Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$3,250 /night

Casa Aqua

5 Bedroom Villa, 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: 6%
$3,250 /night

Las Canas 4 | Oli

6 Bedroom Villa, 6 Bathrooms, Sleeps 16
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: 6%
$3,248 - $8,030 /night

On the Wild Side

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
On The Wild Side Villa is perfectly situated atop the Atlantic Ridge Neighborhood, providing breathtaking ocean views from every room. Floor-to-ceiling glass doors offer limitless views, and the bi-level floor plan provi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
$3,228 - $7,248 /night

Coconut Grove Suites

4 Bedroom Apartment, 5 Bathrooms, Sleeps 12
All living options fuse beautiful modern design with a traditional charm and feature spectacular ocean views, beachside pools and access to the white sand beach in just a few short steps. All the benefits of a luxur... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 5.9%
$3,225 - $5,714 /night

Pineapple House

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%
$3,214 - $12,600 /night

Nina

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Pointe-Milou in front of the ocean and the glorious sunsets, the vacation rental villa Nina is the perfect spot for a stay in St-Barth with family or friends. Spacious, comfortable and well-equipped with high-... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,214 - $15,000 /night

Nirvana

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The sumptuous rental villa Nirvana is one of the most luxurious properties in St. Barths. Located in Lurin only a few minutes from the beach and the shopping areas, this splendid five-bedroom vacation home offers a breat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,200 - $7,700 /night

Above the Clouds

6 Bedroom Apartment, 5 Bathrooms, Sleeps 12
Perched high above the West Coast of Barbados along Moonshine Ridge, Above The Clouds is a stunning 6-bedroom villa that offers an unrivalled holiday experience. True to its name, this villa evokes a surreal sense of tra... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$3,200 - $8,100 /night

Beach Enclave North Shore 3 BDM Oceanfront Beach House

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Nestled on a cliff with elevations reaching up to 47 feet, the upper entrance level of the three-bedroom beach house offers unparalleled views unique to the island’s North Shore, with the primary bedroom offering a cap... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$3,200 - $7,500 /night

Corales 116 | Alta Gracia

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: Security Deposit $3300.00 flat
Taxes: 18%
$3,193 - $7,164 /night

2 BDM Penthouse at Windsong Resort

2 Bedroom Penthouse, 2 Bathrooms, Sleeps 4
Unparalleled views and spacious, luxury accommodations for up to 6 guests make this two-bedroom penthouse an extraordinary retreat. Guests enjoy spectacular, aqua views from the luxurious main living area, the master bed... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$3,174 - $5,235 /night

Beachfront Bungalow with Private Pool

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Ease into the balance and flow of Ambergris Cay, a private island resort that offers a bespoke approach to luxury island living. Originally established as a community for second homeowners, the recent addition of 17 Beac... more
Additional Fees: Damage Waiver $299.00 flat
$3,150 - $12,000 /night

Blue Oyster

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Located in a prime beachfront location, this magnificent property is the perfect balance between luxury and comfort. With five generously sized bedrooms and five modern bathrooms, it offers ample space for families to en... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 17.5%
$3,143 - $12,857 /night

Eva

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Eva is a five-bedroom property located in Colombier. Surrounded by tropical vegetation, this luxurious vacation home offers a breathtakingly beautiful view over Flamands Bay and Bonhomme Islets. Spacious and fully ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,143 - $12,857 /night

Gypsea

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the heights of Lurin, the luxury rental villa Gypsea offers outstanding ocean views. This very private four-bedroom vacation home with two swimming pools and the finest amenities is the perfect place for an id... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,143 - $17,143 /night

Celadon

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Celadon is a prestigious property in St Barths with a breathtaking view over the bay of Grand Cul de Sac and Petit Cul de Sac. Ideally located in the private Mont-Jean estate, this large five-bedroom air-conditione... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,143 - $14,286 /night

Blackstone

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The newly built and luxurious villa rental Blackstone is located in the beautiful Marigot hillside and offers a magnificent view of the bay and the verdant countryside. With a modern and stylish design, the villa boasts ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,143 - $17,143 /night

Olive

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Its humble namesake fruit belies the luxury within Olive, a sublimely chic and soothing home that is one of the exquisite jewels of St Barths. The luxury property is an ideal setting for a best-of-all-worlds Caribbean ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,143 - $17,857 /night

Grace

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Located on the heights of Anse des Cayes, the prestigious villa Grace is an architectural jewel set on a hillside in the heart of Caribbean nature. With breathtaking ocean views and upscale amenities, this six-bedroom ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,143 - $13,571 /night

Valentina

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Located in the Pointe Milou area, the luxurious rental villa Valentina is a recently renovated property. In a modern architecture and refined decoration with a harmonious choice of noble materials, this superb home offer... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,143 - $12,857 /night

Amancaya

6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Nestled in a large tropical garden on the heights of Anse des Cayes, the luxurious vacation rental Amancaya is a haven of peace and serenity, the perfect place for a vacation with family or friends in St. Barthelemy. In ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,142 - $6,071 /night

Amanoka

7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Located on beautiful Discovery Bay, Amanoka is one of the most stunning villas in this collection. From the spacious verandah and pool, a barefoot stroll leads down a soft lawn to the 70’ white sand beach, clear turquo... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
Taxes: 5%
$3,142 - $6,981 /night

Fortlands Point

9 Bedroom Villa, 9 Bathrooms, Sleeps 18
On a stunning promontory, once the site of an old stone fort, sits a remarkable Premier home named Fortlands Point. From its breathtaking location on the tip of the peninsula, the commanding view encompasses the turquois... more
Additional Fees: Service Fee $50.00 flat, Security Deposit $3000.00 flat
$3,120 /night

Blanco Brillante

8 Bedroom Villa, 9 Bathrooms, Sleeps 16
Guests staying within Cap Cana will have access to all resort amenities and facilities. Resort amenities and facilities include a golf course ($), spa ($), restaurants ($), bars ($), fitness centre ($) and tennis... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$3,100 - $9,350 /night

Sunsara

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Approached via an attractive curved driveway, Sunsara is a perfectly proportioned Grace Bay villa situated within well-tended tropical grounds. The immaculate shoreline, flanked by rustling palms, only stride from the... more
Taxes: 22%
$3,090 - $6,230 /night

Phoenix

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
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%
$3,084 - $4,517 /night

2 BDM Oceanfront Penthouse Suite at Blue Haven Resort

2 Bedroom Penthouse, 2 Bathrooms, Sleeps 4
Two-Bedroom Oceanfront Penthouse Suites boast expansive rooftop terraces with incredible views, three oceanfront balconies, one king bed in each of the two bedrooms, a sofa bed (or up to two rollaway beds) in the living ... more
Additional Fees: Damage Waiver $299.00 flat
$3,073 /night

Luxury Pool Family Suite

2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
The perfect scape for memorable vacation here. Bring your children and revel in all of the on-property activities, from snorkeling to hiking to boogie boarding. The two bedroom, two bath luxury pool family suites feat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$3,051 - $3,894 /night

Deluxe 2 BDM Oceanfront Suite at Alexandra Resort

2 Bedroom Hotel, 3 Bathrooms, Sleeps 4
Newly renovated oversized suites with direct ocean views facing Grace Bay Beach. The primary bedroom comes with a king bed, flat-screen television and a full ensuite bathroom with a stand-up shower. The second bedroom of... more
Additional Fees: Damage Waiver $299.00 flat
$3,008 - $5,588 /night

The Cove Penthouse

3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
With their prime positions on the top floors of our palatial Cove Villas, the sprawling 2,690 sq ft three-bedroom Cove Penthouses boast expansive balconies with panoramic ocean views and space to sleep up to 10 guests. ... more
Additional Fees: Damage Waiver $299.00 flat
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