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Luxury rentals in Caribbean

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Top-rated luxury holiday rentals in Caribbean

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

Luxe
Villa in Indigo Bay, Sint Maarten
Emeraude
Superior design, modern layout, and cutting-edge decor choices define this premier villa in Sint Maarten’s Indigo Bay. Set on a palm tree hillside overlooking the azure-blue Caribbean, the home offers huge living spaces, tastefully-divided gardens, and a spacious sun terrace. No expense has been spared with this property, with golden beaches, bars, cruise outings and Philipsburg town nearby. An exceptional view awaits new arrivals that step into the central living space at Emeraude, with a shimmering sea framed by a blue pool, waving palm trees and artful pergola. Guests can expect designer furnishings, ranging from huge dining tables and specially-selected beds to the extras like the large piano and telescope. An interior forest walkway, stepping-stone water feature and fully-outfitted lounge bed add layers of innovative touches to this home, while private massage quarters and tree-shaded loungers help to top off the experience. The shining, fully-equipped kitchen ensures that catering for big groups is especially easy. From Emeraude, guests are a short drive from picturesque shorelines, including the sandy Little Bay Beach and the famous “close-shave” airport approach at Maho Beach. A huge range of ocean outings are available from within minutes, including speed boat trips, scuba diving in crystalline waters, and relaxing yacht and catamaran trips. Visit local rum distilleries for a taste of the island’s unique culture, or take to the countryside on an exhilarating ATV outing. After strolling the colonial Dutch streets of the local town, retire to your private terrace for a cool drink and a glorious sunset. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Open plan ensuite bathroom with stand-alone rain shower & bathtub, Dual vanity, Walk-in closet, Safe, Air conditioning, Private terrace with outdoor furniture, Sea view • Bedroom 2 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Walk-in closet, Safe, Air conditioning, Private terrace with outdoor furniture & hot tub, Sea view • Bedroom 3: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Safe, Air conditioning, Sea view • Bedroom 4- Kids Room: Double size bunk beds, Ensuite bathroom with stand-alone rain shower, Dual vanity, Safe, Air conditioning, Private terrace with outdoor furniture, Sea view FEATURES & AMENITIES • Wine fridge • More under “What this place offers” below OUTDOOR FEATURES • Day bed • Outdoor lounge area STAFF & SERVICES Included: • Gardener • Pool maintenance Extra Cost (advance notice may be required): • Additional housekeeping • Additional airport transfers • Activities & excursions
Professional Host
Luxe
Villa in Silly Creek, Turks & Caicos Islands
Oceanside Tower
Nestled on the slender Silly Creek peninsula along the southwest coast of Providenciales, this modern yet classic Caribbean home surveys panoramic ocean vistas on every level—from its lofty observation tower, to its broad veranda, to its private beach cove. Plunge into the turquoise sea, lounge by the infinity swimming pool, and dine alfresco as the sun sets over the horizon. The villa is beautifully designed with a cascading flow toward the water's edge. Extending from the house, the wraparound veranda provides cool shelter and a sweeping vantage for afternoon downtime, cocktail hour, and delicious feasts in the ocean breeze. A wooden staircase descends from the house to a lower deck poised above the lapping waves. From here, a stepping-stone paths leads to the small beach below, where you can push off into the luminous water. Multiple sets of glass doors open from the veranda to the great room, inhaling the sea-kissed air into the home. Flooded with daylight and evening tones, the open-concept space features an ample lounge, dining table, and wine fridge. The kitchen is set within an ample niche and features high-grade appliances. Another beautiful dining table is set within a semi-alfresco sunroom. Air conditioning keeps the atmosphere comfortable, and there is a home office for business travelers. There are 2 ocean-facing bedrooms on the garden level, both opening to sundecks and the water, while a third lower bedroom opens to the gardens. The upper-floor also includes an ocean-view bedroom, opening to a pergola-shaded balcony. All 4 bedrooms enjoy ensuite bathrooms and TVs. Beyond this private retreat, you're an easy drive to Sapodilla Bay Beach, Taylor Bay Beach, the famous Grace Bay Beach, and Provo Golf Club. The island's main airport is about eleven kilometers away. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Television, Air conditioning, Direct access to sun deck • Bedroom 2: King size bed (can be converted to 2 twins), Ensuite bathroom with stand-alone rain shower, Dual vanity, Television, Air conditioning, Direct access to sun deck • Bedroom 3: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Television, Air conditioning • Bedroom 4: Queen size bed, Ensuite bathroom with stand-alone shower, Television, Air conditioning, Balcony, Ocean view FEATURES & AMENITIES Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below
Professional Host
Luxe
Villa in Punta Cana, Dominican Republic
Hacienda Las Hamacas
A golf course borders one side of this tropical oasis while green meadows, replete with lush vegetation, sprawl on the other. A breezy, open-concept interior effortlessly transitions to the outdoor space. Sip a margarita beneath the terrace’s thatched palapa before cooling down in the turquoise pool. At the beach, coral reefs flourish beneath the crystal clear water, fringed by sugary shorelines. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Walk-in closet, Television, Direct access to balcony • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Bidet, Dual vanity, Walk-in closet, Television, Direct access to balcony • Bedroom 3: 2 Queen size beds, Ensuite bathroom with stand-alone rain shower, Walk-in closet, Television, Direct access to balcony • Bedroom 4: 2 Queen size beds, Ensuite bathroom with stand-alone rain shower, Walk-in closet, Television, Direct access to terrace • Bedroom 5: 2 Twin over double size bunk beds, Ensuite bathroom with stand-alone rain shower, Television, Direct access to terrace FEATURES & AMENITIES • Wine cooler • More under “What this place offers” below OUTDOOR FEATURES • Bicycle • Outdoor living space • Palapa • Garden STAFF & SERVICES Extra Cost (advance notice may be required): • Airport transfers • Activities and excursions • Housekeeping • Babysitting service • Masseuse SHARED ACCESS TO AMENITIES AT THE PUNTA CANA RESORT & CLUB • Tennis • SPA • 7 Restaurants • 2 Golf courses • 2 beach clubs • Ecological reserve • Pickelball • Padel
Professional Host

Other great luxury holiday rentals in Caribbean

Luxe
Villa in Leeward Settlement, Turks & Caicos Islands
Seagrace
Professional Host
Luxe
Villa in Terres Basses, St. Martin
Amandara
Professional Host
Luxe
Villa in Miami, Florida, US
Villa Limon
Professional Host
Luxe
Villa in The Bight, Turks & Caicos Islands
Villa Islander
Individual Host
Luxe
Villa in Peterborg, U.S. Virgin Islands
One Perfect Day
Professional Host
Luxe
Villa in Fort Lauderdale, Florida, US
Modern Waterfront Villa
Individual Host
Luxe
Villa in Whitehouse, Jamaica
Santosha
Individual Host
Luxe
Villa in Long Bay Hills, Turks & Caicos Islands
Clevelander
Professional Host
Luxe
Villa in Providenciales, Turks & Caicos Islands
Beach House
Professional Host
Luxe
Villa in Turtle Cove, Turks & Caicos Islands
Villa Siena
Professional Host
Luxe
Villa in Chalk Sound, Turks & Caicos Islands
Hesperides House
Professional Host
Luxe
Villa in Ocean Drive, Turks & Caicos Islands
Balinese
Professional Host

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