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Caribbean Vacation Rentals

Browse 777 of the best Caribbean villas, condos and townhouses, from $138 per night

#1 in the Caribbean

Top Villas is the Caribbean's #1 vacation rental company, offering the best range of 1 to 23 bedroom homes

We only pick homes you'll love

Choose from carefully selected vacation homes in the Caribbean

Local Caribbean experts

Call our friendly Caribbean team now on 1-407-495-2595 for the best service and rates. Guaranteed*

Top Villas FlexNEW!

Our new, flexible cancellation policies

Experience the Top Villas difference

Only the best homes
Top amenities as standard
All personally inspected
All professionally managed
24/7 top service
Best rate guarantee
2018 Gold Trusted Service
Proud members of ASTA

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About our Caribbean vacation homes

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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Luxury Caribbean villas

We offer a superb collection of luxury Caribbean villas located in stunning and exclusive destinations. Ranging in size from spacious condos to sprawling mansions, our villa rentals in the Caribbean are some of the most beautiful in the world. Private pools come as standard with all of our Caribbean villas. Many homes also offer gyms, tennis courts, private chefs, butlers and housekeepers.

Our extensive portfolio of homes consists of condos and villas in all of the best locations. We offer a superb collection of villas in Barbados, Jamaica, St Martin and St Lucia. We also offer villa rentals in other beautiful destinations like Antigua, the Dominican Republic, the Virgin Islands, Anguilla, St Barts, Turks and Caicos, St Kitts & Nevis, St Vincent and The Grenadines.

If you’re not sure where to head then give us a call and our Caribbean experts will help point you in the right direction. Not only do our experts know every single villa, they are also familiar with all of the islands and resorts including the beaches, restaurants, golf courses and things to do.

When you book your vacation rental with Top Villas, excellent service comes as standard. You’ll be allocated a dedicated personal guest experience manager who can take care of everything, from booking airport transfers, to arranging car hire, excursions, tee times, restaurant reservations and much more. Once you arrive, your locally-based manager will assist you throughout your stay.

Villas in exquisite destinations

Need some inspiration for your next Caribbean vacation? Here’s an overview of some of our most popular Caribbean destinations to help you make your mind up. Whether you’re dreaming of a romantic getaway, a family adventure or a vacation with friends, you’re sure to find the perfect Caribbean villa in the destination that’s right for you.

Barbados

The easternmost Caribbean island, Barbados boasts palm-backed beaches, stunning natural wonders and some of the most colorful festivals in the world. The island’s colonial history is still obvious, with British place names, English spoken by most of the locals, and cricket as its national sport.

From our villas in Barbados you’ll be perfectly placed to experience everything the island has to offer. In upscale areas such as St James and St Peter you’ll find top golfing resorts like Sandy Lane and Royal Westmoreland. On the south coast is the area of Christ Church, packed with family beaches, budget-friendly restaurants and lively nightlife.

St Lucia

The stunning island of St Lucia is a place that provides equally for those who want relaxation and those in search of adventure. Set against the backdrop of the soaring Les Pitons mountains, the island is famed for its rich rainforests, beautiful beaches and fascinating history and culture.

Popular with couples and families alike, it offers everything from rainforest treks and ziplining, to fantastic shopping, dining and nightlife. Located in beautiful beachfront and hillside spots, our St Lucia villas offer everything you could need for a perfect stay including private pools, beautiful views and attentive in-villa staff.

Jamaica

Choose our villas in Jamaica and you’ll discover the birthplace of reggae and the liveliest of all the Caribbean islands. From the seaside resorts of Ocho Rios and Montego bay, to the relaxing beaches of Discovery Bay and Runaway Bay, our Jamaica villas are located in all of the best destinations.

Montego Bay (or Mo' Bay as the locals call it) is a busy cruise ship port packed with shops, restaurants and bars. While Ocho Rios is close to Dunn’s River Falls where you can climb up the waterfall. Runaway Bay has beautiful white-sand beaches, and Discovery Bay is said to be the place where Christopher Columbus first set foot on Jamaican soil.

Turks and Caicos

Venture to the Turks and Caicos islands and you’ll discover a place largely untouched by tourism. Just a 90-minute plane ride from Miami, these islands are super-easy to get to but nonetheless feel lost in time. Perfect for relaxing getaways, Turks and Caicos has beautiful beaches and brilliant blue waters as far as the eye can see.

Of the 40 or more islands in Turks and Caicos, only a handful are actually inhabited. And of these, Providenciales is where you'll find the majority of luxury resorts and villas in Turks and Caicos. Out and about you’ll find shops, restaurants and world-famous scuba-diving sites.

Saint Martin

Famed for its warm hospitality and stunning beaches, Saint Martin lives up to its nickname, The Friendly Island. Comprising two different countries – the northern French side, Saint Martin and the southern Dutch side, Sint Maarten – it’s easy to travel between them to explore their vibrant cities, fantastic restaurants and duty-free shops.

Our villas in St Martin are the perfect option for those in search of a diverse and exciting vacation. You can get out and explore the French and Dutch cultures, or stay at home and enjoy luxurious amenities like huge infinity pools and beautiful sun terraces with panoramic sea views.

The Virgin Islands

Stays in our Virgin Islands villas are all about sailing, watersports and soaking up the sun. There are dozens of islands in the Virgin Islands chain, including the larger islands of St. Thomas and St. John (US Virgin Islands) and the exclusive islands of Tortola and Virgin Gorda (British Virgin Islands).

With its steady trade winds, calm currents and protected bays, the Virgin Islands are one of the world’s top sailing hotspots. Here you can spend your days at sea, or sunbathing your cares away at one of the many beaches that are consistently ranked among the top 10 in the world.

A wide range of Caribbean villas

Once you’ve chosen the perfect destination, you’ll want to think about what kind of property you’re looking for. Whether it’s a beachfront condo in the heart of the action or a hilltop hideaway set in its own private estate, we offer a wide range of Caribbean villas to choose from.

Beachfront villas in the Caribbean

What more could you want on your next vacation than to stay at one of our luxurious beachfront villas in the Caribbean. Beautifully designed and perfectly located, our beachfront villas offer a true taste of island life. Wake up every morning to the sound of waves lapping against the shore, and enjoy your very own private access to the beach. Guests also benefit from complimentary watersports equipment provided with many of our beachfront villas.

Villas with private pools

Enjoy an extra-special stay at one of our Caribbean pool villas. Whether you’re looking for an ultra-modern villa or somewhere more traditional, our villas with pools are some of the best rentals in the Caribbean. Spend dreamy days relaxing by the pool while the little ones splash around. When evening comes enjoy some quality time soaking in the bubbling hot tub under the stars.

Vacation homes with staff

The ultimate in luxury, our Caribbean villas with staff will take your vacation to the next level. Your very own chef will cook you delicious meals, your butler will serve you drinks by the pool and your housekeeper will keep your villa sparkling throughout your stay. All you’ll need to work on is topping up your tan!

The best resorts in the Caribbean

Whether you’re adventure seekers or beach buffs, traveling with kids or on your own, looking for luxury or on a tight budget, we offer a wide range of rentals in the best resorts in the Caribbean. Book a stay and you’ll enjoy access to incredible resort amenities including golf courses, restaurants, spas and swimming pools. Many of our Caribbean-based resorts have their own private beaches and exclusive beach clubs.

Cheap Caribbean villas

Choose from a wide variety of cheap Caribbean villas, perfect for budget-friendly stays. Our villas offer far more space and privacy than hotels making them great value for money. And if you’re a large family or group of friends you can make great savings by splitting the cost. Join our mailing list to be the first to know about our special offers and last-minute deals.

How to book our Caribbean villas

Book one of our Caribbean villas and not only will you get beautiful accommodation at great prices, you’ll also benefit from amazing round-the-clock customer service and access to a wide range of travel extras such as car hire or help with arranging days trips and special experiences.

Follow our simple online booking process and you can secure your home instantly without any phone calls or fuss. It’s easy to check availability, get a quote and book instantly online. Alternatively, submit an enquiry and we’ll get straight back to you.