Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$5,900 - $16,900 /night
7 BDM Beachfront Villa at Beach Enclave Long Bay
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Beach Enclave’s signature design is present throughout this 7,800-plus-square-foot, five- bedroom villa. This design ethos features a seamless philosophy of combining indoor and outdoor living spaces with generous, con... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$5,870 - $8,800 /night
Juanillo 2 | Las Hamacas
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Guests staying within Cap Cana will have access to all resort amenities and facilities. Resort amenities and facilities include a golf course ($), spa ($), restaurants ($), bars ($), and tennis centre ($).... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$5,800 - $15,500 /night
6 BDM Premium Ocean View Villa
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
The ultimate experience at Grace Bay’s most exclusive address, the premium ocean-view villa raises the bar with spacious contemporary design and luxurious amenities. This over-the-top vacation experience provides unpar... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$5,800 - $13,300 /night
Frangipani
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Nestled on over 90 feet of pristine white sands on the shores of Grace Bay Beach, this exceptional villa stands as a masterpiece of architectural elegance, meticulously crafted by the renowned Turks & Caicos-based Coast ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$5,800 - $18,000 /night
Silver Sands
8 Bedroom Villa, 7 Bathrooms, Sleeps 16
A secluded, off-the-beaten-path villa with an abundance of space, contemporary interiors and direct access to the beach. A supremely comfortable beach house, Silver Sands sits close to the water’s edge on Thompson Cove... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 22%
Taxes: 22%
$5,800 - $13,300 /night
Seascape
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Located on the tranquil shores of Grace Bay, Seascape epitomizes a luxury island lifestyle. This chic five-bedroom, five-bathroom villa offers world-class amenities with unobstructed oceanfront views. The villa features ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$5,780 - $13,890 /night
Hacienda Retreat
9 Bedroom Villa, 10 Bathrooms, Sleeps 18
Wake to gentle ocean breezes and sweeping sunrises over the sea at Hacienda Retreat, an exclusive coastal sanctuary in Cabrera where barefoot luxury meets attentive, personalized service. Every moment—from dining benea... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 28%
Taxes: 28%
$5,750 - $11,800 /night
Villa Splendor
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
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.
All guests must register wi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$5,750 /night
Cinco Villa
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
With five gorgeously appointed bedrooms, our peaceful and secluded Five Bedroom Cinco Villa has ample space for you and your loved ones and on-demand access to every amenity Wymara Resort has to offer. Step into paradise... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$5,750 - $12,950 /night
Coconut Walk
7 Bedroom Villa, 7 Bathrooms, Sleeps 18
Welcome to Coconut Walk, a luxuriously gated oceanfront estate directly on Seven Mile Beach with a private pool, guest services, and water-sports equipment. This magnificent home has been redecorated by Grand Cayman's pr... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 34.4%
Taxes: 34.4%
$5,730 /night
Sweetwater
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Stargazing with family or friends doesn't get any better than from the terrace of this stunning and spacious three bedroom en suite villa. Located on the small ridge overlooking the western end of the north beach, Sweetw... more
Taxes: 5%
$5,720 /night
Caribbean Bliss
10 Bedroom Villa, 14 Bathrooms, Sleeps 20
Please be advised that a new golf course is currently under construction in the vicinity of the villa. As a result, there may be some noise during your stay.
Caribbean Bliss is a stunning 10-bedroom... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$5,714 - $24,286 /night
Seala
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The villa rental Seala is a prestigious five-bedroom property with fantastic views over St-Jean Bay. Luxurious and very spacious, this vacation rental with a heated swimming pool and a fitness room offers upscale ameniti... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,714 - $22,857 /night
Ciel D'Azur
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa Ciel D'Azur is a luxurious property located in Anse des Cayes with a fantastic view over the ocean and the tropical vegetation. As it features high-quality amenities, including an infinity swimming pool, a jacuzzi ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,714 - $25,000 /night
Firefly
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Nestled on a hillside overlooking the bay of Anse des Cayes, the luxurious villa Firefly is one of the most outstanding rental properties in St. Barths. Ideally located at the end of a private road, this quiet villa offe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,714 - $36,800 /night
Villa Aqua
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The holiday rental Aqua is an exceptional property located on the white sandy beach of Grand-Cul-de-Sac. Only a few steps away from the lagoon's turquoise waters, this luxurious six-bedroom, six-bathroom vacation rental ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,714 - $36,800 /night
Villa Bleu
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Located on the beach of Grand-Cul-de-Sac, rental villa Bleu is a luxurious vacation property with breathtaking views over the lagoon and clear waters. Set on the white sand, this outstanding six-bedroom house is the perf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,714 - $28,571 /night
Roxane
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa Roxane is a sumptuous six-bedroom property ideally located in Gustavia. This outstanding residence welcomes guests into a fantastic setting with breathtaking views. With upscale amenities, a heated infinity swimmin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,700 - $16,000 /night
Villa Azzurra
6 Bedroom Villa, 8 Bathrooms, Sleeps 12
Located in the Turtle Cove neighbourhood of Grace Bay, comfort, style and island elegance immediately spring to mind when you step inside Villa Azzurra’s calming, classic and well-appointed interior.
Set amongst lus... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 22%
Taxes: 22%
$5,699 /night
Villa Angeles
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
All guests must register with the Villa Owners Club, and are granted access to resort areas and amenities. Casa de Campo Resort facilities and amenities include golf courses ($), the fitness centre ($), tennis co... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$5,679 /night
Oui
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Oui is situated on the top of the private estate of Domaine du Levant in Petit Cul de Sac. This roomy villa is facing the ocean. It is surrounded by a lush tropical garden. The long heated pool is perfect for swimmers. A... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,600 - $17,500 /night
Kishti East
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
This luxury Anguilla villa has six bedrooms that welcome the breeze from Meads Bay Beach, Anguilla. This enviable location features soft white sand, crystal clear water, stunning sunset views, and unparalleled privacy. I... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$5,600 - $14,600 /night
6 BDM Beachfront Villa at Beach Enclave Long Bay
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Beach Enclave’s signature design is present throughout this 7,800-plus-square-foot, five-bedroom villa. This design ethos features a seamless philosophy of combining indoor and outdoor living spaces with generous, conc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$5,572 - $9,285 /night
Happy Hour
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Happy Hour is truly an exquisite new home, decorated in contemporary muted tones throughout, comfort abounds. Located in the gated community of Fortlands Road in Discovery Bay, where villas have private sandy waterfronts... more
Additional Fees: Service Fee $50.00 flat, Damage Waiver $299.00 flat
$5,571 - $13,143 /night
C'est La Vie
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Welcome to our brand new villa C’est La Vie which is located right on the gorgeous beach of Plum Bay. The villa has the most stunning views of the ocean beyond and is furnished to a very high standard.
The villa has... more
Additional Fees: Security Deposit $5000.00 flat, Food deposit $4000.00 flat
Taxes: 10%
Taxes: 10%
$5,550 - $10,800 /night
6 Bedroom Ocean Reef Estate
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
The Reef Estate offers two levels of serene ocean views spanning across two levels, four primary bedrooms with ensuite bathrooms and a half bathroom as well. Awaken the senses with the morning sun and refreshing ocean br... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$5,500 - $15,000 /night
Four Bedroom Beachfront Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Experience the exclusivity of the sprawling 4-bedroom Oceanview villas, featuring 6,000 sq. ft. of living space with sweeping views of the Caribbean Sea. This spacious villa is the ideal setting for a family or group get... more
$5,500 - $11,650 /night
Corales Estate
10 Bedroom Villa, 10 Bathrooms, Sleeps 23
Corales 26 and 27, nestled within the prestigious Corales community of Puntacana Resort & Club, stand as a testament to luxury and exclusivity. These crown jewels of the resort are renowned for their lush gardens, distin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$5,500 - $19,500 /night
Cabuya
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Soaring ceilings, lending a sense of airy spaciousness, greet you as you enter this luxurious six-bedroom villa nestled in one of the most exclusive gated communities in Providenciales. Floor-to-ceiling glass panelling d... more
Taxes: 22%
$5,500 /night
One Perfect Day
9 Bedroom Villa, 10 Bathrooms, Sleeps 26
In the upper echelon of luxury villas on St Thomas, One Perfect Day is located in Peterborg, St. Thomas' most exclusive neighborhood, just a few steps above Little Magens Beach, and less than one mile from the world-famo... more
Additional Fees: Cleaning Fee $1500.00 flat, Security Deposit $2000.00 flat
Taxes: 17.5%
Taxes: 17.5%