The Caribbean

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Caribbean

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Destinations in the Caribbean

Caribbean villa rentals

When you step off the plane in the Caribbean, you'll be forgiven for thinking you've arrived in paradise. 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. 

We offer a range of Caribbean vacation 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, or a sprawling home for an all-out special occasion.

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Arc En Ciel vacation rental in Saint Lucia with a view of the Pitons, palm trees, and the sun setting over the Caribbean Sea

Useful information

When is hurricane season in the Caribbean?

Hurricane season in the Caribbean is from June through November.

Where is the Caribbean?

The Caribbean is a region of islands off the east coast of the USA and Mexico, in the Atlantic Ocean.

What countries are in the Caribbean?

There are 13 independent countries in the Caribbean and several territories that are part of other countries.

Are passports needed for the Caribbean?

For the majority of Caribbean islands, a passport is required to travel. The only exceptions are when you are visiting a territory that is part of your home country.

An ariel view of a beautiful beach in the Caribbean, with bright white sand fading out into clear blue water. Behind the beach, a dense area of forest with green trees

Personal

Our dedicated and knowledgeable Travel Planners will be on hand to help you from the moment you book and throughout your stay

Choice

We offer you the best selection of homes in beautiful destinations and trending hotspots

Confidence

Expect excellence as standard, giving you the top-quality you deserve every time you stay

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, Jamaican Turks and Caicos, and St Barts look out over the Caribbean Sea. Also featuring amenities such as seating areas for dining and unwinding, submerged sun lungers, swim-up bars, and much more, these stunning villas with 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
Alegria Villa vacation home - a large white villa with a large infinity edge pool

Beachfront Caribbean villa rentals

If there is one thing that is synonymous with the Caribbean, it’s beautiful beaches. Our beachfront Caribbean vacation 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.

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C'est la Vie villa rental on the beach

Caribbean villa rentals with staff

If you want to enjoy the benefits of a hotel stay with the privacy and peace that a private vacation brings, then our Caribbean villa rentals with chefs and maids, as well as other staff, are just the thing that you’re looking for. From housekeeping services to private chefs and even boat captains, our fabulous staffed vacation rentals are guaranteed to make every Caribbean adventure extra special.

Find Caribbean villas with staff
Three members of staff from a Jamaican villa smile for the camera

Caribbean villa rentals with boats

If the sparkling waters of the Caribbean Sea are calling your name, take a look at our incredible Caribbean villa rentals with boats and other watersports equipment. There is nothing quite as luxurious as being able to head out on the water in your own private vessel, and with options including sailboats, motorized rides, and kayaks to choose from, as well as on-hand boat captains available in some Caribbean villas, you're sure to have a high seas adventure to remember. Find out more about our Caribbean villa rentals with boats on our Travel Extras page.

A private speedboat belonging to a Barbados villa (The Great House)

Book with Confidence

With over 100,000 happy guests every year and international media writing about our incredible homes and service, you can book your next stay with us with total confidence.

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Things to do in the Caribbean

A white sand Caribbean beach, with bright blue sea and a palm tree leaning into frame from the left of the image

Iconic Caribbean beaches

If there is one thing the region is known for, it is for breathtaking beaches. Caribbean beaches are often large arcs of soft white sand wrapped around densely forested coastlines. From the famed Grace Bay on Turks and Caicos to the glamorous beaches of Barbados' Platinum Coast, countless beautiful beaches exist for unforgettable days of relaxation in the Caribbean sun.

A lady dressed in a vibrant pink feathered costume for Crop Over Festival in Barbados

Vibrant Caribbean festivals

They sure know how to throw a good party in the Caribbean. From Barbados' annual Crop Over Festival to Cayman's Pirate Week and Jamaica's Reggae Sumfest, there really is something for everyone, whether you want to dance the night away, enjoy some local flavors, or try something new and unique to the region.

Surfing in the Caribbean - a young man with a surfboard silhouetted against the setting sun in front of the sea

World-class surfing in the Caribbean

For those that love the thrill of riding a rolling wave, there are few better activities than surfing in the Caribbean. 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, the Dominican Republic, and Jamaica.

A woman with red hair and a backpack hikes along a rope bridge over a shallow rocky river in a Caribbean rainforest

Hiking in the Caribbean

Although it is most famous for water-based activities, don't overlook the inland areas for a spot of hiking in the Caribbean. Whether you want a full-on adventure scaling the mighty Pitons in Saint Lucia or ascending the Blue Mountains of Jamaica or a more leisurely stroll through nature reserves to scenic outlooks, there are plenty of places to get hiking enthusiasts trekking.

A scuba diver exploring a colorful coral reef  teeming with small fish and corals

Diving in the Caribbean

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. Home to some of the finest remaining reefs on Earth, and a myriad of fascinating and unique species of fish, crustaceans, sharks, and cetaceans, the Caribbean is an underwater paradise.

The historic garrison at Bridgetown, Barbados, with a tall red clock tower and two forward-facing canons

Historic Caribbean attractions

The Caribbean islands have got a rich and fascinating historical heritage, much of which is on full display at several popular attractions. From ancient caves to old pirate ports, and garrisons to beautifully-preserved Colonial mansions, there is so much for history buffs to get their teeth into.

Villas in the Caribbean for large groups

Whether it’s a family reunion or group getaway with your friends, a large villa in the Caribbean 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.

Pearls of Long Bay Estate - a large, grand white mansion surrounded by tropical plants and palm trees

Caribbean condos and apartments

The Caribbean is renowned for being a romantic destination, perfect for honeymooning couples or those looking to spend a bit of quality time together on a paradise island. With our small, intimate, and beautiful Caribbean condos and apartment rentals for two, you’ll have a little piece of luxury all to yourself, with fantastic amenities in some of the Caribbean’s most swooningly romantic places.

Villa BelAmour interior living room with panoramic open window and view of the Caribbean Sea and distant islands

All-inclusive villas in the Caribbean

Enjoy everything you could ever want on a Caribbean vacation in our all-inclusive villas in the Caribbean. From on-site restaurants and resort amenities to in-home staff to provide anything that you want, your vacation villa experiences are all included as part of your stay.

Antilles Peal all inclusive Caribbean villa