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.

An ariel view of a Caribbean coastline with a white sand beach, thick forest and blue sea
A white passenger plane flying low over a white sand beach

Things to do

  • 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. The most popular spots for catching a wave or two include Barbados and Jamaica.

  • Cannons at a historic building in Barbados
    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! A Caribbean villas with chefs means you wont have to lift a finger in your kitchen throughout your stay, while a housekeep or maid can be on-hand to help you with arranging anything else you need. With 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 Concierge that you can add to your Caribbean villa rentals, from airport transfers to in-home spa services and grocery deliveries.

Kempa Kai beachfront Caribbean villas

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 Concierge Services. With private pools, in-house staff, VIP 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.

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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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.

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.