Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$5,600 - $17,500 /night

Kishti East

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
This spacious, fully staffed, six-bedroom luxury villa is set directly on the beach at Meads Bay, known for its soft white sand, crystalline waters, sunset views, and privacy. Stylish, elegant, and modern, the interio... more
Additional Fees: Damage Waiver $299.00 flat
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%
$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%
$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%
$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%
$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%
$5,500 - $10,000 /night

Frankfort

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Frankfort has once again reaffirmed its position as one of the most desirable properties in Jamaica with the addition of a beautiful new swimming pool. Completed in 2019, the pool complements what is arguably the best pr... more
Additional Fees: Damage Waiver $299.00 flat
$5,499 /night

Villa Sunny

7 Bedroom Apartment, 7 Bathrooms, Sleeps 16
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 $299.00 flat
Taxes: 18%
$5,464 - $29,286 /night

Vitti

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Vitti is one of the most prestigious properties in St. Barths. It opens onto Shell Beach and offers a spectacular view over the glowing sunsets. With five air-conditioned bedrooms, this luxurious vacation home is t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$5,450 - $14,663 /night

Quintessa

5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
Tucked into the hills of the Boulders neighborhood, this newly-completed, luxurious, 5-bedroom villa affords sweeping 180 degree views of plunging cliffs, crashing waves and open ocean. Flexible Euro-wall sliders create ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
$5,450 - $15,865 /night

Maronti

5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Villa Maronti sits on the slopes of Oil Nut Bay, directly above the turquoise waters of the Caribbean Sea with striking views of surrounding reefs and neighboring islands. A multi-level masterpiece of stone, glass and cu... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 31%
$5,400 - $25,000 /night

The Seafire

8 Bedroom Villa, 9 Bathrooms, Sleeps 16
The home takes your breath away from the moment you arrive at the front gate. The long, gravelled driveway is lined with large, age-old Caribbean mahogany trees that canopy over your vehicle as you approach the villa’s... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
$5,375 - $8,750 /night

Vista Chavon 16 | Casa Mar

7 Bedroom Villa, 10 Bathrooms, Sleeps 18
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%
$5,357 - $21,429 /night

Utopic

5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Nestled in the heights of Corossol, the holiday rental Utopic is a sumptuous property with fantastic views over the Caribbean sea and the islands of St. Kitts and Nevis. Spacious and very private, this three-bedroom vaca... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$5,300 - $12,300 /night

5 BDM Beachfront Villa at Beach Enclave Long Bay

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Beach Enclave Long Bay's signature design is present throughout this 7,000-plus-square-foot, five-bedroom villa. This design ethos features a seamless philosophy of combining indoor and outdoor living spaces with generou... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$5,300 - $14,300 /night

5 BDM Beachfront Villa

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Nestled on a cliff with up to 40 feet of elevation, the five-bedroom villa boasts views found nowhere else on Providenciales and access to an exclusive, 100-foot beachfront, accessible by a private staircase carved into ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$5,250 /night

Amuse Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Experience the luxurious comforts and exciting amenities of the Five Bedroom Amuse Villa, featuring five bedrooms and the same top-of-the-line facilities as our Cinco Villas. This villa offers a unique thrill with its ex... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$5,250 - $8,000 /night

Corales 28

7 Bedroom Villa, 8 Bathrooms, Sleeps 16
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%
$5,200 - $16,000 /night

Sea Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Perched overlooking the azure water, Sea Villa offers unrivalled Caribbean views and private stairs leading to our secluded stretch of sand. Peacefully located on the east side of the property, our largest villa is also ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$5,200 - $12,600 /night

Mango Bay

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Set in spectacular tropical gardens on a quiet beach beside the Caribbean Sea, Mango Bay has been described as one of the most beautiful houses in Barbados. This natural coral stone home was designed by Oliver Messel ... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 12.5%
$5,190 - $10,970 /night

Arrecife Luxury Estate

13 Bedroom Villa, 11 Bathrooms, Sleeps 30
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%
$5,180 - $8,050 /night

Casa Roble

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%
$5,150 - $11,200 /night

Estate 5 BDM Beach Level Pool Residence

5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
*Actual room may differ from photos shown. Oceanfront living and dining room with terrace, two oceanfront king primary bedrooms with terrace, one ocean view and one garden view bedroom with king, on... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$5,040 - $14,400 /night

Rendezvous

5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Situated on the stunning Aurora Golf Course, this luxury villa is just a short distance from Anguilla’s award-winning restaurants, bars, and beaches. Five elegantly appointed suites are equipped with modern amenitie... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$5,000 - $15,714 /night

Plumbago

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Plumbago is a prestigious four-bedroom property nestled on the heights of Colombier, offering breathtaking views. Surrounded by a beautiful garden with a long, heated pool, Plumbago welcomes you in the utmost comfo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$5,000 - $12,000 /night

Villa Cascade

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa Cascade, located in Blue Mountain (Providenciales) is an architectural gem designed to deliver the ultimate Caribbean lifestyle. Stunning turquoise water as far as the eye can see welcomes you as you first step thr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
$5,000 - $18,571 /night

Infra

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The villa rental Infra is a magnificent four-bedroom property located in Corossol, offering a breathtaking ocean view. With its two swimming pools and bright spaces amidst a lush environment, Infra is the perfect place f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$5,000 - $10,000 /night

Villa Miramar

7 Bedroom Villa, 10 Bathrooms, Sleeps 18
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%
$5,000 - $18,571 /night

Antares

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Antares is a luxurious property located in the private neighbourhood of Mont-Jean. Overlooking a breathtaking ocean view, this prestigious vacation rental in St-Barts welcomes guests to a refined, modern setting ce... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
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