Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$770 - $2,450 /night
La Pinta
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Down the long driveway lined with coral stone walls, you arrive in the courtyard of this elegant Creole-style villa. It is a quiet, private oasis that sets the stage for relaxing outdoor living and a lush tropical view t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$768 - $1,621 /night
1 BDM Suite at Windsong Resort
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
This smartly designed and delightfully appointed island getaway offers three rooms of luxury within 654 square feet of living space. An open-concept living room, dining area and kitchen, together with ten-foot ceilings, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$765 - $2,218 /night
Poinciana
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$762 - $1,764 /night
Monte Verde
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Villa Monte Verde – a lavish four-bedroom villa in Orient Bay in St Martin, where breathtaking ocean views and unparalleled serenity beckon.
Nestled high above Orient Bay in Saint-Martin, Villa Monte Verde is a symb... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$760 - $2,200 /night
Bee Happy
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$757 - $2,140 /night
Ocean's One
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Ocean's One offers overlooking views of Orient Bay Park and the island of Pinel and Tintamarre
This magnificent four-bedroom villa offers the ideal setting for an unforgettable vacation in Saint-Martin. Nestled ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$757 - $3,571 /night
Nita
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the heights of Lorient, vacation rental Nita is a charming, peaceful and very private property with a stunning view over the ocean and the sumptuous Saint Barths’ sunsets. Only a few minutes from Lorient Bea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$750 - $1,000 /night
Colonial Beach Villa
6 Bedroom Apartment, 5 Bathrooms, Sleeps 12
Experience luxury living in this 6000 sq ft Colonial Beach Villa located in a private gated community in Cabarete. This immense villa features a private pool, five bedrooms bedrooms, and a stunning terrace with breathtak... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 14.98%
Taxes: 14.98%
$750 - $1,750 /night
The White House at Porters Place
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the prestigious Porters Place development, The White House at Porters Place offers three or four bedrooms and is just moments from the vibrant center of Holetown. Step into this modern yet tropical paradise an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$750 - $1,750 /night
Old Trees 2 | Azzurro
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Indulge in the ultimate beachfront living experience at this fully upgraded luxury apartment, where every detail reflects the serene beauty of its Caribbean surroundings. Step through your private front door from the gra... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$750 - $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%
$750 - $1,298 /night
Villa Blu
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Blu is a calming oasis that marries contemporary design and classical Caribbean architecture. The three-bedroom, two-and-a-half-bathroom villa is located just steps from Grace Bay Beach, boasts a wraparound deck wi... more
Additional Fees: Cleaning Fee $350.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$750 - $1,500 /night
Glitter Bay 306 | Princess Penthouse
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
The Princess Penthouse formerly owned by two princesses affords stunning sea views across the crystal clear waters of Paynes Bay and picturesque views across the beautifully landscaped tropical gardens of the Glitter Bay... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$750 - $1,500 /night
Pool View Cottage 1 BDM Suite
1 Bedroom Cottage, 1 Bathrooms, Sleeps 2
The Cottage Suites all feature pool and garden views. Each suite has a separate master bedroom with an en-suite bathroom. The generous living area opens onto a spacious terrace. The Pool View Cottage 1 Bedroom Suite with... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$750 - $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%
$750 - $1,550 /night
Rock Ridge
3 Bedroom Villa, 5 Bathrooms, Sleeps 6
Welcome to Rock Ridge! Just a mere 10 minutes’ walk to the renowned Gibbs Beach in St. Peter.
This two-storey villa has two bedrooms on the ground floor with the master suite occupying the entire first floor. An ope... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$750 - $1,200 /night
Royal Villa 19
3 Bedroom Townhome, 4 Bathrooms, Sleeps 6
This elegant three bedroom, three and a half bathroom townhouse features an open plan living space and a covered terrace suited to alfresco dining with a peaceful backdrop and tropical garden views; the perfect villa for... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$750 - $1,520 /night
Claridges 6 | Salt Life
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Salt Life at Claridges epitomizes contemporary living in the tropics. This two-story, three-bedroom Barbados holiday home boasts a modern interior, including a fully equipped kitchen, open-plan living and dining area, an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$750 - $1,750 /night
Milord Sunsets
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Please note the beach experiences seasonal fluctuations in its accessibility.
Experience all that luxury beach living has to offer at Milord Sunsets. Located on Barbados’ coveted West Coast in Fit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$750 - $1,950 /night
Casabella
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Introducing Casabella, a luxurious six-bedroom villa nestled along the picturesque West Coast of Barbados, offering breathtaking views of the Caribbean Sea. Perched elegantly on a breezy ridge front, this holiday haven b... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$750 - $1,650 /night
Porters Villa
3 Bedroom House, 3 Bathrooms, Sleeps 6
Porters Villa is a beautiful holiday home nestled within the renowned centuries-old Porters Great House 23 acre estate. The villa enjoys a gorgeous location within this iconic property along the island's West Coast with ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$750 - $2,600 /night
Mariposa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Mariposa is an elegant Caribbean style villa with a romantic tropical atmosphere.
Lush pink bougainvillea and palm-filled gardens, set in green lawns, draw the eye straight to breathtaking panoramic views. The h... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$745 - $2,100 /night
Reeds House 1
4 Bedroom Condo, 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.
Please note: The beach experiences seasonal fluctu... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $150.00 flat
Taxes: 12.5%
Taxes: 12.5%
$743 - $2,571 /night
Les Basses
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
The villa rental Les Basses is a lovely property located on Lorient beach. Facing a breathtaking ocean view, this two-bedroom vacation home with a swimming pool welcomes its guests to a paradisiacal setting. Featuring pr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 16%
Taxes: 16%
$743 - $2,857 /night
Just in Paradise
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Lush gardens are filled with the fragrance of jasmine, colorful allemande, and vivid bougainvillea anchored with magnificent palms.
The covered walkway is flanked on either side with small pools planted with tropical... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$740 - $1,621 /night
1 BDM Bungalow at Windsong Resort
1 Bedroom Bungalow, 1 Bathrooms, Sleeps 2
Nestled in a tropical setting with just 24 bungalows surrounding a lovely courtyard pool and hot tub, this bungalow offers privacy and value. Upon entering the bright and airy living room, guests are greeted by 14’ cei... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$740 - $3,000 /night
Vista Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Vista is an idyllic, luxury four-bedroom contemporary villa superbly located on the waterfront, offering magnificent views of neighbouring St Martin in the distance, seemingly at the touch of the hand, but for the turquo... more
Additional Fees: Damage Waiver $299.00 flat
$740 - $2,460 /night
Sea Winds Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Seawinds is a beautifully designed Caribbean-style waterfront villa sitting in almost an acre of tropical gardens. Located on the seafront, it nestles behind a protective reef which forms the ecologically important Littl... more
Additional Fees: Damage Waiver $299.00 flat
$735 - $1,550 /night
Waverly One
3 Bedroom Villa, 2 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.
Please note that due to the... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$735 - $1,550 /night
Waverly House
3 Bedroom Villa, 2 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%
$729 - $1,900 /night
Loblolly
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Make your next Caribbean getaway an unforgettable experience in this luxurious rental villa steps from one of the most exquisite white sand beaches in the British Virgin Islands. Situated on the lush hillside, Loblolly i... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
Taxes: 22%
$723 - $3,371 /night
Les Acajous
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in St-Jean, the charming rental villa Les Acajous offers a breathtaking view over the bay and the surrounding islands. Nestled on a hillside in a quiet and very private environment, this vacation home is the perf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$720 - $2,500 /night
Villa Amber
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Amber in St. Martin is a luxurious vacation rental located in the secluded Terres Basses community.
The villa has a beautiful wrap-around terrace that offers a breathtaking view of the sea and the island, making... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$714 - $2,429 /night
Amalur
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation rental Amalur is a charming property with stunning views over Toiny Bay. Comfortable and very private, this two-bedroom property with a lovely heated pool welcomes its guests into bright spaces amidst the ro... more
Additional Fees: Damage Wauver $299.00 flat
Taxes: 15%
Taxes: 15%
$714 - $2,557 /night
Adal
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation rental Adal is a charming property located in St-Jean in the Caribbean rolling hills. Overlooking the crystal-clear waters, this two-bedroom vacation home with heated pool offers a bright and modern decor, i... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$714 - $4,000 /night
Kaz
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The holiday rental villa Kaz is a three-bedroom property nestled in the heights of Grand-Cul-de-Sac. Spacious and bright in the rolling hills of St-Barths, this vacation home with swimming pool offers a stunning ocean vi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$714 - $1,929 /night
Bamboo
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
This stunning two-bedroom contemporary villa is the perfect hideaway for a honeymoon couple, a small family, or two couples. The stylish grand entrance creates a dramatic stage for a breathtaking sea view - sunsets are p... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$714 - $2,214 /night
Mumbai
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Mumbai's exotic name reflects its exotic location, the private village of Cupecoy's Shore Pointe right on the French/Dutch Border. Like an exquisite miniature version of a gleaming white Greek island, the villas of Shore... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$714 - $3,000 /night
Maison de Reve
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The centerpiece of this very private estate property is an elegant 8,000 square foot, six-bedroom villa filled with spacious indoor and outdoor living. Lush and colorful tropical gardens, a grand entry courtyard, and exp... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$714 - $2,543 /night
Sucrier
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Lorient in the heart of a beautiful tropical garden, the vacation rental SUCRIER offers a spectacular ocean view. In a peaceful and private setting, this charming two-bedroom vacation home is th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$714 - $2,714 /night
Jali
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Jali is modern. The polished concrete floors, complemented by a mainly matt colour scheme, give the Villa a minimalist look. In terms of furniture, the main room, with its open living room and kitchen, has a high c... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$714 - $2,500 /night
Petit Paradis
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Located in Grand Fond only a few minutes from Lorient, Salines and St. Jean, villa Petit Paradis is a charming and comfortable property nestled in the hills of St. Barths in a green, lush environment. This three air-cond... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$714 - $2,143 /night
Bahia Blue
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Villa Bahia Blue is a stunning vacation destination, nestled in the heart of a lush tropical forest with a gorgeous infinity pool overlooking the scenery.
The pool's different shades of blue are breathtaking to behold... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$714 - $3,571 /night
Palm
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Modern, Palm is located in Grand Cul de Sac not far from the beach and the restaurants. This two bedroom villa offers a nice view over the ocean and the shades of blue. Very well equipped, this villa is perfect for a sta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$714 - $2,571 /night
Caribbean Blue
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Caribbean Blue is a beachfront villa in Pelican Key. With five bedrooms and five and a half bathrooms, it is a perfect house for a family vacation. Caribbean Blue may be rented with use of either three, four, or five bed... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 14%
Taxes: 14%
$703 - $2,160 /night
Legacy Villa
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$700 - $1,993 /night
Swedish House
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
These days, it is not so easy to find a historic place to stay in St. Barth. Often, that is a good thing. But for guests who crave a bit of history and a more personal connection to the island, there is the newly complet... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$700 - $1,200 /night
Villa Solis
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Solis is a, newly renovated, 3-bedroom villa just steps from the white sands of Grace Bay Beach. A short 5-minute walk from Villa Solis brings you to a secluded section of Grace Bay Beach where you have access to S... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $350.00 flat
Taxes: 12%
Taxes: 12%
$700 - $18,571 /night
Dreams Come True
5 Bedroom Condo, 6 Bathrooms, Sleeps 10
As you enter the property, you will be greeted by the modern and sophisticated décor that runs throughout. The open-plan living and dining area is beautifully designed, with large windows that provide an abundance of na... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$700 - $850 /night
Always Summer
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Always Summer Villa overlooks the peaceful Turtle Lake in Providenciales, Turks and Caicos. This exquisite three-bedroom lake view villa is the epitome of island luxury and serene comfort. The villa is situated in a prim... more
Additional Fees: Cleaning Fee $350.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%