Choose from over 1000 stunning luxury Caribbean villas
Barbados is one of the most popular islands in the Caribbean. Famous for historic and cultural attractions and irresistible beaches, Barbados is one of the best Caribbean destinations for families. We offer a stunning selection of villas across Barbados’ most beautiful parishes, including glamorous St James and secluded St Lucy.
For many, Turks and Caicos is the jewel in the glittering crown of the Caribbean region. From the glamor of Grace Bay with its eternal ocean views, paradise islands sprinkled throughout the sea, and incredible, relaxing attractions and experiences, it is a favorite of the rich and famous, and a wonderful place for an unforgettable vacation in the Caribbean.
A little bit of continental Europe in the heart of the Caribbean, Saint Martin is particularly popular with visitors for its rich and varied history and fantastic food. One side of the island is French, and offers incredible gastronomic experiences, while the other side is Dutch, with fascinating colonial-style architecture and plenty of historic sites.
Arguably the most iconic island in the region, Jamaica is a wonderful place to have an unforgettable vacation, particularly for those who like an active vacation. From watersports to buzzing nightlife, and adrenaline-fuelled adventures to sunset walks along the beach, Jamaica is the place to be for an exciting vacation.
As far as natural beauty goes, the ever-popular Dominican Republic has got to be near the top of the list of the best places in the Caribbean. The island is fantastic for a resort vacation, if you’re looking for all the amenities and luxury extras alongside your exclusive villa accommodation, then the Dominican Republic is well worth a look.
It doesn’t get more luxurious than St Barts. Idyllic, sun-drenched beaches, rolling hills carpeted by lush green forests, and jaw-dropping vista of the sparkling Caribbean Sea are just a few of the island’s multitude of attractions, best enjoyed from the comfort of our exquisite villas in St Barts.
Breathtakingly beautiful, Saint Lucia offers some of the most incredible landscapes not just in the Caribbean, but in the world. From the majestic sight of the Pitons towering over the coastline to the pristine beaches of Marigot Bay, Saint Lucia vacations are one postcard-perfect view after another.
Relaxed and inviting, Antigua invites visitors to live life at a slower pace. Miles upon miles of sandy beaches encircle the island, fringed by palm trees swaying gently in the breeze that ripples off of the Caribbean Sea. Away from the water, Antigua offers plenty of nature walks, nightlife and dining options, and laid-back Caribbean experiences.
Scenic and serene, pretty Anguilla is one of the Caribbean’s most laid-back islands, full of hidden gems and under-the-radar attractions. Perhaps the biggest draw is the beaches, powdery soft with blindingly white sand, lapped by cool clear waves. It is the perfect place for watersports, kayaking, snorkeling, and paddleboarding all popular options.
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.
Hurricane season in the Caribbean is from June through November.
The Caribbean is a region of islands off the east coast of the USA and Mexico, in the Atlantic Ocean.
There are 13 independent countries in the Caribbean and several territories that are part of other countries.
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.
The Caribbean is a real foodie’s destination. From fresh-from-water 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 from 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.
Booking Caribbean villas is easy with our brilliant booking system. All you need to do is head over to the Caribbean vacation rentals listings page and enter your travel dates to see which properties are available. Once you have chosen, you can either reserve or hold the villa for your dates. You can also contact our fantastic Travel Planners at this stage for any additional help, information, and assistance.
Our dedicated and knowledgeable Travel Planners will be on hand to help you from the moment you book and throughout your stay
We offer you the best selection of homes in beautiful destinations and trending hotspots
Expect excellence as standard, giving you the top-quality you deserve every time you stay
The premier resort in the Dominican Republic, Casa De Campo is one of the most popular Caribbean resorts with villas in the region. Offering fantastic private villa features such as pools and in-home gyms alongside world-class communal facilities, including a beautiful resort beach exclusively for guests of Casa De Campo, a stay in one of these stunning villas truly is the best of both worlds.
For fans of outdoor activities, Sandy Lane is undoubtedly one of the best Caribbean resorts with villas to stay in, Located on Barbados' stunning Platinum Coast, and is renowned for its amazing golf courses with breathtaking views of the Caribbean Sea. Talk about a green with a view! There are countless other fabulous facilities in Sandy Lane Resort, as well as opulent villa rentals for a luxurious Barbados vacation.
The Tryall Club is one of the most exclusive Caribbean resorts with villas in the region. Nestled on the coast of Montego Bay in Jamaica, the Tryall Club offers guests use of its luxurious facilities, including pools, jacuzzis, sports clubs, watersports, restaurants, and tennis courts. In addition to all of this, Tryall Club villas offer incredible in-home amenities such as private infinity pools, jacuzzis, and more.
The best thing about Caribbean resorts with villas is that they give you the service and amenities of a 5-star hotel as well as the privacy and luxury of a private vacation rental, and Sugar Hill in Barbados is a great example of a Caribbean resort done right. Featuring fantastic amenities alongside luxury villas, Sugar Hill is a beautiful place to relax on Barbados' west coast.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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 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.
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.
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.
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.