Hawksbill Estate villa in the Caribbean

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 cays 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 Caribbea vacation experience, our increible, luxurious Caribbean villas are the ultimate places to stay in paraidse.


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

Getting to and around the Caribbean

A white passenger plane flying low over a white sand beach

Things to do in the Caribbean

  • A white sand, palm-fringed Caribbean beach


    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.
  • A person scuba diving on a reef with colorful fish


    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.
  • A person crossing a rope bridge in the rainforest


    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.
  • A man standing on a beach at sunset with a surfboard


    November through April is the prime time for surfing in the Caribbean's most popular spots to catch a wave or two, which include Barbados and Jamaica.
  • Cannons at a historic building in Barbados

    Historic sites

    From ancient caves to old pirate ports, and garrisons to beautifully-preserved Colonial mansions, the Caribbean has so much for history buffs to get their teeth into.


Travel Planners to help you find the perfect vacation rental and enhance your stay with a range of Travel Extras.


Giving you the world's best homes and destinations in trending hot spots


Excellence as standard giving you what you deserve at every stay

Three staff members in a Caribbean villa pose for a photo

Caribbean villa rentals with staff

If you want to enjoy the benefits of a hotel stay with the solitude and peace that a private vacation brings, then our Caribbean villa rentals with staff, whether it is a vacation rental with private chef and maid, as well as other staff, are just the thing that you’re looking for. These incredible villas offer an all-inclusive vacation expereince, where you can enjoy the benefits of a staffed vacation rental throughout your stay.

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.

Little Good Harbor House beachfront Caribbean villa

All inclusive beachfront villas Caribbean

If there is one thing that is synonymous with the Caribbean, it’s beautiful beaches. 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 shores of Barbados’ St James.

As well as offering some of the best sea views that you’ll find anywhere in the world, our beachfront villas in the Caribbean also have a host of fantastic amenities, including private pools, staff, and direct access to some seriously stunning beaches. Whether you're looking for a small and romantic home, all-inclusive family villas in the Caribbean, or Caribbean vacation rentals for large groups, our beautiful range of luxury beachfront villas are the perfect places to stay in the region.

Book with Confidence

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

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Half Century House - Sugar Hill Barbados villa

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 the sunshine. These private pools often feature breathtaking views, and many of our villas with pools in places such as Barbados, Jamaica, Turks and Caicos, and St Barts look out over the Caribbean Sea.

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.

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 are the pinnacle of excellence in accommodation. For villas with ocean-view infinity pools, large homes with private chefs, and places that are perfect for multi-generational vacations no matter the size of your part, you'll be able to find Caribbean vacation rentals for large groups amongst our award-winning collection of villas.