Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,071 - $3,000 /night
Caramba
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The villa rental Caramba is a charming Caribbean property located in Pointe-Milou, facing a breathtakingly beautiful view. Its vast spaces are bright and comfortable, with its many openings overlooking the ocean and the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,071 - $3,214 /night
Luz
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Vacation villa Luz is a charming four-bedroom property facing the ocean. Located in Lorient, it offers splendid views over the sunsets, in the heart of Saint Barths hills. This charming four-bedroom villa is the perfect ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,070 - $2,450 /night
Coral Cove 14 | Crowsnest
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Crowsnest – Coral Cove 14 is a spacious 3,400 square foot Barbados beachfront penthouse for holiday rental. This luxury villa commands the southern corner of the outstanding beachfront condominium building known as Cor... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,070 - $2,500 /night
Azure Wish Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
A short drive from Spanish Town along the stunning Nail Bay road takes visitors to the beautiful and exclusive villas of the Nail Bay Resort. Guests arriving at Azure Wish are welcomed to an expansive driveway, surround... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$1,066 - $4,929 /night
Minou
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Grand-Cul-de-Sac near the beaches and shops, the charming rental villa Minou opens onto a splendid view over the ocean, the bay and the hills. In an enchanting environment, this four-bedroom vacation home is p... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,060 - $1,645 /night
Ocean View Suite | Ridgetop
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Enjoy sweeping views of the Atlantic Ocean or Caicos Bank from our Oceanview Suite. Conveniently located near amenities and perched in an elevated spot with beach access, this suite features double sliding glass doors th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31.25%
Taxes: 31.25%
$1,060 - $2,460 /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%
$1,057 - $4,714 /night
Citron Vert
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Citron Vert is a charming three-bedroom property ideally located on the heights of Toiny. This spacious and bright Caribbean-inspired vacation home offers upscale amenities in an idyllic setting, the perfect place ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,057 - $4,393 /night
The One
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located near Flamands and Saint-Jean, the luxurious villa The One is a splendid property in front of the ocean and the Bonhomme and Frégate islands. In a paradise setting of green hills, this three-bedroom vacation home... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,050 - $3,500 /night
Lagos 20
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,050 - $2,500 /night
Sea Breeze at Old Trees
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Sea Breeze at Old Trees is a luxury beachfront Barbados apartment offering exquisite panoramic views of the Caribbean Sea. Set on one of the most beautiful beaches on the West Coast, this holiday home has a spacious open... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,050 - $2,500 /night
Golf Villa V
5 Bedroom Villa, 5 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, Food & Beverage Deposit $500.00 flat
Taxes: 18%
Taxes: 18%
$1,050 - $3,000 /night
Jaguey 3
4 Bedroom Villa, 6 Bathrooms, Sleeps 8
Jaguey 3, a stunning 4-bedroom villa, epitomizes the essence of Caribbean elegance. Nestled in the heart of the Arrecife community within the prestigious Puntacana Resort & Club, this property offers breathtaking views o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,050 - $4,150 /night
Roc E Mar
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Roc E Mar is a sumptuous property located in Toiny on Saint-Barths’ wild coast. The landscapes that surround this modern-architecture vacation rental make a unique atmosphere for a most luxurious stay listening t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,050 - $2,800 /night
High Spirits
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Social Membership included in this villa, guests will have access to the gym ($), golf course ($), tennis courts ($), Club Hou... more
Additional Fees: Service Fee $10.00 guest daily, Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,045 /night
Oceanfront Grand Studio
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Located within a stunning oceanfront building that showcases breathtaking beach views, this spacious 670 square foot retreat provides a luxurious king bed or two cozy queen beds (separate room categories), an elegantly d... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,040 - $2,730 /night
3 BDM Bungalow at Windsong Resort
3 Bedroom Bungalow, 2 Bathrooms, Sleeps 6
With a private entrance, 3 bedrooms, and an open living room design with a queen-size sleeper sofa, this expansive bungalow is perfect for families or for sharing with friends. Nestled in a tropical setting with just 24 ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,039 /night
Tortuga Paradise
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 18%
Taxes: 18%
$1,039 /night
Tropical Zen Escape
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Set along the picturesque Caribbean Sea is La Cana Beach Club. Guests have access to all Club facilities including the swimming pool, lounge chairs, showers, tables and chairs, restaurant ($) and bar ($).... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,029 - $5,429 /night
Ocean's 21
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Ocean’s 21 is a magnificent 4-bedroom villa located in the quiet district of Petit Cul de Sac. With beautiful sea views, it offers an idyllic setting for a peaceful, relaxing stay with family or friends.
The villa�... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,029 /night
Mai Tai Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
A beautiful 4 bedroom private, beachfront villa with amazing views, cool sea breeze and the relaxing sound of the waves touching the sand.
Mai Tai is one of the handful of villas in Silver Sands that provides full-tim... more
Additional Fees: Damage Waiver $299.00 flat
$1,029 - $2,886 /night
Paradiso
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Situated in the lush green hills of Sint Maarten in the exclusive area of Oyster Pond Estates is Paradiso, a six-bedroom, six-and-a-half bath villa. It is truly a gem of a villa. The minute you walk through the magnifice... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$1,024 - $2,763 /night
No Problem
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$1,022 - $2,985 /night
Farniente
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Villa Farniente in Sint Maarten is a gorgeous and exceptionally popular villa rental located at the beautiful Shore Pointe on the exclusive, scenic Cupecoy Beach. This fully air-conditioned property offers a prime holida... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,020 - $3,600 /night
Villa Baltazar
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa Baltazar in Saint Martin is a stunning waterfront property that offers a panoramic sea view over the bay of Cul de Sac. It is located facing the beautiful Pinel islet, providing a picturesque setting for an unforge... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,012 - $2,415 /night
Villa Fleur de Lys
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Villa Fleur de Lys is a stunning retreat nestled in the serene Hope Hill area of St. Martin, offering breathtaking ocean views that create a perfect backdrop for a luxurious getaway.
The interior of Villa Fleur de Lys... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,010 - $2,714 /night
Happy Bay
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Near the Caribbean's gourmet paradise - Grand Case - sits the exclusive, very private enclave of Mont Choisy, home to the stylish Happy Bay Villa. The home's elegant entrance, with lush tropical gardens and stunning nati... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,007 - $3,457 /night
Pastels
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The vacation rental villa Pastels is a beautiful property located in Vitet in the heart of a peaceful and green environment, in front of the sparkling ocean. Spacious and bright, this four-bedroom house with a swimming p... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $3,857 /night
Oceane
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Oceane is a lovely two-bedroom property offering breathtaking views over Gouverneur Bay and the ocean. With its ultra-comfortable amenities and charming decor, this St-Barths villa with pool welcomes you for a fant... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $4,300 /night
Villa Agama
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Discover the stunning Villa Agama and its breathtaking views.
Recently renovated and ideally located in the heart of the prestigious Terres Basses gated community, this villa perfectly blends elegance and comfort.
... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,000 - $2,860 /night
Tortuga B19
5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,000 - $3,857 /night
Mayflower
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Taking its name from one of the best-known sailing vessels in history, Villa Mayflower is inspired by the ideas of travel, discovery, history, and the marriage of the old and new worlds. The newly renovated luxury rental... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $7,857 /night
Takamaka
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation rental villa rental Takamaka is a superb two-bedroom property ideally located in Grand-Cul-de-Sac, overlooking the breathtaking ocean view. Facing the sparkling ocean in a privileged environment, this vacati... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $3,857 /night
Flamand Escape
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The holiday rental villa Flamands Escape is a charming two-bedroom property located in the hills of Flamands. Luxurious and comfortable, this vacation home offers an amazing view over the ocean and the rolling hills. Fea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $4,571 /night
Ocean Palm
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ocean Palm is nestled on the heights of Gouverneur. The view is breathtaking.
Newly built, the villa has a modern kitchen and a comfortable bright living room. The terrace offers a dining area as well as an outdoor lo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $3,143 /night
HIll
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Hill is a charming three-bedroom property located in St-Jean in front of a fantastic view over the bay and the ocean. Nestled in the heart of the green rolling hills, Villa Hill is a true haven of peace, a most rel... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $3,200 /night
Villa Alexis
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Sunny Bay Estates is located on a peninsula overlooking the warm waters of Silly Creek. This gated community offers four spectacularly appointed luxury vacation villas, white sandy beaches, private pools, kayaks, paddle ... more
Additional Fees: Cleaning Fee $1000.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,000 - $1,500 /night
Villa Deluxe Paradise
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the cool hills of Discovery Bay, Jamaica, Villa Deluxe Paradise Vacation Home is a tranquil retreat blessed with world-class views across the Caribbean Sea. Once designed as a dream home, this exceptional vill... more
Additional Fees: Damage Waiver $299.00 flat
$1,000 - $3,429 /night
Le Rocher
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The stunning Villa Le Rocher is a five-bedroom jewel, it sits in the hills of the Terres Basses area of St. Martin and offers visitors stunning views of Simpson Bay as well as uninterrupted views of both the Atlantic and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,000 - $7,143 /night
Terre Indigo
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on the heights of St. Jean, rental villa Terre Indigo overlooks Nikki Beach, Eden Rock and Pelican Beach. With its fantastic view over the ocean and the neighbouring islets, this four-bedroom vacation home is the... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $1,850 /night
Emerald Beach 5 | Aspicia
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access.
Nearby construction may result in noise disturbances. For further details on how this ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,000 - $1,850 /night
Emerald Beach 3 | Ixoria
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access.
Nearby construction may result in noise disturbances. For further details on how this ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,000 - $1,850 /night
Emerald Beach 2 | Allamanda
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access.
Nearby construction may result in noise disturbances. For further details on how this ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,000 - $1,575 /night
Rosso di Sera
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
As you ascend the native stone stairs and stroll through a lush, colourful garden, you’ll know you have reached your own secluded sanctuary.
Your island home awaits you, complete with your every need and even a fe... more
Additional Fees: Cleaning Fee $300.00 flat, Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$1,000 - $4,143 /night
Nolen
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled in the hills of Grand-Cul-de-Sac, rental villa Nolen offers a splendid view over the lagoon and the ocean. The environment is truly enchanting in the breeze blowing gently through the arched doors characteristic ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $3,571 /night
Golden View
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation rental Golden View is a luxurious property located in Vitet in front of a breathtakingly beautiful panorama. Nestled on the hillside, it overlooks Lorient bay and the neighbouring islands lightened in the ev... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $3,500 /night
Lo Scoglio
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The beautiful rental villa Lo Scoglio is a true haven of peace, located in the quiet and secluded residential area of Anse des Lézards. With a breathtaking view over the wild bay, the property is very private, and is th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $5,286 /night
Lenalee
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Located on the heights of Flamands, villa Lenalee is a sumptuous four-bedroom property with a splendid panoramic view over the ocean and the hills. This luxurious house is the perfect place for a family or a group of fri... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $3,429 /night
Good Vibrations
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of St.Jean and close to all amenities, the charming rental villa Good Vibrations in St-Barths offers an amazing ocean view and a long-heated infinity pool. As it consists of two bedrooms, this rent... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $2,645 /night
On the Rocks Estate
7 Bedroom Villa, 4 Bathrooms, Sleeps 14
Welcome to On The Rocks. This oceanfront gated estate is conveniently located 20 minutes from the airport in the planned residential community of Beach Bay.
The dozen or so homes along this rugged coastline share a k... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%