideally located in St-Jean. Nestled in the lush environment of St-Barths, this vacation home accommodates up to twelve guests in bright, airy spaces. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,857 - $10,800 /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%
$1,854 - $7,903 /night

Hanover Grange

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
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%
$1,853 - $9,405 /night

N401 | 3 Bedrooms

3 Bedroom Condo, 4 Bathrooms, Sleeps 6
This elegant 3-bedroom residence on Seven Mile Beach offers breezy indoor-outdoor living, sweeping ocean views, and private balconies, creating an exceptional setting for a refined island escape. Designed for travelle... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
$1,850 - $4,000 /night

Casa Mia

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%
$1,850 /night

One Bedroom Pool Villa

1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Nestled into the hillside at the peak of Turtle Tail, our One-Bedroom Pool Villas offer a secluded and intimate sanctuary for our guests. Immerse yourself in breathtaking vistas of Sunset Cove Beach while indulging in th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$1,850 - $3,360 /night

Oceanfront 1 BDM Suite

1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The Oceanfront One Bedroom features a primary bedroom with a California king bed, a primary bedroom with a shower and a standalone tub, a spacious living area and terrace with a swimming pool, a full kitchen and a breakf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$1,850 /night

Villa Mimosa

5 Bedroom Villa, 8 Bathrooms, Sleeps 10
The Mimosa: it’s a fragrant tropical plant, a favorite cocktail, and your welcome drink when you arrive at Villa Mimosa in Discovery Bay, Jamaica. Take your first refreshing sips in paradise as you explore this ultra-l... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
$1,850 - $4,000 /night

Aqualina Villa

5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Relax in comfort in this luxurious five-bedroom ocean-view villa. This villa combines the carefree, luxurious atmosphere of a five-star resort and the privacy and safety of your own personal villa. From the moment you dr... more
Additional Fees: Cleaning Fee $500.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
$1,850 - $3,800 /night

Oceanfront Luxury 3 BDM Suite

3 Bedroom Hotel, 4 Bathrooms, Sleeps 6
The splendid Ocean Front Luxury Three Bedroom Suite is a unique haven. Its handsome and dramatic Caribbean Colonial decor showcases fine craftsmanship with stunning rattan-lined cathedral ceilings, Italian granite and ha... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
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