Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$6,429 - $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%
$6,365 - $6,826 /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%
$6,330 - $14,500 /night

El Cocotal

10 Bedroom Apartment, 10 Bathrooms, Sleeps 20
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 $2000.00 flat
Taxes: 18%
$6,303 /night

Bluemoon Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Moon-gazing 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 eastern end of the North Beach, Blue ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 5%
$6,300 - $19,500 /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: 28%
$6,265 - $11,075 /night

Rock Cottage

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Seclusion meets decadence at this opulent five-bedroom residence, providing the ultimate in luxury for larger families and groups, or couples in search of space and solitude. Soak in ocean vistas from your private ter... more
Additional Fees: Damage Waiver $299.00 flat
$6,250 /night

Los Naranjos 14 | El Encinar

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
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: Security Deposit $5000.00 flat
Taxes: 6%
$6,200 - $14,000 /night

Turtle Inlet

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Striking a balance between environmental responsibility and contemporary design, the freestanding private beachfront villa, The Dunes, has set a new standard of excellence for luxury villa homes on the Turks & Caicos Isl... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$6,200 - $9,740 /night

Las Iguanas 47 | Oceania

6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Construction is taking place nearby and may create some noise issues. Contact a Rental Escapes villa specialist for more information about how this may impact your stay. Guests staying within ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$6,050 /night

Villa Oasis

8 Bedroom Villa, 8 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, Food & Beverage Deposit $2000.00 flat
Taxes: 18%
$6,006 /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%
$6,000 - $18,700 /night

Bliss Villa 4

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Introducing one of four new and exclusive five-bedroom island villas, Bliss Four boasts an impressive oceanfront location on the incomparable Grace Bay beach, a mere five minutes from local shops and amenities. In excess... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 22%
$6,000 - $18,700 /night

Bliss Villa 2

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Exceptional new five-bedroom island villas, Bliss Villas, are located off a private road on an unrivalled stretch of Grace Bay beach, only five minutes from local shopping and amenities. At over 10,000 square feet, this ... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 22%
$6,000 - $6,500 /night

Casa Marina

6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
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: 18%
$6,000 - $11,800 /night

Okyanus

6 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: Damage Waiver $299.00 flat
Taxes: 18%
Inquire for Rates

MilBrooks Resort Villa

10 Bedroom Villa, 11 Bathrooms, Sleeps 20
Surround yourself with the timeless elegance of Milbrooks Resort, Rose Hall, Jamaica. Located within walking distance of the world-famous Half Moon Golf Course in Montego Bay. An Exclusively Elegant Boutique Villa, su... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$6,000 - $25,000 /night

Bachelor Hall

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access. Bachelor Hall in Barbados is an ultra-luxurious 3.4-acre, 7-bedroom estate located on one of t... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 12.5%
$6,000 - $15,000 /night

Haystack

10 Bedroom Villa, 10 Bathrooms, Sleeps 20
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: Security Deposit $3000.00 flat
Taxes: 17.5%
$6,000 /night

Casa Kimball

8 Bedroom Villa, 9 Bathrooms, Sleeps 16
Casa Kimball is an exceptional Caribbean destination. An exclusive and private villa located on the emergent north coast of the island of the Dominican Republic. Set on a particularly private oceanfront landscape in a ga... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
$5,900 - $6,500 /night

Villa Pradera

5 Bedroom Villa, 6 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: 18%
$5,900 - $16,900 /night

Beach Enclave Long Bay 7 BDM Beachfront Villa

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%
$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%
$5,825 - $12,425 /night

6 BDM 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%
$5,810 - $10,000 /night

La Serenissima

8 Bedroom Apartment, 12 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 $5000.00 flat
Taxes: 18%
$5,800 - $15,500 /night

Beach Enclave Grace Bay 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%
$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
Silver Sands is a villa like no other in the collection. Inspired by its ocean-scape surroundings, the stunning architecture of this home thoughtfully integrates natural stone and wood elements into the home’s contempo... 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%
$5,800 - $30,000 /night

Santosha

8 Bedroom Villa, 10 Bathrooms, Sleeps 18
Santosha Villa Estate offers the ultimate in oceanfront luxury. Originally built as a personal home, Anguilla’s largest private estate is decorated in classic Caribbean décor with custom furnishings, antiques, and art... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$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%
$5,775 - $15,500 /night

Sundog

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Striking a balance between environmental responsibility and contemporary design, the beachfront residences of The Dunes have set a new standard of excellence for luxury villa homes on the Turks & Caicos Islands. Offering... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$5,750 /night

Cinco Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Indulge in the ultimate luxury and privacy with our exquisite Cinco Villa. This stunning villa boasts five beautifully-appointed bedrooms, providing ample space for you and your loved ones to enjoy. Not to mention, you'l... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$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%
$5,714 - $34,286 /night

Captiva

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa Captiva is a luxurious property located in Marigot, offering breathtaking views over the turquoise waters. Featuring five bedrooms, a heated pool and a fitness room, this outstanding contemporary villa is designed ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$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 - $32,143 /night

Villa Aura

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
This luxurious villa offers a serene and quiet environment for a relaxing getaway. With its modern aesthetic, the villa combines a warm and comfortable ambience, creating a true home away from home. The villa’s gran... 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 - $17,600 /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%
$5,700 - $19,500 /night

Kandara

8 Bedroom Villa, 8 Bathrooms, Sleeps 16
Spanning over 10,000 square feet, Kandara is an eight-bedroom luxury villa rental situated in the picturesque Long Bay area of Anguilla. Lovers of the captivating Caribbean Sea will find breathtaking views here, offering... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$5,700 - $17,000 /night

Sand Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Named after the sugar sand of Long Bay Beach, Sand Villa sits on the west side of the property close to the beach featuring the gentle sound of the waves and private stairs. Lose yourself in a modern haven that blurs... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$5,699 /night

Villa Angeles

8 Bedroom Villa, 8 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: 28%
$5,643 - $22,857 /night

Les Palmes

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Located in a private domain in Colombier, the luxurious rental villa Les Palmes is nestled on a hillside in the heart of a lush tropical garden. This new property offers a panoramic view over Flamands Bay and Bonhomme Is... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 19%
$5,643 - $22,857 /night

Les Roches

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The holiday rental villa Les Roches is a five-bedroom property located in Colombier in front of a stunning ocean view. This hillside home with a swimming pool and tropical garden offers wide spaces in a very private envi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 19%
$5,600 - $10,605 /night

Xela

4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
An oasis by the sea. The four-bedroom Xela features an expansive floor plan that gives thoughtful separation and privacy to each of its suites. Throughout the generous living and entertainment areas, the villa is also ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
$5,600 - $11,060 /night

Compass Rose

4 Bedroom Apartment, 6 Bathrooms, Sleeps 8
The perfect vacation villa for the extended family. Four-bedroom multi-level Compass Rose is all about the great outdoors, expertly blending luxurious interior and expansive exterior living spaces into one. Compass Rose... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
$5,600 - $17,500 /night

Kishti East

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
With an entire staff at guests' disposal, 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... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
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