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Vacation rentals in Caribbean

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Top-rated vacation rentals in Caribbean

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A close-up view of a glass table featuring two champagne flutes and a bottle of Bottega sparkling wine, accompanied by a red rose. The background showcases a serene pool surrounded by palm trees and the modern architecture of the condominium.
Apartment in Noord overig
4.94 out of 5 average rating, 106 reviews

Coastal Chic - 1 min to BEACH!

Kick back and relax in this calm, stylish space that will leave you wanting to never leave, not even to the beach! If you do decide to venture out, the most amazing beaches are 1 minute away such as Palm Beach, Fishermans Hut, Tres Trapi, Boca Catalina and Arashi! The inside has a modern chic design but the balcony might be where you spend most of your time! The outdoor areas are just SPECTACULAR! There is a hot tub, a contemporary beach like lounge area with swings & state of the art BBQ!

Top guest favorite
A spacious bedroom features a large window with views of palm trees and the beach beyond. Natural light fills the room, highlighting the light-colored walls and the elegant furniture, including a vintage chair and a wall-mounted television. A lantern hangs from the high ceiling, complementing the airy atmosphere.
Bungalow in Las Terrenas
4.98 out of 5 average rating, 200 reviews

Playa Bonita Beach House - truly oceanfront!

Experience barefoot luxury in the best location on Playa Bonita. This exclusive boutique-style beach house offers a truly beachfront experience, free from traffic! Designed for 1 couple or a family (max 4), it combines modern comfort w. sustainability: European-style soundproof windows, mosquito screens, solar PV backup . Enjoy a spectacular terrace with bathtub for 2, a lounge bed + barbecue, all facing the ocean. High-speed Wi-Fi, modern kitchen w. dishwasher + Netflix for a perfect stay.

Top guest favorite
Cabin in La Fortuna
4.97 out of 5 average rating, 119 reviews

Cozy Volcano View Stay- A-Frame w/Hot Tub & Deck

Breathtaking mornings in front of Arenal Volcano 🌋 This striking A-frame cabin was designed for those who crave something unforgettable. Nestled directly in front of the majestic Arenal Volcano, the view is not just scenic—it’s cinematic. Built under the bold lines of modern black-design architecture, the cabin blends sleek style with cozy warmth, offering a unique balance between design and nature. At LAVA Homes you can enjoy a private hot tub, panoramic windows and a suspended net lounge.

Top guest favorite
An outdoor gazebo is framed by lush greenery and palm trees, overlooking the ocean. Comfortable seating is arranged on the patio, inviting relaxation. Brightly colored flowers and plants surround the area, enhancing the natural ambiance and providing a tranquil setting by the water.
Guest suite in Savaneta
5.0 out of 5 average rating, 211 reviews

Cabin By the Sea - Ocean Suite

Completely new suite with an oceanfront view. You will be able to experience some of the most beautiful sunsets on the island firsthand! Outside facilities include a gazebo, hammock and dock providing easy access to the ocean, ideal for swimming. Kayaks and snorkeling gear are also available free of charge! Located at a relatively quiet part of the island, known as a prominent fishing area. Some of the best seafood restaurants are located on the same street (Zeerovers and Flying Fishbone).

Top guest favorite
A private infinity pool is situated on a terrace, overlooking lush greenery and a panoramic ocean view. A vibrant rainbow arcs across the horizon, while gentle waves suggest a tranquil atmosphere. The pool's edge blends seamlessly with the surrounding landscape.
Guesthouse in Saint Thomas
5.0 out of 5 average rating, 118 reviews

Sunrise Cottage - Secluded, Romantic, Private

Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 21 or older.

Top guest favorite
Townhouse in Savaneta
4.99 out of 5 average rating, 211 reviews

Stylish Aruba Beach Chalet - Stunning ocean views

Escape to Paradise! Wake up to waves gently lapping at the shore, just 12 feet from your private beach. Our oceanfront chalet is perfect for any occasion. Unwind in style: - Fall asleep to the sound of waves - Watch pelicans dive in turquoise waters - Savor wine during breathtaking sunsets - Romantic couples' shower in luxurious master bath Luxurious furnishings and attention to detail await. Create unforgettable memories with us! We can't wait to welcome you to your own private paradise!

Top guest favorite
A spacious living area features a plush blue sofa with yellow accent pillows. Large sliding glass doors provide a panoramic view of the valley below, leading to a furnished terrace. Natural light enhances the modern design, complemented by indoor plants and wooden accents.
Home in Escazu
4.98 out of 5 average rating, 348 reviews

KING BED, deluxe stay, @HillView, green areas, A/C

Enjoy this king-bed deluxe apartment, you will find everything needed for an enjoyable stay. It is situated in a prime location yet you will feel away from the city. Close to malls, restaurants, tours, etc. You will be impressed by every beautiful detail handcrafted by Giulio, a passionate architect who loves to create harmonious and inviting spaces. The apartment is bright and cozy, with large windows that let in natural light and offer a breathtaking view of the city and the countryside.

Top guest favorite
Home in Buena Vista
5.0 out of 5 average rating, 166 reviews

Ocean & mountain views. Private hot tub retreat

Escape to a private tropical retreat on Puerto Rico’s East Coast, with sweeping ocean and mountain views. Wake to birdsong, slow down on the wooden terrace, and end the day to the sound of coquí frogs. Soak in your private hot tub under the stars, enjoy a BBQ with family or friends, or simply unwind surrounded by lush greenery. With no shared guest spaces, Ocean Eyes feels peaceful and secluded, yet you’re just minutes from restaurants, and some of eastern Puerto Rico’s best adventures.

Top guest favorite
Home in Isabela, Arenales Altos
4.99 out of 5 average rating, 288 reviews

Private Pool | BBQ | D' La Isla Suite

Come and relax in this beautiful suite with a private pool, two lounging areas, a pergola and a barbecue area. Fully equipped kitchen, living room with 55" TV, Wi-Fi, A/C, Netflix, board games and a view to the outside from your room with 55" TV. Free parking. Just 20 minutes from BQN Airport, 5 minutes from restaurants, bakeries and a shopping center. Also very close to the Guajataca River and beautiful beaches. This will make your stay very pleasant.

LocationPoolAccuracy

Top guest favorite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot
4.99 out of 5 average rating, 199 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Top guest favorite
The image captures a serene oceanfront setting, featuring a magnesium pool that reflects the warm sunset. Lush greenery borders the pool area, with palm trees framing the scene, creating a peaceful atmosphere. The calm sea is visible beyond the pool's edge.
Villa in St. Willibrordus
4.91 out of 5 average rating, 132 reviews

Villa Yazmin - Ocean Front Villa

Follow us @villa_yazmin_curacao Experience refined luxury with stunning ocean views. A beautiful piano for serene moments, a magnesium pool gentle on body and skin, and elegant bedrooms each with a private bathroom. A fully equipped kitchen with cappuccino machine and Quooker. Car rental, early check in and late check out available upon request. Please contact Mary in advance for personalized arrangements. Warm greetings, Villa Yazmin Mary

Top guest favorite
Bungalow
4.95 out of 5 average rating, 110 reviews

Cannon Fire - Ocean Front (Fees paid by host)

Not looking to be shuttered away in a resort with hundreds of other guests? Come stay with us at "Cannon Fire" for a unique stay in this octagon shaped home. Located in the quaint fishing settlement of Current and the Current Cut. No sargassum seaweed. Steps from the ocean and huge stretch of beach for solitary walks. Take a dip in the crystal clear waters and experience every shade of blue as the tides change.

Popular amenities for Caribbean vacation rentals

All about Caribbean

The Caribbean is made up of 26 island countries surrounded by bejeweled blue and green waters and is known around the world as a holiday paradise. People flock here, especially in the winter, for warm sands, golden sunshine, and that sense of island time abandon — plus, the fruity drinks under towering palm trees. The Dominican Republic is the most visited of all the islands due to its vibrant city and cultural life and postcard-perfect beaches. West of that is Cuba, famous for its Old World architecture, rich jazz and music scenes, and several UNESCO World Heritage Sites. Closer to South America is little St. Lucia, known for its rainforests, colorful coral reefs (perfect for diving and snorkeling), and, of course, pristine beaches surrounded by the island’s volcanic peaks.

The countries in the Caribbean are extremely diverse, not only in their histories, cultures, and languages, but their landscapes and topographies. For example, vibrant Jamaica could not be more different from super-chill Aruba and swanky St. Barts. So whether you’re seeking an island that’s large or small, glitzy or low-key, in the Caribbean there is a sanctuary for everyone.

What are the top things to do in Caribbean?

Santo Domingo

Santo Domingo, the capital of the Dominican Republic, is the oldest continuously inhabited colonial settlement in the Western Hemisphere and was founded in 1496. The historic city center, Zona Colonial, is a UNESCO World Heritage Site, with cobblestone streets, colorful houses, and colonial-style architecture and structures like the 16th-century Basilica Cathedral of Santa María la Menor, the oldest surviving cathedral in the Americas.

Curaçao

Sitting off the coast of Venezuela is the Dutch island of Curaçao, lesser known than its neighbors, but with just as much to offer — including its lack of hurricane seasons. Willemstad, the capital, is one of the few UNESCO World Heritage cities in the Caribbean, and it’s pulsing with nightlife and festivals like Carnival and King’s Day. The diving here is top-notch, there are dozens of stunning beaches to choose from, and the lodging ranges from hostels to five-star resorts — so there’s something here for everyone.

Reggae in Jamaica

Jamaica is the birthplace of reggae. The music took off in the late 1960s, and by the 1970s, with the superstardom of Bob Marley and the Wailers, it became known throughout the world. If you’re in Kingston, check out the clubs, still playing the dub style that made the genre so popular. The best of the best musicians have been known to play at the annual reggae festival held in June.

Destinations to explore