Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$995 - $1,695 /night
3 BDM Beachview Villa
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Spacious living and dining areas, fantastic ocean views, and a private plunge pool are just a few reasons why the Beachview Villas are irresistible vacation accommodations.
Located steps away from Dawn Beach, offers w... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$995 - $2,495 /night
Coral Kai
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to Coral Kai, an oceanfront villa along the north shore in beautiful Rum Point. This spacious single-level home invites you to experience beachfront living in its purest form.
Unwind on the sandy beachfront th... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$994 - $2,763 /night
No Problem
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 17.5%
Taxes: 17.5%
$990 - $3,500 /night
Tortuga C35
5 Bedroom Villa, 6 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$990 - $3,143 /night
La Vue Folle
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
La Vue Folle, meaning “a crazy sight,” is an eye-catching villa that lives up to the name. The main entrance leads out onto the terrace, where guests face impeccable views of Simpson Bay Lagoon unlike anything before... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$990 - $3,140 /night
Belle Fontaine
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The villa Belle Fontaine features an expansive deck with a stunning double pool. The larger pool is complemented by a smaller pool inset with a tiled table, creating a unique and inviting space for relaxation and enjoyme... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$990 - $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%
$988 /night
Lakefront Oasis
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$988 /night
Lush Palms
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
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%
Taxes: 18%
$988 /night
Tropical Paradise
5 Bedroom Villa, 6 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%
Taxes: 18%
$988 /night
Tranquilo Haven
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$987 - $2,960 /night
2 BDM Oceanfront Suite at Windsong Resort
2 Bedroom Hotel, 2 Bathrooms, Sleeps 4
Travertine marble floors, ten-foot ceilings, and stunning water views welcome guests upon entry to casually elegant interiors. From this vantage, the living room, dining area and fully-equipped, gourmet kitchen open to a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$986 - $2,286 /night
Mango
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Property is not ideal for toddlers, please let us know if children are staying with you.
This magnificent, luxuriously renovated home offers spectacular views of Orient Bay, the ocean, and the island... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$986 - $2,571 /night
Bijou
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Flamands, only five minutes from Gustavia, the vacation rental villa BIJOU offers an elegant setting for an unforgettable stay with family or friends in the Caribbean. The fantastic ocean view a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$985 - $2,142 /night
Sleepy Shallows
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Sleepy Shallows sits on a grassy lawn that stretches down to the white sandy beach and shallow waters of Bengal Bay. The villa embraces outdoor living with many places to sit and relax, read a book, or enjoy with friends... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$980 - $1,500 /night
Villa L'Optimiste
4 Bedroom Apartment, 4 Bathrooms, Sleeps 12
Four bedroom luxury villa rental. Introducing the epitome of luxury coastal living, nestled within the prestigious gated beachfront resort of Sea Horse Ranch. Villa l’Optimiste is a two-story, expansive residence with ... more
Additional Fees: Damage Waiver $299.00 flat
$980 - $1,500 /night
Villa Diana
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Villa Diana is a luxury vacation villa with exquisite space and location. This four bedroom luxury Caribbean property is a classic beach villa with beautiful architecture, an open floor plan, and harmonious interiors emb... more
Additional Fees: Damage Waiver $299.00 flat
$980 - $2,500 /night
Villa Maji
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
This elegant four-bedroom, five-bathroom villa resplendently blends casual Caribbean architecture and Mediterranean-inspired design with dramatic roof lines and graceful silhouettes. The foyer opens to an open living roo... more
Additional Fees: Damage Waiver $299.00 flat
$980 - $1,500 /night
Casa Las Brisas
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
This expansive two-story, five-bedroom villa is impeccably maintained and stylishly decorated with guest’s comfort in mind, from high-quality sheets and window treatments that let in just the right amount of light. Thr... more
Additional Fees: Damage Waiver $299.00 flat
$980 - $3,075 /night
Marsh Mellow
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Marsh Mellow is a custom designed villa, situated ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$975 - $2,600 /night
Tortuga B50
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$975 - $2,300 /night
Ceiba
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Ceiba is aptly named after some... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$971 - $6,857 /night
Mirador
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on the heights of Colombier, the charming rental villa Mirador offers a spectacular view over the harbour of Gustavia. Built on the hillside in a traditional style over independent pavilions, the property is deco... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$971 - $2,286 /night
Les Sables
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Les Sables indulges its guests with the best of all worlds: a terrace just steps from the sea, green lawns and swaying palms, a refreshing pool, and classic Caribbean comfort. This property's charm and convenient L... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$965 - $2,600 /night
3 BDM Bungalow at Windsong Resort
3 Bedroom Bungalow, 2 Bathrooms, Sleeps 6
With room to roam, the fully renovated and expansive 1,825 sq. ft. 3 Bedroom Bungalow Suite is perfect for families, or for sharing with friends. It boasts an open living room with a versatile queen-size sleeper sofa. Th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$960 - $1,113 /night
Kotch
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
A unique sunset graces each evening sky. Morning swims. Feeling alive and energized, calm and relaxed all at the same time. The South Coast spirit draws you into a new sense of harmony and escape. Kotch’s expansive sea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$958 - $2,542 /night
Spanish Cove
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Spanish Cove is the epitome of a Caribbean beach house tucked in the center of the small busy town of Runaway Bay. Built in classic Jamaican style, a wide veranda, and beautiful decorative fan lights throughout, Spanish ... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$957 - $5,000 /night
Byzance
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located at the top of Colombier Hill, the luxurious vacation rental Byzance is an outstanding property opening onto a spectacular view over the ocean and the green landscapes of St-Barthelemy. In an ancient Greek strikin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$957 - $3,857 /night
Dasha
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the heights of Lurin and Gouverneur, the luxurious holiday rental villa Dasha, is ideal for a large family or a group of friends wishing to share a rental villa in St. Barths. Its breathtaking views over the o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$955 /night
Ocean View Studio
1 Bedroom Studio, 1 Bathrooms, Sleeps 2
Fully renovated room located on the corners of floors two to four of our oceanfront buildings. The studio is approximately 670 square feet and equipped with true-blackout curtains. It comes with a king-size bed, a froste... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$950 - $3,800 /night
Villa Nuit Jade
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Experience an exceptional stay in the heart of the prestigious Terres Basses residence at Villa Nuit Jade. This stunning five-bedroom villa with en-suite bathrooms perfectly combines luxury, modern comfort, and refined e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$950 - $2,500 /night
Tortuga A2
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$950 - $2,950 /night
The Sands #1
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Experience luxury living on Seven Mile Beach. Located just north of the Kimpton Resort, the property is convenient to grocery stores, gourmet restaurants, five-star resorts, and an array of snorkeling and scuba excursion... more
Additional Fees: Cleaning | Damage Deposit $1500.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$950 - $2,750 /night
Harikoa
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Harikoa, the Maori word for joy, happiness, and euphoria, perfectly encapsulates the essence of this tranquil retreat. Nestled within an acre of meticulously landscaped grounds, Harikoa boasts four exquisite ensuite bedr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$950 - $2,000 /night
Caicos Breeze
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Caicos Breeze Villa is situated in the quiet Karaya Blue community in the Long Bay area, one street back from the ocean. This three-bedroom, three-bathroom villa is newly built, modern in design, and professionally appoi... more
Additional Fees: Cleaning Fee $375.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$950 - $3,100 /night
Firefly
5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
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.
Welcome to Sugar Hill Firefly, a cla... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$950 - $2,300 /night
Cloud Cottage
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Cloud Cottage is Anguilla's charming cliffside oasis. This gem of a property is newly renovated with a stunning professional-grade kitchen and open plan living/dining area, which opens up through sliding glass doors onto... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$950 - $2,500 /night
Tortuga B8 | Casa Bella
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$950 - $2,500 /night
Little Bay View Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Introducing Little Bay View Villa, a newly constructed gem that marries modern design with clean lines. Perched above the iconic Little Bay beach, this three-bedroom haven offers breathtaking views of the dramatic cliffs... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$950 - $3,286 /night
Villa Wellness
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Nestled in the heart of the Terres Basses, Villa Wellness invites you to experience an extraordinary retreat where luxury, tranquility, and well-being converge for an unforgettable escape.
Upon entering this opulent s... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$950 - $1,785 /night
Oceanfront Pool Studio
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Located directly overlooking the stunning 100-foot swimming pool with breathtaking views of the ocean. The oceanfront pool studio features a California King bed, well-appointed bathroom with L’Occitane amenities, an oc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$950 - $2,400 /night
The Cove
4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Welcome to "The Cove," a luxury beachfront penthouse nestled in the heart of St. Maarten's exclusive "The Cliff" enclave. This unparalleled residence offers the epitome of oceanfront opulence and privacy, combining the a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$950 - $2,500 /night
Tigh-Na-Mara Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Tigh-na-Mara Villa, translating to 'House by the Sea', is centrally located on the sun-kissed island of Anguilla and radiates the timeless charm of the old-world West Indies. This immaculate and stunning property is perf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$950 - $2,200 /night
Coral Cove 14 | Crowsnest
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
The Crowsnest at Coral Cove is one of a handful of luxury penthouses that overlooks Paynes Bay, arguably one of the best beaches on the West Coast of Barbados. Morning walks along the idyllic crescent coastline are a won... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$950 - $3,571 /night
King Gustaf
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Gustavia, the vacation rental King Gustaf is a newly built property with spectacular views over the ocean, the harbour and the sunsets. This two-bedroom vacation rental is the perfect place for ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$950 - $3,150 /night
White Cottage
5 Bedroom Villa, 3 Bathrooms, Sleeps 11
Welcome to White Cottage. This contemporary, open-concept villa offers guests an opportunity to spend their vacation amid sumptuous interiors with smart-home technology, gated privacy, and scenic Caribbean views.
An o... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$950 - $1,900 /night
Calabash Junior 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.
Sitting above the Pool Suites are the Junior Suites. These ... more
Additional Fees: Damage Waiver $299.00 flat
$950 - $3,100 /night
The Cliff Suites
1 Bedroom Condo, 2 Bathrooms, Sleeps 2
The Cliff Suites are two separate villas situated on Oil Nut Bay’s stunning southeast bluff, overlooking crashing waves along the coastline. These private suites boast living roofs, beautiful furnishings, and uninterru... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
Taxes: 31%
$950 - $1,320 /night
Equinox
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Equinox Villa is a private retreat in Sea Breeze Hills, Cap Estate, with unobstructed views of the Caribbean Sea and the French island of Martinique across the channel. The villa is set against the bluffs of the most nor... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $30.00 flat
$950 - $1,700 /night
Anchorage
3 Bedroom Estate, 3 Bathrooms, Sleeps 6
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Anchorage is a charming single-... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%