Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

Sort by
Show
$2,060 - $7,430 /night

Villa Serena Bonita

10 Bedroom Villa, 10 Bathrooms, Sleeps 20
Nestled in the idyllic Playa Bonita, Las Terrenas, Villa Serena Bonita stands as a testament to luxury, privacy, and oceanfront bliss. Crafted for sophisticated travelers seeking a tranquil yet opulent escape, the villa'... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$2,057 - $2,571 /night

Mais Oui Villa

8 Bedroom Villa, 11 Bathrooms, Sleeps 16
Why settle for an average vacation rental home when you can book something truly spectacular? When you book a stay at our luxury villa in Discovery Bay Jamaica, you get the amenities of a 5-star resort, without having to... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
$2,050 - $4,905 /night

Money Penny

2 Bedroom Villa, 3 Bathrooms, Sleeps 4
This beautifully appointed BVI rental villa features an open living concept with two primary suites, a spacious entertainment deck and a suspended plunge pool. Overlooking the Marina, MoneyPenny offers lavish living with... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
$2,050 - $5,100 /night

Winedown

2 Bedroom Villa, 3 Bathrooms, Sleeps 4
This contemporary BVI villa rental boasts sweeping views of Deep Bay, Eustatia Sound and Oil Nut Bay’s Marina. An open living concept is characterized by floor-to-ceiling glass doors that open onto a capacious deck and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
$2,050 - $2,266 /night

Beachfront Pool Suite

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Looking for a romantic getaway - for just the two of you? The Beachfront Suites are considered the most romantic luxurious escape for two. Wake up to the sight of your own lush garden and infinity pool with a spectacular... more
Additional Fees: Damage Waiver $299.00 flat
$2,050 - $6,100 /night

Casa Barana

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Casa Barana is a superb, modern Tuscan-style beachfront six-bedroom villa located in the private gated community of Thompsons Cove, directly on 135 feet of tranquil, oceanfront paradise. The west wing consists of five la... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$2,037 - $5,770 /night

Hanover Windward

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
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%
$2,028 /night

Caribbean Sunset Retreat

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
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%
$2,025 - $4,780 /night

Oceanfront Luxury 4 BDM Suite

4 Bedroom Hotel, 4 Bathrooms, Sleeps 8
3100 square feet with an Ocean Front Living Room, dining room, kitchen and large terrace overlooking the beach and ocean. The master bedroom features an ocean view with a king bed, the primary bath has an oversized soak... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$2,015 - $6,180 /night

1 BDM Ocean View Penthouse at The Palms Turks & Caicos

1 Bedroom Penthouse, 1 Bathrooms, Sleeps 2
The magnificent and spacious ocean-view penthouses at The Palms Turks and Caicos deliver a 5-Star experience on Grace Bay beach. The primary bedroom features a king-sized bed, a luxurious ensuite with an array of qualit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$2,006 - $5,842 /night

Bumper's Nest

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
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%
$2,000 - $4,500 /night

Canoa 24

5 Bedroom Villa, 6 Bathrooms, Sleeps 12
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%
$2,000 - $5,500 /night

Casa Ipanema

5 Bedroom Apartment, 6 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%
$2,000 - $5,500 /night

Tortuga C9

5 Bedroom Villa, 5 Bathrooms, Sleeps 12
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%
$2,000 - $2,800 /night

Ocean View 1 BDM Penthouse Suite

1 Bedroom Penthouse, 1 Bathrooms, Sleeps 2
Rise and shine as you drink in picturesque views of the Atlantic from the comfort of your very own veranda, or as you savour a fresh breakfast at your private dining table. The Penthouse Suites offers a full immersion in... more
$2,000 - $4,500 /night

Hacienda A71

7 Bedroom Villa, 9 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 $3000.00 flat
Taxes: 18%
$2,000 - $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%
$2,000 - $4,500 /night

Canoa 6

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
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 $3000.00 flat
Taxes: 18%
$2,000 - $4,500 /night

Mangle 15

5 Bedroom Apartment, 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 Rental Escapes villa specialist. Guests staying within Punta... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 18%
$2,000 - $5,000 /night

Birdsong

4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Refresh your body and soul at Apes Hill Golf & Beach Club. Guests will have complimentary access to all Club facilities including the Beach Club, golf course, swimming pool, Pool Club, tennis courts, restaurants ... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 12.5%
$2,000 - $4,500 /night

Villa Shangri-La

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa Shangri-La is a beautiful hideaway, embodying peacefulness and the ultimate in luxury. This magnificent oceanfront villa presides on nearly a half-acre of grounds with a gorgeous view of the Atlantic. The sprawl... more
Additional Fees: Damage Waiver $299.00 flat
$2,000 - $4,500 /night

Hacienda A46

6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
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 $3000.00 flat
Taxes: 18%
$2,000 - $4,500 /night

Hacienda A97

5 Bedroom Apartment, 7 Bathrooms, Sleeps 12
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 $3000.00 flat
Taxes: 18%
$2,000 - $4,000 /night

Arrecife 26

5 Bedroom Villa, 6 Bathrooms, Sleeps 12
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 $3000.00 flat
Taxes: 18%
$2,000 - $9,714 /night

Dolce Vita

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Dolce Vita is a magnificent villa located in Gouverneur in front of a beautiful ocean view. Its large spaces and upscale amenities create a relaxing atmosphere in a paradise environment. Coming with a heated swimming poo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,000 - $7,000 /night

Infinity Blue

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa Infinity Blue, in Saint Martin, has a breathtaking view of shades of blue of the ocean and the neighboring islands. Also, enjoy its unique and direct private access to the beach of Baie Rouge. This six-bedroom p... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 10%
$2,000 - $3,429 /night

BougainVilla on Spring Farm

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Guests of BougainVilla on Spring Farm receive complimentary access to the Rose Hall Club. Benefits include discounted green fees at Cinnamon Hill and White Witch Golf Courses. Cart and caddie fees are separate. C... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,000 - $8,571 /night

Arrow Marine

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
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. Located in the private estate of Mo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,000 - $11,429 /night

Casa Minotto

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The luxury rental villa Casa Minotto is a very private paradise in the heart of the island of St-Barts, with a beautiful view of the ocean in the distance. Located in Pointe-Milou, this contemporary villa built on severa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,000 - $8,143 /night

White Sun

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The luxurious villa White Sun is the perfect combination of luxury, calm and beauty. Located on a hillside in Petite Saline, this outstanding rental home in St. Barth is fully air-conditioned and offers a range of high-q... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Sort by
Show