Luxury Caribbean Villas
Find irresistibly luxurious Caribbean villas in breathtaking destinations across the region, including Barbados, Turks and Caicos, Jamaica, and more.
When you step off the plane in the Caribbean, you'll be forgiven for thinking you've arrived in paradise, and our beautiful Caribbean villas only enhance that feeling! This corner of the tropics is the stuff of daydreams, where tropical beaches, tasty rum punch, and lively reggae beats are never far away.
There are more than 7,000 islands and bays in the Caribbean; some are desert islands inhabited only by local wildlife, while others – like Barbados and Jamaica – are among the world’s most exclusive vacation destinations. Each region has its own charm and appeal, but they all share the same warm hospitality and distinct laid-back vibe.
Caribbean villas in breathtaking destinations
We offer a range of Caribbean villa rentals across all of the region’s best travel destinations, whether you’re looking for a romantic retreat for a honeymoon, a large villa for a family vacation, Caribbean golf villas, or a sprawling home for an all-out special occasion. With unbeatable amenities offering an all-inclusive Caribbean vacation experience, our incredible, luxurious Caribbean villas are the ultimate places to stay in paradise.
Popular Caribbean villas
Arc En Ciel
Seaclusion St James
Cap Cana 1
Villa Wake Up
Casa De Campo 0
Where is the Caribbean?
What countries are in the Caribbean?
When is hurricane season in the Caribbean?
Are passports needed for the Caribbean?
Is the Caribbean part of the United States?
What is the number one island in the Caribbean?
Which Caribbean island has the best beaches?
What vaccinations do I need for Caribbean vacations?
What languages are spoken in the Caribbean?
What is the Caribbean famous for?
The best time to visit the Caribbean
The best time to visit the Caribbean is during the Northern Hemisphere winter, particularly between December and April. During this time, the weather is beautifully warm, sunny, and dry, with little rainfall, making it perfect for lazy beach days and exploring the attractions of these amazing islands. Nighttime temperatures are also cool enough for enjoying a comfortable night's sleep (or all-night parties).
If you're looking to avoid the crowds then it's best to steer clear of the winter weeks, particularly the Holiday Season. Around Christmas and New Year's, festive sun seekers flock to the Caribbean, making for a busy time on the islands.
Food in the Caribbean
The Caribbean is a real foodie’s destination. From fresh seafood to traditional Creole cuisine, international fare to established daily favorites, there is something to delight and surprise every palette. Each island has its own distinctive culinary personality, with must-try delicacies tempting visitors to authentic beachfront bars and restaurants. Some classic Caribbean dishes include the famous jerk chicken of Jamaica, roast pork dishes, lobster and crab, pepperpot stew, and of course, rum punch. For those with a sweet tooth, the Caribbean is home to a plethora of delicious desserts and treats. Take a look at some of our favorites in our guide to Caribbean desserts.
The Caribbean is famously the birthplace of rum, and whichever island you visit, you'll have the opportunity to sample some delicious rum-based cocktails. You may also have the opportunity to visit a local distillery and learn more about this iconic Caribbean export.
For fine dining aficionados, the Caribbean is home to several Michelin Star restaurants, showcasing the best in local and international cuisine. From Chef Eric Ripert’s Blue on Grand Cayman, which holds the AAA Five Diamond level of recognition, to Chef Jean-Georges Vongerichten's Dune in the Bahamas and Chef Jean Claude Dufour's L'Espirit on the exclusive island of St Barthelemy, you'll find world-class eateries on almost every island.
Flights to the Caribbean
Transport on the Caribbean islands
Island hopping in the Caribbean
Things to do
- From the famed Grace Bay on Turks and Caicos to the glamorous beaches of Barbados, countless beautiful beaches exist for unforgettable days of relaxation in the Caribbean sun.
- From snorkeling colorful coral reefs to free diving with mighty humpback whales, there is a plethora of breathtaking opportunities to go diving in the Caribbean.
- Whether you want a full-on adventure scaling mountains or a more leisurely stroll through nature reserves, the Caribbean has plenty of places for hiking enthusiasts.
- November through April is the prime time for surfing in the Caribbean. The most popular spots for catching a wave or two include Barbados and Jamaica.
- From ancient caves and old pirate ports to garrisons and beautifully-preserved Colonial mansions, the Caribbean has so much for history buffs to sink their teeth into!
Luxury Vacation Rentals
A curated portfolio of the best vacation homes and villas in the world’s top destinations
Experienced vacation rental and villa experts to help you find the perfect home
Concierge & Support
Enjoy 5-star hotel concierge services and dedicated local support with every stay
Caribbean villa rentals with staff
If you're looking to enjoy the benefits of a hotel stay with the privacy and exclusivity of a vacation home, then our Caribbean villa rentals with staff are for you! Whether it is a vacation rental with private chef and maid, or a whole retinue of in-house staff, our incredible villas promise a unique and all-inclusive vacation experience.
From housekeeping services to private chefs and even boat captains, our fabulous Caribbean villa rentals with staff are guaranteed to make every Caribbean adventure extra special. As well as fantastic staff, there's a whole host of amazing Travel Extras that you can add to your Caribbean villa rentals, from airport transfers to in-home spa services and grocery deliveries.
Popular resorts in the Caribbean
All-inclusive beachfront villas in the Caribbean
Famed as one of the world's premier beach destinations, it's easy to see why our all-inclusive beachfront villas in the Caribbean are in hot demand. Our beachfront Caribbean villa rentals occupy some of the most desirable places in the region, from the unblemished sands of Grace Bay in Turks and Caicos to the glamorous Barbadian shores of St James.
As well as offering some of the best ocean views in the world, our beachfront villas in the Caribbean also offer a range of fantastic private amenities and optional Travel Extras. From private pools, in-house staff, luxury concierge services and direct ocean access, our beachfront villas in the Caribbean offer unbeatable luxury.
Whether you're looking for a small and romantic vacation home, all-inclusive family villas in the Caribbean, or Caribbean vacation rentals for large groups, our beautiful range of luxury beachfront villas invite you to make the most of your vacation.
Discover beachfront Caribbean villa rentals
Whispering Waters on the Beach
Rio Chico on the Beach
Frankfort on the Beach
Villa Val Andre
Lockrum Point Villa
Caribbean villa rentals by number of bedrooms
Luxury Caribbean villas with private pools
A private pool is the height of luxury in a vacation rental, and many of our incredible Caribbean villas offer sublime infinity pools, plunge pools, and more. Perfect for relaxing and cooling off in the sunshine, many of our Caribbean private pools enjoy breathtaking views. A fantastic range of our villas with pools can be found in Barbados, Jamaica, Turks and Caicos, St Barts and across our luxury Caribbean portfolio.
Our Caribbean vacation rentals with private pools also feature amenities such as seating areas for dining and unwinding, submerged sun loungers, swim-up bars, and much more. These private pools are the places to be if you want to add a little extra glamor to your Caribbean vacation.
Explore luxury Caribbean vacation rentals with private pools
Sugar Hill - Illusion
La Dolce Vita
Villa African Queen
The Great House
Longview Villa on Round Hill
Caribbean vacation rentals for large groups
Whether it’s a family reunion or group getaway with your friends, our Caribbean villas for large groups is the ideal place to stay. Our biggest home in the region sleeps 46 guests, and we have numerous properties with the capacity to accommodate 20 or 30 people. A large villa rental gives everyone their own private space, with bedrooms, en-suite bathrooms, dining, and entertaining areas that the whole group will love.
Our Caribbean vacation rentals for large groups offer the pinnacle of luxury, quality and comfort. For villas with ocean-view infinity pools, large homes with private chefs, and places perfect for multi-generational vacations, no matter the group size, you'll be able to find Caribbean vacation rentals for large groups amongst our award-winning collection of villas.