- Destinations: 18
- Villas: 985
- Private Islands: 6
Escape to the Islands
Are you looking for a stunning hideaway nestled in paradise? Look no further than our Caribbean villas, featuring pristine beachfronts, private pools and spacious outdoor living spaces where you can enjoy the islands’ year-round sunshine. Whether you’re looking for a romantic spot nestled on a secluded beach, take the entire family on a water sports adventure, indulge in gourmet Caribbean cuisine or more, our villas in the Caribbean have something for you. With a portfolio of over a thousand luxury Caribbean villas, we’re sure to have the perfect villa for you and yours.
Featured Caribbean Villas
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Not sure which Caribbean destination is right for you? Here's a quick breakdown.
Anguilla: This pristine, 15-mile island offers guests the best of all worlds. Enjoy the nightlife and shopping, or unwind at the spectacular white-sand beaches sure to take your breath away.
Antigua: While the majority of Antigua villa rentals are at the Jumby Bay Resort, set apart on a private island off the coast, visitors also delight in the stunning private beaches, turquoise waters and carefree but distinguished atmosphere.
Bahamas: The 700 islands that make up the Bahamas offer pink- and white-sand beaches and crystal-clear turquoise water perfect for water sports. Intra-island flights, ferries, and yachts allow visitors to island-hop.
Barbados: A limestone-coral island with spectacularly clean, soft, often pink-tinged sand. Most of our villas in Barbados come with a full staff consisting of a chef, butler, housekeeper, and laundress.
Dominican Republic: The Dominican Republic offers a rich fusion of Latin American, Spanish, French, and British influences. Many of our Dominican villas are located in Casa de Campo, an award-winning luxury resort with one of the world’s best golf courses.
Grenada: Affectionately known as the “Spice Island,” this petite but exceptionally scenic island offers unparalleled Caribbean flair throughout. Visit the capital, St. George, and explore an extinct volcano and more.
Jamaica: Perfect for both family fun and romantic retreats. Jamaica has it all: gorgeous beaches, natural beauty, and unbeatable cuisine. Most villas in Jamaica come come fully-staffed for supreme comfort and amenities.
Nevis: One of the most untouched islands in the Caribbean, this tiny hideaway boasts endless beaches, lush tropical landscapes and rich well-preserved history. See our resort villas, perfect for maximizing relaxation.
St. Barts: Indulge in decadent French cuisine in this shopper’s paradise. This breathtakingly chic island escape offers guests the upscale luxury they seek, along with a quiet, down-to-earth air of elegance.
St. Croix: Enjoy a melting-pot of cultures in this slice of island paradise. This gorgeous island is a diver’s paradise for both novices and experts, as it’s situated on one of the largest reefs in the Caribbean. Take in the delightful Danish influence and don’t forget to indulge in the local delicacies.
St. John: This nature-lovers paradise offers visitors an exotic mix of forests, diving reefs, white-sand beaches and pristine open waters. A verdant getaway sure to delight, almost 60% of this island is untouched National Park land.
St. Lucia: Magnificence describes this exceptional island, perfectly embellished with the Pitons, rising 3,000 ft. above sea level. If you love the outdoors, visit the only drive-in volcano in the world. Also, don’t miss the fusion of West Indian and Eastern influences throughout the island.
St. Martin: Governed by both France and the Netherlands, this is an island of dual personalities. On the French side, foodies delight on tasty delicacies. On the Dutch side, take in the tranquility and enjoy a casual night on the town.
St. Thomas: A wealth of vacation opportunities await in this popular slice of paradise. Indulge in world-class shopping, some of the most unblemished beaches in the world and a healthy blend of watersports, golfing and more.
Tortola: As the capital island of the British Virgin Islands, Tortola serves as its commercial and business center, offering a great variety dining, nightlife, and resort options. Quieter, more remote parts of Tortola offer solitude for the escapist.
Turks & Caicos: Over 40 islands make up this tropical archipelago, only 8 of which are inhabited. Providenciales – also known as Provo – is home to Grace Bay Beach, consistently voted the best beach in the world.
Virgin Gorda: Private, exotic and relaxing, this elegant island beauty offers the ultimate in secluded and tranquil getaways. Visit Baths, a nature-made area of pristine hidden pools and grottos, or simply unwind on the soft sand and soak in the sun.