11 Top Rental Villas in the Caribbean

The Caribbean Ocean, with its diversity of islands, has been a favorite vacation destination for visitors from across the globe. This dream destination boasts beautiful ocean views, warm weather, serene beaches, and interesting cultural-historical sites. When planning a vacation with our extended family and friends, choosing the right accommodation did become a little challenging. Hence, we thought, why not rent a villa in the Caribbean? Not only did it offer us more space, but it also offered us a ton of flexibility to suit vacation days to varied interests! What’s more, the villas we saw boast not just breathtaking views but also private pools, proximity to stunning beaches, and spacious outdoor areas. And as you can guess, the list of amazing villas is endless. Thus, we’ve picked the ones worth your attention, so you can book them as a home base during your vacation.

If you’re specifically looking for those in Jamaica, look at our list of the top rental villas in Montego Bay next. These villas will put you near the beautiful white-sand beaches and even the golf courses Montego Bay is known for.

Plum Bay Villa

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We stayed in Plum Bay, Saint Martin, for a fantastic and luxurious vacation in paradise! This magnificent six-bedroom villa in the Caribbean offered rich sceneries and panoramic views with abundant color and texture. And as the name suggests, this villa is only a short distance away from Plum Bay Beach, which is perfect for us die-hard beachgoers.

Plum Bay, Saint Martin combines several main living spaces within the two villas. Four bedrooms are in the main villa, while the other two are in the secondary. The spacious living room is a comfortable area for us to relax and gather together. The dining area offers a fully equipped kitchen and Kosher tableware (on request). Since we loved to have outdoor meals, we even used the breakfast bars and covered al fresco dining area.

Furthermore, there’s a game room with table tennis, a foosball table, and a TV with a games console that kept the children entertained. Later, we enjoyed the Caribbean breeze and sunlight on the stunning pool terrace and even took a refreshing dip into the infinity swimming pool! After our full-day activities, we’d end the day by soaking in the magnificent sunset views on the poolside sun loungers.

Nirvana St James

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Are you planning to rent a villa as a one-stop solution holiday destination? Nirvana St James can be your best option, as it was perfect for us. This stylish five-bedroom and five-bathroom villa boast stunning views of the sea and an abundance of onsite amenities. This beachfront villa offered luxury spaces for up to 10 of us, making it perfect for our group of friends. We found five bedrooms on the ground and upper floors. Some rooms offer a private balcony, while the ground-floor bedroom opens to the pool terrace. Like most villas on this list, each room has air conditioning, a ceiling fan, bedding, and towels, thus promising us the comfort of home!

With a long list of premium amenities, the villa was a fantastic base to explore the island. It features a bright, airy living and dining area with an impressive interior overlooking sea views. The dining area features a fully-equipped kitchen and breakfast bar with seating. On the ground level, an oversized terrace features a large open-air space with a sofa lounge, an alfresco dining area, a sun deck, and an oversized plunge pool. These outdoor areas all face the sea, making them perfect for soaking in the sunset. Find out everything to know about this villa on its official website!

Caprice

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We were thrilled to have discovered and stayed at Caprice, a luxurious and elegant beachfront four-bedroom villa perfect for our unforgettable vacation. We created amazing memories each day, whether it was exploring the island or having fun with family and friends. Its direct access to the beach at Reeds Bay from our private garden made it a great option for us beach bums. Plus, who doesn’t love the mesmerizing views of Reeds Bay?

“We were primed for a memorable beach vacation, and a memorable beach vacation was what we got at Caprice! The direct beach access was amazing, as were the amenities.”

WOW Travel

This beautiful villa has plenty of space to relax for up to eight guests, with its four bedrooms on two floors. Some rooms offer French doors and a private patio. Here, we’d relax and enjoy morning coffee while listening to the sound of the surf. It’s arguably the perfect way to spend the morning after a good night’s sleep.

Other areas are also available for play and fun, including a large sitting room and dining area with a fully equipped kitchen. The outdoor terrace and alfresco dining are great places for everyone to gather and enjoy quality vacation time and meals. Take a swim in the Caribbean Sea, just beyond your doorstep. You can also have fun building sandcastles or snorkeling and exploring underwater. In the evening, relax and enjoy the spectacular sunsets while sipping cocktails, just like we did.

Atelier House

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Our days were spent in splendid isolation at Atelier House in St. James, Barbados, where the villa boasts breathtaking ocean views. This villa offers various areas for guests to relax, sunbathe, or nap. They include the outdoor lounge, under an umbrella by the pool, or on the roof deck. Better yet, we were able to enjoy the views of the ocean from all of those spots! Pretty amazing, isn’t it?

This two-story villa has four bedrooms that can accommodate up to eight guests. On the ground floor, there’s one bedroom with access to the outdoor terrace. Meanwhile, the other five are on the first floor. Each room has air conditioning, bedding, and towels. Moreover, the villa features an open and airy living area with floor-to-ceiling glass doors. We especially loved the Caribbean breezes reaching into the living room. Besides, there’s a dining area and a fully equipped kitchen with a dining table and breakfast bar.

Our days went by with family or friends or relaxing and soaking up the stunning views in outdoor areas. There’s a large pool deck with a covered lounge, daybeds, and L-shaped sofas. An alfresco dining area and BBQ grill were perfect for evening gatherings. Meanwhile, the villa’s infinity pool with cushioned sun loungers is ideal for cooling down or relaxing.

Villa Wake Up

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Best Location. Do you want to wake up in the peaceful St. Barth? Consider booking Villa Wake Up, one of the most idyllic villas to rent in the Caribbean. Besides its flawless beaches, St. Barth is also known for its fabulous eateries, calm atmosphere, and high-end shops. We’re sure you’ll love strolling around sunny St. Barth, just as we did.

This chic and private villa is extremely attractive. We have to admit that we’re huge fans of its design. Constructed over three levels, this modern property is fitted with the most modern amenities. This villa also boasts two elevators, allowing us to move from one floor to another effortlessly. Super convenient, right? Whether you want to spend your time in the living room, cook in the fully-equipped kitchen, or spend some time in the home theater, everything is only one button away.

When you look at the outdoor area, you’ll find a refreshing infinity pool. It’s the outdoor living space star and is accompanied by a jacuzzi. That’s not the only facility for rejuvenation, though. You’ll spot a huge, modern gym in the villa’s lower level. In addition to that, there’s also a sauna and private massage room. The property has 6 bright and airy bedrooms, perfect for a group of 12. Our favorite, though, is the Master Suite. Set on the upper level, it overlooks the pool and boasts a living area, a spacious terrace, and a couple’s bathroom.

Sheriva – Infinity

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During our serene island vacation, we enjoyed staying at the modern luxury villa Sheriva – Infinity, located in Maudanys Bay, Anguilla. The estate features fine details of granite, marble, and exotic hardwoods to enhance the Caribbean décor. We were rewarded by the breathtaking views over Anguilla’s coastline, the bay, and nearby St. Martin.

The property has 8 bedrooms and 8 bathrooms, spacious enough for up to 16 guests. Three bedrooms are on the first floor, while the remaining five are on the second floor. Each room offers comfort with a flat-screen TV, fast Wi-Fi, and air conditioning. As comfy as they are, don’t spend too much time in the bedroom, as there’s plenty to explore. This villa offers an open living room, dining area, and kitchen for a comfortable and relaxing gathering. We used to sprawl across the soft sofas, read a book, nap, or have a cool drink. There were lots of things to keep us entertained, too, such as a movie space, playing some ping-pong, or playing a game of poker in the game lounge.

We’d sunbathe on the loungers in a deck area for outdoor activities or slip into the refreshing private pool. What’s more, we loved relaxing in the lush tropical garden and sprawling terraces. We suggest you not miss the beautiful sunset from the outdoor lounge in the afternoon. Then, you can continue enjoying the Jacuzzi while sipping some champagne.

Le Reve

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Best Beachfront. Le Reve is a villa with 6 bedrooms that can accommodate up to 12 guests, perfect for a family to stay in the Caribbean. Located on the Baie Rouge, this beachfront villa offers stunning views of the Caribbean waters. Additionally, it features impressive interiors with an al fresco living room with large glass windows, a bar, and an enormous fully-equipped kitchen that opens to the terrace. Meanwhile, the bedrooms offer a museum-like array of fine art, with air conditioning in each room.

Staying at this villa meant that we had plenty of things to do and explore. We entertained and pampered ourselves to the hilt with the home theater. We had fun playing in the games room, which features a pool table. There’s a spa, hairdressing salon, and massage room for rejuvenation. The fully-equipped fitness room is available for those who don’t want to skip their daily exercise. But if that sounds too tiring for you, feel free to enjoy and relax in the outdoor private infinity pool, which is what we did. Also, you can see the sea beyond the infinity pool while relaxing on the luxury sunken loungers. Besides there is also a gazebo with outdoor seating and an alfresco dining area.

Elsewhere

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Experience your memorable vacation by booking Elsewhere! With everything it has to offer, it’s easily considered one of the top villas in the Caribbean for rent. One of the biggest reasons behind this villa’s popularity is its top-notch service. With a professional chef, butler, gardener, housekeeper, and other staff, this full-service villa will never let you lift a finger. The attentive service from the staff is what made our experience and stay here so memorable.

In addition to that, we also love how there are so many spots for you to relax. There’s a wide array of verandahs as well as terraces. On top of that, the upper-level lounges allow you to admire the sea’s beautiful views without interruption. You can rest assured that the overall design of this villa is stunning. The lines between indoor and outdoor spaces are blurred, making the villa feel super spacious.

Also, the calming neutral color palette made us feel at home. Those who need to finish their work can take advantage of the office, while those who want to keep their bodies in shape can work out at the fitness center instead. Since there are 10 spacious bedrooms on the property, each with a spotless en-suite bathroom, the villa is able to accommodate 20 people.

Cool Wind

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Best Amenities. Since we wanted to rent a villa in the Caribbean, consider Cool Wind, a luxury villa boasting an extensive, open, and airy living and dining area. Located in the private and gated community of Westland Heights, the villa sits beachfront, offering us private access to the beach. Whether you’re coming with a group of extended family or friends, you’ll find a long list of amenities and activities. The unique shared living area on the upper level is beautifully décor with high ceilings. There’s a separate home cinema and TV lounge for more intimate activities.

Do you want to stay active while you’re on holiday? Then, you can make use of the air-conditioned gym. All the luxurious and private bedrooms feature large baths. What we loved the most are the private terraces where we can savor daily sunsets from the spacious bedroom.

Furthermore, this villa also boasts a pool and a large pool terrace for the ultimate relaxation. Additionally, they’re accompanied by a full-sized outdoor kitchen and barbecue space with a dining area. Besides, there’s a bar with draft beer and an ice machine. After a day of exploring the area, we headed back to the villa and enjoyed the views of the landscape and sea on one of the furnished sun decks.

Hawksbill Estate

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Hawksbill Estate can be your top option if you’re planning to rent a homey villa. This luxury vacation rental in the Caribbean features 11 bedrooms in total. As one of the top villas in the Caribbean for rent, it has more than enough luxury living space to sleep up to 22 guests. The bedrooms are spread into several areas, including the main, guest, and beach houses.

Located in Providenciales, Turks, and Caicos, it boasts direct access to Grace Bay Beach, which we absolutely loved. We had access to several first-class amenities and an open living area with a home theatre, a large flat-screen TV, and comfortable sofas. Besides that, we also found a fully-equipped kitchen with a dining table, chairs, and breakfast bar.

Enjoy each bedroom’s in-room amenities, such as air conditioning, bedding, and towels. Guests will benefit from complimentary Wi-Fi, a home gym, a massage room, a ½ basketball court, and a floodlit tennis court for entertainment and sports activities. Outdoor amenities include two private swimming pools, a hot tub, and a private dock. Kayaks and paddleboards are also available to rent, which we used to head out and explore the waters. What we love the most is they provide an entire team of staff, including a housekeeper, chef, butler, and concierge.

Pearls of Long Bay Estate

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Most Luxurious. Pearls of Long Bay Estate is an expansive villa featuring five-star amenities and a team of amazing staff members. It is located in Long Bay Beach and offers unforgettable views of the blue azure ocean. Just take a look at the video below!

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Furthermore, this estate consists of three different buildings, and it features 23 bedrooms that fit up to 46 guests. We enjoyed the extensive amenities while we were staying here, including 6 private pools and 3 hot tubs. The spacious and open living area overlooking the ocean is perfect for gathering or relaxing. We also found a dining area with a fully equipped kitchen and breakfast bar. In addition, there are flat-screen TVs in the living area and all bedrooms with cable, Apple, and Netflix programs for home entertainment. Also, home theatre and various board and card games such as poker set, Monopoly, and Backgammon are available. 

Plenty of outdoor amenities are also available for you to enjoy if you prefer to gather outside. Aside from the previously mentioned pools and hot tubs, there are pool bars and sun loungers as well. How about a BBQ party? We made complete use of the barbecue and teppanyaki, to be honest! Note that the three villas can be booked separately, but you’ll share the amenities with others. If you prefer for more exclusive vacation, you can book as a trio.

Our Verdict!

From direct access to the beach to fancy amenities like home gyms and infinity pools, the villas above are nothing short of breathtaking. If you want to rent a villa in the Caribbean, they’ll make a great option. But if you’re in a hurry, we have compiled some of our favorites based on the following criteria. So, why don’t you give them a look?

• Most Luxurious: Pearls of Long Bay Estate
• Best Amenities: Cool Wind
• Best Beachfront: Le Reve
• Best Location: Villa Wake Up

Things You May Need During Your Stay

• Reusable Grocery Bags For Travel – Having a kitchen in villas gives you the chance to gather and enjoy quality time together while cooking. Hence, you’ll need reusable grocery bags when shopping for food stocks during your stay in the villa.
• Top Villas Grocery Shopping – Shopping for groceries can be a chore on an island. Let Top Villas handle that with their extra travel service. Select from choices of grocery packs or make your own shopping list. They will be delivered and ready for your arrival!
• Unique things to do in the Caribbean – There’s much more to the Caribbean than you may realize! From swimming with pigs to land sailing, check out these unique activities!