Villa Destinations

  • Anguilla (53 villas) Anguilla villas offer a wide array of styles inspired by Mediterranean architecture and Miami art-deco. Our homes range in size from 1-16 bedrooms, perfect for a romantic getaway for two, or a family gathering. Most of our Anguilla villas are located hillside with spectacular views of the rocky shoreline and crashing waves of the sea, or are located on the beach, just steps away from the Caribbean’s most magnificent water.
  • Antigua (16 villas)
  • Bahamas (27 villas) The islands of the Bahamas are a breathtaking villa destination. Explore the islands of the Bahamas, replete with pink and white sand beaches and miles of clear blue water. You will truly enjoy pure relaxation in your Bahamas villa.
  • Barbados (201 villas) The calm west coast, known for its fantastic beaches, is the perfect place for your beachfront villa. The rugged east coast provides a slightly different villa experience, overlooking the incredible turquoise sea. Many of our villas are located in Speightstown, Sandy Lane, and Sugar Hill, and range in size from 1-10 bedrooms. Our Barbados villas are airy and spacious, quaint and comfortable, and range in style from a cozy cottage to a Caribbean chic estate.
  • Cayman Islands (42 villas) Our Cayman Island villas are situated atop of a magnificent cliff with an incredible view of the sandy/rocky shoreline, nestled among seagrape trees, or situated on a beautiful white sand beach. And many of our Cayman Island villas are condo-style properties, providing for prime location along the popular 7-mile beach. Our villas range in size from one to seven bedrooms and many are equipped with a private pool, and maid service.
  • Dominican Republic (22 villas) The Dominican Republic is a haven for those seeking a culturally and ecologically rich Caribbean experience. Island Hideaways’ luxury Dominican villas are located in a range of beautiful settings including cactus-filled deserts, mountain ranges, dramatic waterfalls, and lush rainforests.
  • Grenada (4 villas)
  • Hawaii (The Big Island) (22 villas) The Big Island of Hawaii is known for its waterfalls, rainforests, volcanoes and beautiful villas. Those seeking the perfect villa destination to go snorkeling among dolphins and colorful tropical fish should visit Kealakekua Bay. Our Hawaii villa rentals are perfect for any occasion, including weddings, honeymoons, family gatherings, trips with friends. Depending on your preference, you can reside on a hillside with panoramic views of turquoise ocean reef and rainbow-kissed mountains, or on the beach, just steps away from the pristine sand and crystal blue water.
  • Jamaica (114 villas) Jamaica is one of the most popular villa rental destinations in the Caribbean. Known for its friendliness, beauty, and laid-back lifestyle, Jamaica is the perfect island getaway. Our villas range in size, from cozy private villas perfect for two, to expansive villa estates that can easily accommodate an extended family of twenty. In addition to the luxury of space, the villas also offer other amenities. Each Jamaica villa has its own personal cook, so guests can savor authentic Jamaican cuisine like jerk chicken or enjoy their own favorite dishes prepared daily.
  • Maui (56 villas) Maui is a rainbow landscape of white, black, and red sand beaches, green and bamboo forests, and gorgeous blue skies. Villa vacationers on Maui will not want to miss visiting the “pineapple island” of Lanai, and strolling down the streets in the town of Lahaina, visiting art galleries before an afternoon cocktail in their villa. Our Hawaii villa rentals are perfect for any occasion, including weddings, honeymoons, family gatherings, trips with friends. Depending on your preference, you can reside on a hillside with panoramic views of turquoise ocean reef and rainbow-kissed mountains, or on the beach, just steps away from the pristine sand and crystal blue water.
  • Nevis (23 villas) Nevis villa rentals by Island Hideaways are exclusive, and include styles ranging from traditional to contemporary. Each Nevis villa is a class apart and the beauty and the spirit of the surroundings have been mixed in the elements of design. Memories can be etched on the sands to be washed away by the ocean waves but a wholesome experience of a Nevis villa vacation will live forever.
  • Oahu (22 villas) Oahu is filled with a mix of natural and cultural wonders. The world-famous Waikiki beach is a tropical playground. Nature lovers will enjoy a walk through Oahu’s tropical rainforests, admiring the flora and viewing the colorful birds. Our Hawaii villa rentals are perfect for any occasion, including weddings, honeymoons, family gatherings, trips with friends. Our Hawaii villas range in size from one to six bedrooms. In addition, some of our Hawaii villas offer maid service and a variety of amenities including a pool, gourmet kitchen, cable TV, WiFi, and indoor/outdoor dining.
  • Private Islands (4 villas) Who hasn't fantasized about getting away from it all on your own Caribbean private island? Just you, the sand, the surf, the beauty, the tranquility. A stay on a private island is truly the ultimate luxury villa vacation. If this is your idea of a dream getaway, you can make it a reality by renting a private island in the Caribbean from Island Hideaways.
  • St. Barts (425 villas) Villa rentals on St. Barts are the primary form of accommodation and Island Hideaways provides a myriad of villa options. Our St. Barts villas are located in the hills, with fabulous views of multi-color lagoons, volcanic peaks, and yachts docked in the harbor, or are beachfront properties on one of the 22 unspoiled beaches on the island.
  • St. Croix (25 villas) St. Croix villas are located on the east side of the island, with picturesque surroundings of the rocky, arid coast, on the west side of the island, with lush vegetation, or on a beachside surrounded by rolling hills and pastures. Our St. Criox villas are between two and six bedrooms and all feature a pool.
  • St. John (75 villas) Island Hideaways’ St. John’s villas are located on a hillside with panoramic views of the Caribbean Sea, alongside the waterfront, or beachfront with pristine white sand at your doorstep. Bordered by seagrapes, Maho trees and coconut palms, and filled with white, satiny sand, St. John villas are pure paradise. Villas in St. John range in size from one to eight bedrooms and most have their own private pool.
  • St. Lucia (53 villas) Our collection of St. Lucia villa rentals includes hillside homes with gorgeous views of the calming waters and nearby islands along with water and beachfront properties. Each villa has its own distinct charm ranging from a 150-year-old restored French colonial plantation house to a intriguing castle-like façade, from a Spanish-style villa with a courtyard at its center to an exotic villa blending traditional West Indian and east architecture.
  • St. Martin (119 villas) Island Hideaways’ St. Martin villas are located on both the more secluded French-side and more active Dutch-side and are both hillside and beachfront.Each villa is uniquely and elegantly decorated and many include daily maid service. Our St. Martin villas are perfect for all types of vacations and range in size from 1 to 11 bedrooms and almost all of the villas feature a pool.
  • St. Thomas (30 villas) St. Thomas, the most developed and populated of the U.S. Virgin Islands, has some of the most spectacular villas in the Caribbean. St. Thomas villas are the ideal vacation home. Ranging in size from one to 10 bedrooms, St. Thomas private villa homes accommodate trips for all occasions. Almost all St. Thomas villas feature a pool and maid service. Island Hideaways’ St. Thomas villas are located on the hillside with magnificent views of the turquoise water or are beachfront.
  • Tortola (21 villas) Our Tortola villas are magnificent for an island getaway. They range in size from one to eight bedrooms, so they are great for a holiday for two or a vacation with friends and family. Many Tortola villas are situated on a hilltop, overlooking the ocean, or are on the beach or waterfront. Our private villas in Tortola are perfect for ultimate relaxation. Some of our larger villas come with their own state-of-the-art gyms and almost all of our Tortola villas have a private pool. You will truly be pampered.
  • Turks and Caicos (41 villas) A Turks & Caicos villa is perfect for honeymooners, friends, and families. Villa vacation homes in Turks & Caicos range in size from two to six bedrooms and are located on the hillside, beachfront, or waterfront. Many are equipped with a pool. Maid service and a personal cook can be provided as well.
  • Virgin Gorda (47 villas) Virgin Gorda villas are ideal for a romantic getaway, wedding, special occasion, or just a vacation with friends or family. Our Virgin Gorda villas range in size from two to six bedrooms and are all beautifully and tastefully decorated. Almost all of our Virgin Gorda villas are equipped with a private pool and amenities include indoor/outdoor dining, a fully-equipped kitchen, and even a private gym in some of our larger villas. Many of our villas have access to a spa and tennis court. Most villas include a daily maid service and a personal cook can be provided upon request, so all you have to do is relax.

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