Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$769 - $1,374 /night
Arawak Villa
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
This beautiful one-bedroom, single-story villa averages 1,250 square feet on a single floor. The master bedroom features a full en suite marble bathroom, as well as French sliding glass doors that lead to a terrace or ba... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 30%
Taxes: 30%
$763 - $6,667 /night
Manonjul
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on a hilltop above Devé, the rental villa in St. Barths Manonjul is a beautiful property with fantastic views over the ocean and glorious sunsets. This very private and comfortable three air-conditioned-bedroom ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$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%
$757 - $2,643 /night
Terre Azure
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
This beautiful residence has all the modern amenities and features over 5,000 square feet (500 square metres) of luxurious interiors including four bedrooms and four and a half bathrooms, a large living room, a media roo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$751 - $2,598 /night
Little Palm
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$750 - $1,499 /night
Paradise Palms
6 Bedroom Apartment, 6 Bathrooms, Sleeps 12
This brand new, fully renovated, 6 bedroom, 6 bathroom property is the newest luxury rental in St. Thomas.
Perched over Tutu Bay, this spacious property includes a large pool, hot tub with incredible views, game room ... more
Additional Fees: Damage Waiver $299.00 flat
$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
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 - $1,298 /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
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 - $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 - $3,571 /night
Aya
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in Saint Jean, nestled on a hillside, Aya offers an amazing view over the bay and the deep blue ocean. Close to the beaches and shops, this charming two-bedroom vacation home is the ideal place for a fantastic st... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$750 - $1,900 /night
Milord Sunsets
3 Bedroom Villa, 4 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 - $1,750 /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%
$748 - $3,916 /night
S303 | 1 BDM
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Sea-View Studio in Luxury Resort Tower, Full Complement of Amenities & Private Balcony
Let’s keep this simple: just you, your loved ones, and the shimmering blue Caribbean. When you escape to this South Tower studio... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$748 - $3,916 /night
N703 | 1 BDM
1 Bedroom Apartment, 1 Bathrooms, Sleeps 4
Indulge in the opulence of this 1-bedroom Seafire Residences apartment, a 1,380 square-foot sanctuary that radiates sophistication. The interior design is a match for the Caribbean’s natural splendor, with panoramic vi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$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 - $3,143 /night
Pamplemousse
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Located in the exclusive community of Les Terres Basses, Pamplemousse is a stunning six-bedroom villa offering breathtaking views of the Caribbean Sea and neighboring island Anguilla. Pamplemousse is a refuge of peace an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$743 - $2,357 /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%
$743 - $2,218 /night
Poinciana
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$742 - $8,211 /night
Rainbow's End
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Enjoy magnificent views of the Caribbean Sea and other islands by day and dramatic sunsets setting the stage for the night sky from your perch on the lush tropical hillside overlooking Leverick Bay. Rainbow’s End is a ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$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 - $1,720 /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 - $1,720 /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 - $3,429 /night
Samsara
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Located in Pointe-Milou, the charming rental villa... 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%
$715 - $1,286 /night
Ocean Pearl
6 Bedroom Villa, 4 Bathrooms, Sleeps 14
Location, location, location: You’ll never get tired of the ocean views, all the way to St. Barths and Anguilla, or on land, Oysterpond and Dawn Beach.
You’ll always hear the distant sound of waves and feel the br... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$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 - $2,143 /night
Plum Bay
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Plum Bay is a luxurious Caribbean villa situated in Terre-Basses, a private gated community in French St Martin.
As you enter the villa and out to the terrace, the richly variegated scenery expands into a panoramic ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$714 - $2,571 /night
La Vue
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in Vitet in the quiet area of Dévé, the vacation rental villa La Vue offers a spectacular view over the Caribbean Sea and its turquoise waters. Comfortable and very functional, this luxurious three-bedroom prop... 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 - $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 - $4,714 /night
Lina
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Colombier, the rental villa Lina is a luxurious and very private vacation home in St-Barths. Surrounded by the lush tropical vegetation, this two-bedroom property with a splendid view over the o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$714 - $2,071 /night
Grain de Folie
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in Colombier, villa Grain de Folie offers a fabulous view over the ocean and the glorious sunsets. Perfect for a family or a group of friends, it is also the ideal choice for a couple wishing to spend a romantic ... 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%
$700 - $1,850 /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 - $1,600 /night
Footprints South Cottage
3 Bedroom Cottage, 3 Bathrooms, Sleeps 6
The South Cottage sits just a minute from Alleyne Bay and is a private tropical oasis with a sleek and stylish finish. This luxury vacation villa can be rented separately, combined with The North Cottage or both cottages... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%