Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$625 - $1,695 /night
Kailypso
3 Bedroom Villa, 2 Bathrooms, Sleeps 8
Welcome to Kailypso, a 3-bedroom beachfront villa in Cayman Kai located on Bio Bay.
Measuring over 2,800 square feet with spectacular outdoor spaces, cozy interiors, and a secluded beach, this popular villa is the perfect destination for family vacatio... more
$625 - $1,200 /night
Seawards
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Welcome to Seawards, an exquisite three-bedroom vacation rental villa nestled on the serene shores of the west coast of Barbados. This stunning villa is a true gem, offering a perfect blend of luxury, comfort, and natural beauty. With its prime beachfront... more
$625 - $1,595 /night
Fantasea
3 Bedroom Villa, 3 Bathrooms, Sleeps 10
The beachfront in Cayman Kai is where you will find a newly-renovated and refurnished villa, aptly named Fantasea.
This spacious 2-bedroom main villa with a detached 1-bedroom guest cottage has undergone a complete makeover, both inside and out. Plus,... more
$624 /night
Villa Coral Breeze
5 Bedroom Apartment, 3 Bathrooms, Sleeps 10
Villa Coral Breeze is a 5-bedroom, 3 bath, 2-story, beachfront penthouse condo with unbeatable beach and ocean views! NOTE: Access to the condo requires climbing one flight of stairs, as there is no elevator available.
Spread across two floors, Villa C... more
$621 - $1,573 /night
Moments
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more
$614 - $1,850 /night
Bonbonniere
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
The vacation rental La Bonbonniere is a charming home in Saint-Barths, as sweet as its name is. This luxury property for two guests is truly ideal for a honeymoon or a romantic getaway. Located in the private area of Pointe-Milou, villa La Bonbonniere is ... more
$614 - $1,579 /night
Dos Sols Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Dos Sol Villa’s unique custom architectural design separates each bedroom into its own standalone cottage. Family and friends can gather in the spacious great room with a full kitchen and dining area or outside on the pool deck and large covered veranda... more
$614 - $1,971 /night
Ride
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Nestled on a hillside above Anse des Cayes, the charming villa Ride is the perfect vacation spot for a family stay or for two couples travelling together in St. Barths. Very comfortable and private, this home is called Ride because of its owners' passion ... more
$608 - $1,243 /night
3 BDM Casita with Rooftop
3 Bedroom Hotel, 4 Bathrooms, Sleeps 6
While sitting on the ample terrace or deck, indulge in the daily breakfast a la carte selections or schedule a lunch or dinner set-up to be served in the privacy of your casita. Stay on the second level featuring a three-bedroom casita with a rooftop terr... more
$605 - $1,786 /night
Costa Nova
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Costa Nova is situated on the hillside of Gouverneur. It has an amazing view of the ocean. Costa Nova, surrounded by greenery, is a quiet piece of heaven. You will fall in love with this amazing view of the sunsets while having a cocktail in the Jacuzzi. ... more
$605 - $1,700 /night
Tamarind Villa
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Indulge in the epitome of luxury at Tamarind Villa, a prestigious haven in the heart of Cap Estate. Boasting seven resplendent bedrooms and an equal number of sumptuous baths, this rental villa transcends expectations, offering an unparalleled blend of op... more
$604 - $1,080 /night
Arcadia
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Arcadia is a welcoming and tranquil four-bedroom, four-bathroom hillside villa with a heated pool in the beautiful Villas of Oyster Pond (a private gated community) located on the Dutch side of the island and close to the French border, offering eas... more