Skip to content

Luxury rentals in Caribbean

Find and book unique accommodations on Airbnb

Top-rated luxury vacation rentals in Caribbean

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

Luxe
Villa in Turtle Cove, Turks & Caicos Islands
Villa Siena
Residing in a quiet neighborhood, yet just 200ft from Grace Bay beach, Villa Siena enjoys with luxurious amenities and accommodations for eight. With four en-suite bedrooms, a spacious yard, and a beautiful interior, you and your guests will have plenty of space for elegant dinner, backyard barbecues, and unforgettable evenings on your Turks and Caicos beach getaway. Nearby, you’ll find tennis, golf, restaurants, shops, and more, in beautiful Grace Bay. Stately Colonial design gets a luxurious contemporary update within Villa Siena's elegant beachside estate. Making use of its southern focus, Siena's many openings and windows receive an ample amount of natural sunlight, giving the interior a warm and welcoming vibe. Throughout, you’ll find peaked ceilings, chandelier lighting, four-post beds, and modern furnishings. The living room is decorated with a large “L” shaped couch and wet bar, both of which face a wall-length opening to the terrace, creating a spacious and social environment for hosting unforgettable evenings. Villa Siena's terrace features a rejuvenating soaking tub, equipped with a waterfall that leads to the large infinity swimming pool. Surrounding the pool, you’ll find lush gardens, palm trees, and plenty of furnished living and dining space. Inside, Siena is outfitted with a fully equipped kitchen, formal dining for eight, Wi-Fi, Smart TVs, and air conditioning. And, all three bedrooms in the Main House feature en-suite bathrooms and access to an outdoor area, while the king en-suite in the Guest House comes with its own lounge area, and kitchenette. Grace Bay is full of exciting attractions, beautiful beaches, scenic golf courses, and delicious local cuisine. If you’d like to explore the coast, try snorkeling, scuba diving, or a boat charter, all available at Blue Haven Marina. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1: King size bed, Ensuite bathroom with stand-alone shower & tub, Television, Closet, Ceiling fan, Direct access to pool area • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Television, Closet, Ceiling fan, Direct access to pool area • Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower, Television, His & her walk-in closets Closet, Ceiling fan, Private balcony Guest House above Garage • Bedroom 4 - Kids Room: Queen size bed, Ensuite kid's bathroom with stand-alone shower, Closet, Ceiling fan, Kitchenette, Lounge area FEATURES & AMENITIES • More under “What this place offers” below OUTDOOR FEATURES • Terrace • More under “What this place offers” below STAFF & SERVICES Included: • Mid-week housekeeping • More under “What this place offers” below At Extra Cost - advance notice required: • Daily full-service housekeeping • Activities & excursions • Utilities if rented during month-long promotion • Electricity consumption over the $400/week allowance . Electricity (including A/C) of $400/week (Please note any power overage is charged back at market rate + 12% tax) • More under “Add-on services” below
$1,300 per night
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
$1,100 per night
Luxe
Villa in Miami, Florida
Villa Limon
Hidden beneath a veil of lush foliage, this modern-contemporary oasis resides in the heart of Miami, minutes from the Design District, Wynwood, and downtown core. After a morning workout in the home gym, cool off in the pool. Then, curl up under a shady tree with a good book. Take that special someone out for a stroll along South Beach and audition the dozens of oceanview restaurants at dinner. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Dual vanity, Walk-in closet, Television, sofa, Safe • Bedroom 2: 2 Queen size bed, Ensuite bathroom with stand-alone shower & bathtub, Television • Bedroom 3: Queen size bed, Ensuite bathroom with stand-alone shower, Television • Bedroom 4: Double size bed, Ensuite bathroom with stand-alone shower, Television • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower, Television, Safe • Bedroom 6: Double size bed, Television OUTDOOR FEATURES • Outdoor living space • More under “What this place offers” below STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions • Concierge services
$3,771 per night

Other great luxury vacation rentals in Caribbean

Luxe
Villa in Punta Cana, Dominican Republic
Hacienda Las Hamacas
$1,290 per night
Luxe
Villa in Leeward Settlement, Turks & Caicos Islands
Seagrace
$1,768 per night
Luxe
Villa in Terres Basses, St. Martin
Amandara
$2,786 per night
Luxe
Villa in The Bight, Turks & Caicos Islands
Villa Islander
$3,343 per night
Luxe
Villa in Peterborg, U.S. Virgin Islands
One Perfect Day
$6,500 per night
Luxe
Villa in Fort Lauderdale, Florida
Modern Waterfront Villa
$3,000 per night
Luxe
Villa in Whitehouse, Jamaica
Santosha
$2,079 per night
Luxe
Villa in Long Bay Hills, Turks & Caicos Islands
Clevelander
$6,500 per night
Luxe
Villa in Providenciales, Turks & Caicos Islands
Beach House
$2,850 per night
Luxe
Villa in Silly Creek, Turks & Caicos Islands
Oceanside Tower
$1,714 per night
Luxe
Villa in Chalk Sound, Turks & Caicos Islands
Hesperides House
$2,357 per night
Luxe
Villa in Ocean Drive, Turks & Caicos Islands
Balinese
$1,500 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