Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,400 - $5,500 /night
Anani at Kamique
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Anani is an opulent four-bedroom retreat, part of the Kamique Estate, situated directly on the Caribbean Sea along Anguilla's southern coast in Lockrum. This luxurious property, near other villas in Anguilla, is de... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,400 - $3,500 /night
Tequila Sunrise
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The ultimate Caribbean luxury is Tequila Sunrise, an exquisite Anguilla villa rental nestled in the tranquil paradise of East End, Jopsey Bay. This modern beachfront retreat boasts three primary suites, each with floor-t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,400 - $5,714 /night
Esprit de la Mer
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Esprit de la Mer stands for “spirit of the sea” and this villa embodies the title perfectly with its endless panoramic views. Located in the beautiful French region of Terres Basses, this home overlooks the coastline... more
Additional Fees: Security Deposit $4000.00 flat
Taxes: 10%
Taxes: 10%
$1,400 - $4,500 /night
Le Caprice
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
From its privileged elevated site on a promontory above Baie Rouge in Terres Basses, Le Caprice enjoys not only extraordinary 270-degree views but also has direct access to the beach below via its own private garden path... more
Additional Fees: Damage Deposit $4000.00 flat
Taxes: 10%
Taxes: 10%
$1,396 - $4,057 /night
Villa Numa
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Please note that for safety reasons, Villa Numa does not accept children between 2 and 12 years old.
Located on the heights of the exclusive gated community of Indigo Bay, this stunning six-bedroom lu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,395 - $2,571 /night
Villa Enandi
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Enandi is an extraordinary villa that is situated on and overlooks the Leeward Canal. Located within Leeward settlement, which is one of the most sought-after neighbourhoods in Providenciales, Turks and Caicos. All... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,395 - $3,950 /night
Sea Orchard Retreat
8 Bedroom Villa, 10 Bathrooms, Sleeps 22
Sea Orchard Retreat offers individuals, couples, families, and small groups the opportunity to combine a relaxing Caribbean vacation with watersports, eco-excursions, and wellness treatments from private vendors for mass... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,390 - $3,375 /night
1 BDM Pool View Suite at The Palms Turks & Caicos
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The meticulously designed, spacious 1,500 square foot one-bedroom suites at The Palms Turks & Caicos offer a comfortable king bed with custom-made, premium bed linens. Features include one and a half luxury bathrooms wit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,386 - $4,098 /night
Tranquility on the Beach
7 Bedroom Villa, 6 Bathrooms, Sleeps 14
True to its name, Tranquillity is a place for relaxing into the calm ambiance of an exquisite home on a waterfront site while being gently pampered by a competent staff.
The well-appointed rooms of Tranquility stretch... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
Taxes: 10%
Taxes: 10%
$1,380 - $3,795 /night
Villa Vogue Art
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to the stunning Villa Vogue Art, a luxurious residence that has been completely redecorated and designed for ultimate comfort, located in the exclusive Cul de Sac area.
This architectural gem stands out for it... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,375 /night
Golf Villa 214 | Tropicana
3 Bedroom Villa, 6 Bathrooms, Sleeps 6
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: 6%
Taxes: 6%
$1,375 - $2,450 /night
Calabash Pool Suite
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Calabash Luxury Boutique Hotel & Spa combines five-star service and luxury within a relaxed and intimate environment to create the ultimate Caribbean escape.
Luxuriously styled, our pool suites are designed for ultima... more
Additional Fees: Damage Waiver $299.00 flat
$1,365 - $1,774 /night
Peeniwalli
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Pure and uniform, Peeniwalli’s white and neutral-toned appearance balances against a spellbinding backdrop of blue sky, rolling sea and lush vegetation. The colors come from living. It’s in the furniture and people, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$1,360 - $2,981 /night
Avalon
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 17.5%
$1,357 - $4,286 /night
Villa Jsa
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Lurin, vacation rental JSA is a true paradise nestled on the hillside. In the heart of lush tropical vegetation, this two-bedroom vacation home is the perfect place for a family vacation or a ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,357 - $5,000 /night
Sea Weed
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Sea Weed is a two-bedroom property ideally located in Pointe-Milou in front of the ocean and the glowing sunsets. Spacious and very private, this vacation rental home offers bright spaces in a luxurious scenery. Wi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,357 - $5,700 /night
Casa Paraiso
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Public, the luxury villa rental in Saint-Barths Villa Casa Paraiso is a haven of beauty, only a few minutes from Gustavia and the main activities. It is a beautiful view, combined with luxurious architecture, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,357 - $6,429 /night
Bibi
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The holiday villa rental, Bibi villa, is a beautiful four-bedroom property overlooking the crystal-clear waters of Grand-Cul-de-Sac. Nestled on the heights of Vitet, this spacious and comfortable vacation home welcomes u... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,357 - $4,286 /night
Arawak
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ideally located on the heights of Pointe Milou, the luxury holiday rental Arawak offers a spectacular view over the ocean, the bay of Lorient and the surrounding islands. You can admire the unforgettable St. Barths sunse... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,357 - $4,286 /night
Always
6 Bedroom Villa, 6 Bathrooms, Sleeps 13
Villa Always is a stunning and luxurious property with a spacious and open living area that allows for the refreshing natural breeze to flow through. The bedrooms are beautifully decorated in a modern yet eclectic style ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,357 - $3,946 /night
Allamanda
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
A special amenity available to guests in this villa is its complimentary membership with The Tryall Club. This membership enhances your stay with exclusive access to The Tryall Club's prestigious amenities and se... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,357 - $5,643 /night
Imagine
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Imagine is a luxurious three-bedroom property located on the heights of Marigot, with a splendid view over the Grand-Cul-de-Sac lagoon. It features a long swimming pool and a sunny deck surrounded by lush vegetatio... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,350 - $3,850 /night
Queen’s Fort Pavilion
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to Queen’s Fort Pavilion, a magnificent 5-bedroom, 5.5-bathroom luxury villa within the exclusive Queens Fort community, just moments from the shimmering Caribbean Sea. Set along Barbados’ famed West Coast, t... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,350 - $3,750 /night
Casa Adri
4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
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 $500.00 flat
Taxes: 18%
Taxes: 18%
$1,350 - $3,650 /night
La Palapa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
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 $500.00 flat
Taxes: 18%
Taxes: 18%
$1,350 /night
Jaguey 7
5 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,350 - $4,500 /night
One
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Enter and discover the offerings of this modern 5-bedroom villa, each room featuring a king bed. Located in a prestigious gated community on the West Coast of Barbados, this villa features two spacious primary bedrooms o... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,350 - $2,950 /night
Casuarina
5 Bedroom House, 6 Bathrooms, Sleeps 10
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Casuarina House is a family-fri... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,350 - $4,750 /night
Still Fathoms
5 Bedroom House, 6 Bathrooms, Sleeps 10
Still Fathoms is a modern and stylish villa located directly on the ocean at Reed's Bay on the West Coast of Barbados. Guests can sunbathe in the beachfront garden or around the plunge pool, or relax on the shaded terrac... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,349 - $2,266 /night
Honeymoon Suite
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Looking for a romantic way to celebrate your firsts days as an 'us'? Baoase's Honeymoon Suites offer an intimate and luxurious escape for two. The tropical retreat is located on the second floor and has a spacious bathro... more
Additional Fees: Damage Waiver $299.00 flat
$1,335 /night
Arrecife 49
5 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,331 - $4,235 /night
Mahogany Drive 7
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Enjoying fantastic views of the 11th hole and out to the Caribbean Sea, Mahogany Drive 7 is one of the newest additions to our holiday rental portfolio. With six bedrooms and five and a half bathrooms, this executive vil... more
Additional Fees: Damage Waiver $299.00 flat, Security Monitoring $120.00 daily
Taxes: 12.5%
Taxes: 12.5%
$1,328 - $3,402 /night
Eureka
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 17.5%
$1,325 - $2,100 /night
Coral Cove Penthouse 15
3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access.
Coral Cove 15 is a luxurious three-bedroom, four-bathroom penthouse in the Coral Cove developm... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,320 - $1,925 /night
Schooner Bay 307 | The Lookout
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The Lookout is a superb two-storey apartment featuring two centrally air-conditioned bedrooms. Each has a luxurious en suite bathroom with marble tiling throughout.
The Schooner Bay Development has lovely landscaped g... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,315 - $1,645 /night
One Bedroom Ocean View Suite | Ridgetop
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Enjoy sweeping views of the Atlantic Ocean or Caicos Bank from this prime, elevated location with gentle beach access. Double sliding glass doors open to a covered terrace featuring a large jacuzzi, outdoor shower, and b... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31.25%
Taxes: 31.25%
$1,315 - $2,456 /night
Breezy Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Breezy Villa is a private ocean-front villa situated on the south shore surrounded by the soothing blue hues of the ocean. This elegantly appointed and comfortable villa has 4 bedrooms with en-suite bathrooms and French ... more
Additional Fees: Cleaning Fee $450.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,307 - $1,350 /night
Cliff Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 6
A spectacular 8,333 square ft villa perched on a 40 ft cliff with 360-degree ocean and mountain views, and a 140 ft wrap-around infinity pool surrounded by sugar-white beaches and the best diving in the Caribbean.
The... more
Additional Fees: Cleaning fee $400.00 flat, Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$1,300 - $8,500 /night
Villa Cosmo
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Unwind in the serenity of Villa Cosmo, a space of pure sophistication. Perched at one of Providenciales’ most prestigious vantage points, you are poised to be mesmerized by the unparalleled ocean vistas painting your v... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$1,300 - $2,000 /night
Grandview Penthouse
3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
The Grandview Resort is a low-density condo development located on Grace Bay Beach on the island of Providenciales in the Turks and Caicos Islands. The Grandview is a short walk to 20 restaurants, a world-class casino, a... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $750.00 flat
Taxes: 12%
Taxes: 12%
$1,300 /night
Palma Verde Retreat
5 Bedroom Apartment, 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%
Taxes: 18%
$1,300 - $3,900 /night
Pappagallo
5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
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 prestigiou... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,300 - $2,700 /night
Tortuga B11
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,300 - $2,500 /night
Sugar Hill A18 | Paradise Found
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Sugar Hill Resort community offers a number of resort amenities. Guests will have access to the Clubhouse, restaurant, resort swimming pools and tennis courts.
Paradise Found, A18 Sugar Hill is ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,300 /night
Lakefront Oasis
5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,300 /night
Casa del Arbol
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Centuries ago, Casa del Arbol was the home of the architect who carried out important civil and restoration works in the Colonial City. Some original gray and white tiles still remain in the house, reminding us of its fo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,300 - $3,300 /night
Dene Court
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Looking for the perfect desti... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,300 - $2,400 /night
Oceanfront 2 BDM Suite
2 Bedroom Hotel, 3 Bathrooms, Sleeps 4
As the name implies, the only thing between you and the ocean are the undulating sand dunes of Grace bay. A truly breathtaking view awaits every morning in these tastefully furnished suites, complete with two bedrooms an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,300 /night
Casa Antillana
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Casa Antillana exudes a colonial Antillean ambiance celebrating the vibrant culture of the Caribbean islands. Located in the quaint pedestrian calle Macorís, the house is light and airy. An ample living area greets the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,300 /night
Casa Macoris
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Casa Macoris is in one of the most charming locales in Santo Domingo's Colonial City. The house was part of the historical Convento de los Dominicos, which still stands today just a few steps away. Here time passes with ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%