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Luxury rentals in Caribbean

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Top-rated luxury vacation rentals in Caribbean

Guests agree: these stays are highly rated for location, cleanliness, and more.

Luxe
Villa in Peterborg, U.S. Virgin Islands
One Perfect Day
The perfect home base for your large group’s Caribbean getaway, One Perfect Day is one of St. Thomas’ most impressive luxury villas, with nine en-suite bedrooms, accommodations for twenty-six, and instant beachfront access to Magen’s Bay. With a lengthy list of amenities, this spacious vacation home is an amazing setting for a beachfront wedding, family reunion, or high-end corporate retreat. Within minutes of Magen’s Bay, you’ll find golf, natural and historical wonders, plenty more beautiful beachfront, and the vibrant city of Charlotte Amalie. Under One Perfect Day’s peaked ceilings, you’ll find designer furniture, state of the art electronics, dynamic ocean views, and an airy, open concept layout that makes group gatherings a breeze. The villa comes with a fully equipped kitchen, wine fridge, an outdoor wet bar, barbecues, and formal and alfresco dining options. And, the integrated sound system, billiard/ping pong table, exercise and massage rooms, and televisions will provide entertainment inside. On the terrace and beachfront, paradise awaits. With multiple living, dining, and lounging areas, you’ll have plenty of space to gather as one or break off from the group for more intimate occasions. The infinity pool and calm waters of Magen’s Bay are beautiful places to beat the heat. And, during your stay, you’ll have daily maid service, a concierge, and the use of three clear kayaks. One Perfect Day comes with two Family Suites that feature king-sized beds and two twin bunk beds, as well as lounge areas and en-suite bathrooms. There are seven more king bedrooms, all with en-suites. And, the Master Bedroom enjoys a private balcony, walk-in closet, alfresco shower, and an amazing ocean view. St. Thomas is a relatively small island, so visiting sites like Drake’s Seat, Blackbeard’s Castle, and Tombstone Rock can all easily be enjoyed in an afternoon. If you’re in the mood to dine out, do some duty-free shopping, or dance the night away, visit Charlotte Amalie, the island’s capital, just ten minutes from home. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Alfresco shower, Bidet, Walk-in closet, Ceiling fan, Private balcony with outdoor furniture • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Alfresco shower, Walk-in closet, Ceiling fan, Shared Terrace • Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Ceiling fan, Private balcony • Bedroom 4 - Family Suite: King size bed, 2 twin size bunk beds, Ensuite bathroom with stand-alone shower, Lounge area, Ceiling fan, Washer/Dryer, Terrace • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower, Ceiling fan, Balcony • Bedroom 6 - Family suite: King size bed & 2 twin size bunk beds, Ensuite bathroom with stand-alone shower, Lounge area, Ceiling fan, Balcony • Bedroom 7: King size bed, Ensuite bathroom with stand-alone shower, Lounge area, Ceiling fan, Balcony • Bedroom 8: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Ceiling fan, Private Balcony • Bedroom 9: King size bed, Ensuite bathroom with stand-alone shower, Ceiling fan FEATURES & AMENITIES • Wine fridge • More under “What this place offers” below Included: • Concierge service • More under “What this place offers” below Extra cost (advance notice may be required): • Laundry/Valet service • Activities & excursions • Personal yoga & pilates instructor • Event planning & catering service • More under “Add-on services” below
Oct 19 – 26, Professional Host
€ 11,749 per night
Luxe
Villa in Terres-Basses, St. Martin
Mariposa
Mariposa is an elegant Caribbean style villa with a romantic tropical atmosphere. Terracotta floors edged with painted tiles flow throughout the interior and exterior. White walls, tiled roof, stone columns all add traditional architectural beauty. Lush pink bougainvillea and palm filled gardens, set in green lawns, draw the eye straight to breathtaking panoramic views of the brilliant blue sea and sky. All this being framed by arched walls surrounding the turquoise pool. The house is perfect for outdoor living and entertaining with multi-level terraces that descend from the main level to the large horseshoe shaped pool and beyond to the lawn. Multiple al fresco dining and seating areas take full advantage of the view; whether privately or together with friends and family. If you wish to relax inside, while still enjoying sea views, step into the large comfortable living room with 40” flat screen satellite TV/DVD, stereo system, and full sized pool table. Adjacent to the interior dining and living room is a well-equipped kitchen fitted with fine dinner & glass ware and everything required for a gourmet meal. Open to the view, the kitchen connects the chef with the guests or prepare your al fresco meal on the built in gas barbeque. The four exterior access bedrooms are equal size and air conditioned. Two are placed at each end of the villa; one upper and one lower. The décor in each room is filled with airy, romantic style heightened by high vaulted ceiling and wicker, rattan or dark wood tropical furnishings accented with white and cream fabrics. Every room has sea or pool views plus private terraces and interior seating. The bathrooms are uniquely decorated in richly colored traditional tiles and sinks from Provence. From the oversized double showers, you view the ocean and gardens. Although the villa is well secluded, you are very close to amenities. Walk to Plum Beach. 10 minute drive brings you to the charming French capital of Marigot with restaurants, shops and galleries, historic buildings and the Creole Market. Drive 25 minutes to the Grand Case food scene; 30 to Philipsburg’s shopping haven and a mere 10 to the airport. BEDROOM & BATHROOM Bedroom 1 - Primary: King size bed, En-suite bathroom with shower, Air conditioning, Safe, Private terrace Bedroom 2: King size bed, En-suite bathroom with shower, Air conditioning, Safe, Private terrace Bedroom 3:  Twin size beds (can be converted to a King size bed), En-suite bathroom with shower, Air conditioning, Safe, Private terrace Bedroom 4: King size bed, En-suite bathroom with shower, Air conditioning, Safe, Private terrace Features & Amenities • Air conditioned bedrooms Staff & Services Included: • Gardener • Pool maintenance • 1 Arrival airport transfer for up to 8 guests
Nov 9 – 16, Professional Host
€ 915 per night
Luxe
Villa in Punta Cana, Dominican Republic
Cayuco 3
Spacious, high ceilings and natural earth tones give this breezy villa in the Punta Cana Resort an extra relaxing vibe for your next Dominican Republic vacation. Enjoy golf course views and easy access to the beach from this prestigious location. Spend sunny afternoons stretched out by the poolside or sipping tropical cocktails beneath the hay-thatched palapa lounge. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower and jetted bathtub, Walk-in closet, Balcony, Television, Ceiling fan • Bedroom 2: 2 Queen size beds, Ensuite bathroom with stand-alone shower, Television, Terrace • Bedroom 3: 2 Queen size beds, Ensuite bathroom with stand-alone shower, Television, Terrace • Bedroom 4: 2 Queen size beds, Ensuite bathroom with stand-alone shower, Television OUTDOOR FEATURES • Terrace STAFF & SERVICES Included: • Concierge service • More under “Add-on services” below Extra Cost (advance notice may be required): • Activities & excursions • Masseuse • Babysitting service
Aug 30 – Sep 6, Professional Host
€ 1,560 per night

Popular amenities for Caribbean luxury vacation rentals

Other great luxury vacation rentals in Caribbean

Luxe
Villa in Long Bay Hills, Turks & Caicos Islands
Clevelander
Feb 10 – 17, Professional Host
€ 13,530 per night
Luxe
Villa in Providenciales, Turks & Caicos Islands
Beach House
Dec 10 – 17, Professional Host
€ 3,766 per night
Luxe
Villa in St. James, Jamaica
Silent Waters
Oct 1 – 8, Professional Host
€ 4,153 per night
Luxe
Villa in East End, Cayman Islands
Great Bluff Estates
Sep 9 – 16, Professional Host
€ 1,577 per night
Luxe
Villa in Les Terres-Basses, St. Martin
Amethyst
Jan 28 – Feb 4, Professional Host
€ 4,356 per night
Luxe
Villa in Miami, Florida, US
Villa Limon
May 23 – 30, Professional Host
€ 4,161 per night
Luxe
Villa in Fort Lauderdale, Florida, US
Modern Waterfront Villa
Jun 26 – Jul 3, Individual Host
€ 2,434 per night
Luxe
Villa in Silly Creek, Turks & Caicos Islands
Oceanside Tower
Sep 17 – 24, Professional Host
€ 1,553 per night
Luxe
Villa in Providenciales, Turks & Caicos Islands
Tamarind Villa
Feb 15 – 22, Professional Host
€ 4,437 per night
Luxe
Villa in Punta Cana, Dominican Republic
Casa Calma
Feb 10 – 17, Professional Host
€ 2,727 per night
Luxe
Villa in Punta Cana, Dominican Republic
Hacienda Las Hamacas
Sep 5 – 12, Professional Host
€ 1,407 per night
Luxe
Villa in Rum Point, Cayman Islands
Olympus
Sep 13 – 20, Professional Host
€ 2,252 per night

All about Caribbean

Explore luxury vacation rentals in the Caribbean

Are you ready for a change of pace? Luxury Retreats’ villa rentals in the Caribbean allow you to immerse yourself in the laid-back tropical lifestyle of your island of choice, while enjoying the freedom and privacy of your own elegant home.

Ranging from secluded homes to lavish beachfront estates, our carefully selected villas in the Caribbean are perfect for exploring a wide range of destinations, each island boasting its own unique flavor and attractions.

Would you prefer a property right on the beach or one tucked away on a quiet hill with breathtaking panoramic views of the sea? Whichever you choose, our Villa Specialists will help you find the luxury villa you need. Many Caribbean villa rentals include a staff of private chef, butler and maid to take care of your every need while you take work on your tan. Private infinity pools are also a regular sight and many Caribbean vacation rentals feature alfresco dining and large terraces from which to enjoy the breathtaking sunsets.

Once you've decided on a destination, our 24/7 Concierge Service will ensure that all the details are taken care of, including car rentals, catering, spa treatments, sailing excursions or just about anything you may desire. All you'll have to do is close your eyes, relax and breathe in the scents of tropical flowers in the breeze...

Experience a luxurious beach vacation in the Caribbean

Should you ever be tempted away from your private oasis, you’ll find there are plenty of ways you can fill your days.

Indulge in some of the Caribbean’s most beautiful beaches

From Harbour Island’s Pink Sands beach to Grace Bay Beach in Turks and Caicos, or Sandy Lane in Barbados, spend a magical getaway just moments away from the silky sands and turquoise surf of the Caribbean's finest beaches. Once there, you can choose to sunbathe on a lounge chair, swim, explore the underwater world, or try a new water sport, be it kayaking, windsurfing, or water skiing.

If you’ve ever wondered what it feels like to swim with sea turtles or stingrays, the Caribbean is just the place for all your snorkeling or scuba diving adventures. Indeed, these warm, crystal clear waters are home to hundreds of species of sea creatures, including brightly colored tropical fish and corals. For spectacular snorkeling and diving spots right off the beach, consider a Luxury Retreats villa stay in St. John, St. Croix, St. Martin, St. Lucia, Virgin Gorda, Antigua, Bonaire or Eleuthera.

Set sail for adventure

Relax with friends and loved ones with something deliciously fruity in your hand and a cool breeze in your hair, as you glide over the dazzling waters of the Caribbean Sea, taking in picturesque shores and tranquil sheltered bays. Fishing enthusiasts will particularly enjoy the bountiful waters around The Bahamas, Turks and Caicos, or the Virgin Islands. The Caribbean offers some of the best fishing in the world after all!

Set your taste buds ablaze with delicious Caribbean cuisine

Sampling local food is an excellent way to soak up different cultures and taste new flavors! Combining fresh ingredients, like straight-off-the-boat seafood, a wide range of spices and far-flung influences, the Caribbean islands serve up some of the world’s most unique and vibrant dishes. Of course, the culinary scene takes different shapes in different places: in St. Barts or Anguilla, you’ll find a sophisticated food scene spanning from upscale neo-Creole cuisine to European fare and Asian fusion, while Jamaica or Puerto Rico’s lively local dishes are more rooted in tradition. Serious foodies should also explore St. Martin, otherwise known as “the culinary capital of the Caribbean”, which is home to over 400 restaurants.

Whether you’re in the mood for a casual beachside grill or opt for a 5-star gourmet restaurant, our concierge team stands ready to ensure you enjoy an unparalleled dining experience. Of course, there is always the option to have your own private chef prepare a tailor-made feast in the comfort and privacy of your villa.

Celebrate Caribbean culture and traditions

Every year, almost every Caribbean island hosts its own carnival or festival, so why not plan a Caribbean vacation to coincide with one of the region’s many celebrations?

From Puerto Rico’s kid-friendly Carnival to St. Lucia’s Friday Night “Jump Up”, Anguilla’s Summer Festival, Junkanoo in the Bahamas, or Crop Over in Barbados, you’ll have more than one opportunity to immerse yourself in authentic island culture. Complete with week-long parades, spectacular costumes, dancing, and delicious street food, the Caribbean’s Carnivals are a feast for the senses, so pack some comfortable shoes and join the party! And when it’s time to enjoy some peace and quiet, what could be better than retreating to the comfort of your own private villa?

It’s time to live the Caribbean dream! Claim a corner of paradise all for yourself with our carefully curated luxury villas in the Caribbean.

Destinations to explore