Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$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%