Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,714 - $5,000 /night

Aqua Dream

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Discover Villa Aqua Dream: Your gateway to unrivalled luxury in St. Maarten. Nestled in the picturesque coastal enclave of Indigo Bay on the captivating island of Sint Maarten, Villa Aqua Dream stands as a testament t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,714 - $5,000 /night

Aqua Vista

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Nestled harmoniously alongside its sister property, Aqua Vista is a modern masterpiece in its own right, offering an unparalleled fusion of contemporary elegance and island luxury. This magnificent six-bedroom villa, loc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,714 - $9,286 /night

Amis du Vent

3 Bedroom Villa, 5 Bathrooms, Sleeps 6
Villa Amis du Vent is a beautiful three-bedroom property with a heated swimming pool, ideally located in the private Mont-jean neighbourhood. Its breathtaking ocean views and upscale amenities make it the perfect place f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,714 - $8,571 /night

Rock

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the heights of Lorient, the sumptuous Rock welcomes guests in the heart of a lush tropical environment. Close to the beach and the renowned surf spot, this three-bedroom vacation rental is the perfect place fo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,714 - $3,450 /night

Sugar Magnolia

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%
$1,714 - $9,286 /night

Gustavia Views

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Gustavia Views more than delivers on the promise that is made in its name. The luxury rental property, which has recently been renovated and become available for short-term stays, transports its guests back in time... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,714 /night

Elle

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the charming Pointe Milou neighbourhood, the luxurious rental villa Elle is a recently renovated property with a pop of decoration and colourful statues. Built into the cliffside, this contemporary vacation ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,714 - $3,571 /night

Acai

3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Located a few minutes from the white sand beach of Flamands, the luxurious villa Acai offers an outstanding view of the ocean, the beach and the surrounding islands. Built over three levels in a traditional colonial styl... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,714 - $5,429 /night

Casa Cervo

5 Bedroom Villa, 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 villa specialist. Set in a tropical courtyard with a circular driv... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,714 - $4,000 /night

Mapai

6 Bedroom Villa, 6 Bathrooms, Sleeps 14
Villa Mapai is a stunning six-bedroom villa located in the gated community of Terrasse de Cul de Sac. Situated in a picturesque oceanfront setting, the villa offers a luxurious and tranquil escape. Its prime location pro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,714 - $6,857 /night

Lagon Jaune

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Petit-Cul-de-Sac, the luxurious villa Lagon Jaune is a true haven of peace facing a breathtaking panorama. This four-bedroom vacation home is perfect for a large family or a group of friends travelling togethe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,714 - $8,571 /night

Lagon Vert

7 Bedroom Villa, 7 Bathrooms, Sleeps 12
Located in the private community of Domaine du Levant in Petit-Cul-de-Sac, the luxurious vacation villa Lagon Vert is a six-bedroom and one-level property, perfect for couples or families vacationing together. It feature... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,714 - $8,571 /night

Krystel

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the hills of Lurin, the luxurious rental villa Krystel is a recent property that offers a breathtaking panoramic view over the bay of St.Jean and the surrounding hills. This four-bedroom vacation home is the p... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,714 - $5,714 /night

Villa Ella

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Located midway between St. Jean and the village of Lorient, Villa Ella looks out over a sweeping view of blue sky and shimmering sea that will stay in your memory long after your visit has ended. Designed by an owner/arc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,714 - $8,571 /night

Danse du Soleil

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Nestled on the heights of Vitet in the private neighbourhood of Dévé, the rental villa La Danse du Soleil is a superb new property with a spectacular panoramic view over Toiny Bay and the entire wild coast of the islan... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,714 - $10,000 /night

Sasha

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
The vacation rental villa Sasha is a sumptuous property located in Corossol with a splendid view over the ocean and the surrounding hills. Built in a modern style on three levels, its privileged location in the heart of ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,714 - $3,143 /night

Casa Rosada

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Casa Rosada, your Caribbean vacation home. Casa Rosada is an architectural gem, perched on a hill overlooking picturesque Chalk Sound, capturing the cross breeze between the sound and ocean. As you look out... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$1,714 - $4,000 /night

Abby

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
On the edge of a nature reserve on the quiet east end of the island, Villa Abby brings a sense of calm to life in St. Barth. It is an isolated and tranquil retreat, occupying nearly three-quarters of an acre of its own p... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,714 - $7,143 /night

Aurea

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Aurea is situated on the top of Lorient. Extremely private, it gets a lot of sunlight and an amazing view on the ocean, from Lorient Bay and the islands of Saint Martin and Anguilla. A large living room opens onto the... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,714 - $4,571 /night

Casa Tigre

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Looking out from a hillside in Vitet, the luxurious vacation rental property Casa Tigre opens onto a wide vista over the clear waters of the Atlantic Ocean, the Caribbean Sea, and the bay of Grand-Cul-de-Sac. This cozy f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,700 - $6,000 /night

Horizon Villa

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Tucked away in the peaceful, gated Sunny Bay Estates, this 4-bedroom villa has everything you’ve ever wanted: jaw-dropping views of Silly Creek, luxurious Versace details, and spaces designed for pure relaxation and fu... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning fee $1000.00 flat
Taxes: 12%
$1,700 - $3,500 /night

Agave Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Perched majestically on a cliff with sweeping views of Sandy Ground Bay, Villa Agave is the epitome of luxury and tranquility in Anguilla. This exquisitely renovated villa offers an exclusive retreat, blending modern ele... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,700 - $3,600 /night

Palm Tree Villa

4 Bedroom Apartment, 3 Bathrooms, Sleeps 8
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts. Nestled within the prestigious ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,700 - $5,750 /night

Angel Point

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Situated on the tranquil harbor of the Caribbean Sea, Angel Point villa in Anguilla is a contemporary five-bedroom retreat that has been completely refurbished in 2023. The villa's sun decks are furnished with comfortabl... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,700 - $5,000 /night

Sundeck

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Sundeck is a gorgeous villa located in an ideal location along Westmoreland Ridge. There are five spacious en-suite bedrooms with air-conditioning, rain showers and views across the ocean and the golf course. The mast... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 12.5%
$1,700 - $3,000 /night

Azimuth Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Azimuth Villa offers a special, luxurious experience, as it includes all of the amenities of a large villa, on a more intimate scale. Total relaxation with none of the chores involved with most vacation rentals. Just rel... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
$1,700 - $4,450 /night

Pool House

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Pool House Villa offers a spacious living environment in an enviable location. Built to a high specification the villa was completed. The interiors feature polished hardwood floors and Balinese-style cathedral ceilin... more
Additional Fees: Damage Waiver $299.00 flat
$1,700 - $12,143 /night

Coco Rock

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Located on the hillside of Petit-Cul-de-Sac, the luxury vacation rental villa Coco Rock is a charming and refined home for your next holidays in St-Barts. It is a true haven of peace close to the beaches of Petit-Cul-de-... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,700 - $3,900 /night

Evergreen

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts. Evergreen is a private and secl... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 12.5%
$1,700 - $43,000 /night

Martangie

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Please note the beach experiences seasonal fluctuations in its accessibility. This front-line classical villa has ample parking and a stunning entrance that leads to breathtaking sea views on the plat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,700 - $5,000 /night

Tom Tom

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Tom Tom is a well-appointed five-bedroom luxury vacation rental located in Westmoreland St. James, overlooking the exclusive West Coast of Barbados. The large wooden front door of the villa leads to an exquisite interior... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,697 - $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%
$1,688 /night

Town House

4 Bedroom Villa, 5 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: 6%
$1,680 - $4,575 /night

1 BDM Oceanfront Suite with Study at The Shore Club

1 Bedroom Condo, 2 Bathrooms, Sleeps 2
Each One Bedroom Suite features a king bed with custom made, premium linens. Other features include a generous living area with full-size sofa bed, dining area, one and a half bathrooms with luxury bathroom products. Mas... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$1,679 - $5,571 /night

Emotion

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Emotion is a four-bedroom property with a swimming pool nestled in the wooded hills, overlooking St-Jean Bay. Located in the Tourterelles district, Villa Emotion offers beautiful and very private spaces in a most r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,665 - $4,500 /night

Solaris Beach House

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Solaris Beach House is a stunning, two-story, new modern luxury Barbados beachfront villa that sits on a pristine stretch of white sandy beach between Holetown and the renowned Mullins Beach. With direct access to the be... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,665 - $5,800 /night

Nirvana

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Nirvana is a luxury beachfront Barbados villa. This high end holiday home offers the same high quality contemporary interiors as Mirador but includes a fifth bedroom. Nirvana’s top floor has been transformed into a uni... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$1,664 /night

Crimson Oasis

6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
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%
$1,664 /night

Caleton Escape

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Nestled in the exclusive community of Cap Cana is Eden Roc, a luxury beach resort along the Caribbean Sea. Guests will have access to all Eden Roc resort facilities including a lagoon-style swimming pool, restaur... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$1,660 - $3,450 /night

Las Ramas

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%
$1,655 - $2,330 /night

Two Bedroom Ocean View Suite | Ridgetop

2 Bedroom Hotel, 2 Bathrooms, Sleeps 4
Stunning Ocean views, private wrap-around terraces with multiple seating areas, a full-size kitchen, a large open great room and two-bedroom suites featuring impressive panoramic views of the Atlantic Ocean and the Caico... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31.25%
$1,650 - $2,500 /night

Oceanview Junior Suite

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Luxury meets comfort in the spacious Ocean View Junior Suite, where an expansive living space and veranda offer true comfort, ensconced in a world of its own. Floor-to-ceiling louvred windows, deep soaking tubs, and sepa... more
$1,650 - $4,500 /night

Lagos 4

6 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: Damage Waiver $299.00 flat
Taxes: 18%
$1,650 - $4,950 /night

Kaiku Estate

8 Bedroom Villa, 8 Bathrooms, Sleeps 18
Welcome to Kaiku, a lavishly landscaped, gated estate in Cayman Kai. This sprawling villa sits on a double lot consisting of a 6-bedroom, two-story main house plus a detached, large 2-bedroom guest house over a doubl... more
Additional Fees: Security Deposit $2500.00 flat, Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,650 - $3,150 /night

Ocean View Ridge 1 BDM Suite A

1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The Oceanview Ridge One Bedroom features stunning ocean views, a primary bedroom with a California king bed, well appointed bathroom with an indoor and outdoor shower, standalone tub, a spacious kitchen, living area with... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$1,650 - $3,250 /night

Sol y Luna

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Villa Sol y Luna is a contemporary, 3 bedroom oceanfront architectural masterpiece, providing the opportunity for true indoor/outdoor living. There are nearly 25 feet of sliding glass doors along the ocean side of the vi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$1,650 - $4,300 /night

Banyan House

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
This vacation rental in Barbados has been given a new name and a refreshed contemporary look, making it the perfect spot for families and groups. It's located in the Queens Fort community, near the Platinum Coast beaches... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,650 - $3,350 /night

Nutmeg

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Enter this lovely vacation villa through carved entrance doors with antique brass fittings and the magnificent view is immediately apparent. The view becomes more dramatic as one moves through the large living room to th... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,645 - $3,995 /night

Twin Palms

7 Bedroom Villa, 6 Bathrooms, Sleeps 14
Twin Palms Villa is directly oceanfront in the Rum Point district and enjoys a sandy beach and protective coral reef with excellent snorkeling. No neighbors on either side ensure guest privacy. New contemporary pool and ... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 30.9%
$1,643 - $5,400 /night

Gypset

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The villa rental Gypset is a beautiful two-bedroom property with a pool, located in the idyllic Gouverneur area. Nestled among palm trees and local shrubs, Gypset welcomes you in a bright, luxurious and relaxing atmosphe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
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