View of the St Lucia coastline with the Pitons

Luxury Caribbean Villas

Find irresistibly luxurious Caribbean villas in breathtaking destinations across the region, including Barbados, Turks and Caicos, Jamaica, and more.

Hawksbill Estate is one of our number 1 beach house Turks and Caicos options

Caribbean villas

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.

Find Caribbean villa rentals

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?

An ariel view of a Caribbean coastline with a white sand beach, thick forest and blue sea

A man snorkeling beneath the waves with a Caribbean island behind

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.

Find out more

A Caribbean dish os avocado stuffed with pulled meat and peppers

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.

Find out more

Flights to the Caribbean

Transport on the Caribbean islands

Island hopping in the Caribbean

A white passenger plane flying low over a white sand beach

Things to do

Beaches
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.
Diving
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.
Hiking
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.
Surfing
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.
Historic sites
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

Travel Planners

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

Three staff members in a Caribbean villa pose for a photo

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.

Explore our Concierge services

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.

Find all inclusive beachfront villas in the Caribbean

Book with Confidence

With over 100,000 happy guests every year, you can book your next stay with us with total confidence.

Get travel tips and inspiration on our socials

Triton Estate Caribbean villas with pools

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.

Find Caribbean villas with private pools

Pearls of Long Bay Estate large white villa

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.

Find Caribbean villas for large groups