Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$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%
$768 - $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%
$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: 20%
Taxes: 20%
$763 - $1,765 /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: 20%
Taxes: 20%
$758 - $2,140 /night
Ocean's One
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
This magnificent four-bedroom villa offers the ideal setting for an unforgettable vacation in Saint-Martin. Nestled in a privileged location, it offers breathtaking ocean views, creating a stunning panorama conducive to ... 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 - $1,750 /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
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 - $1,675 /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 - $1,520 /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 - $2,000 /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 - $1,600 /night
Coral Cove 8 | Life's A Beach
3 Bedroom Condo, 3 Bathrooms, Sleeps 6
Experience the epitome of luxury living at Life's a Beach, a stunning beachfront apartment located within the prestigious Coral Cove complex overlooking the pristine Paynes Bay Beach on the picturesque West Coast of Barb... 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
Perched on the heights of Terres Basses, Villa Mariposa embodies Caribbean elegance in all its splendor. Surrounded by a lush garden where pink bougainvillea blends with gently swaying palms, the villa reveals a breathta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$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 - $2,858 /night
Just in Paradise
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled in a lush tropical setting, Villa Just in Paradise lives up to its name. From the moment you arrive, you are surrounded by the soft fragrances of jasmine and vibrant bougainvillea entwined around majestic palm tr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$743 - $2,350 /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%
$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%
$730 - $3,977 /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%
$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%
$720 - $2,500 /night
Villa Amber
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The villa has a beautiful wrap-around terrace that offers a breathtaking view of the sea and the island, making it an ideal setting for a relaxing and peaceful vacation.
The villa is set on 2.5 acres of private ground... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%