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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
Home in Playa Jeremi
5 out of 5 average rating, 40 reviews

Overseas

Overseas sits on a clip overlooking the turquoise Caribbean sea. The villa is designed to take in its beauty from every room in the house. Enjoy the scenery while sipping a drink in the infinity pool or venture down the private stairs to snorkel in the ocean where you can enjoy the company of sea turtles and dolphins on a lucky day. Adventure lovers are spoiled with world class diving spots and lush nature reserves in the vicinity. Just be back in time to admire the sunset from the pool deck.

Top guest favorite
Treehouse in Laborie
4.96 out of 5 average rating, 187 reviews

Driftwood Treehouse • Private Pool • Near Beach

An elevated hideaway in an authentic St Lucian village, Driftwood Treehouse sits just back from Laborie beach with its own private plunge pool, made for easy island living. Driftwood is run by Nick and Ben, your main point of contact throughout. Built largely from local wood, it’s designed for sea breezes and the easy rhythm of island life, with a fully air-conditioned bedroom for cool nights. Guests love its privacy, character and connection to village life — many stay for their entire trip.

Top guest favorite
A landscaped outdoor area features vibrant flowers and palm trees framing a traditional Japanese gazebo. The path leads down to a picturesque view of the ocean and surrounding islands under a partly cloudy sky, illuminated by soft sunlight.
Apartment in Christiansted
5 out of 5 average rating, 167 reviews

Frigates View

This secluded mountainside oasis, conveniently located mid-island, provides panoramic views of Salt River Bay, Buck Island and surrounding islands. A spacious studio with private veranda and separate entry off a verdant courtyard adorned with exotic flora, offers a stunning 180 degree ocean seascape. Enjoy beautifully landscaped grounds, Japanese gazebo and jacuzzi, while listening to the sounds of the breaking surf and cooled by constant trade winds. A perfect blend of romance and relaxation .

Top guest favorite
A tranquil outdoor area features two sun loungers facing the ocean, surrounded by vibrant greenery. The clear blue water and sky create a serene backdrop, while a small round table is positioned nearby for relaxation.
Home in Nassau
4.95 out of 5 average rating, 196 reviews

Sunrise by the Sea - the ocean on your doorstep!

Enjoy swimming, kayaking & snorkelling on the doorstep and spectacular oceanfront views in this gated-community home on the water at the eastern tip of Nassau. Experience the sunrise & moonrise off the back patio and - in winter - awesome sunsets. Here you'll find the REAL Bahamas, away from the busy tourism hubs yet within a 15-minute drive. Includes a generator for back-up power. *WARNING: Please book directly with Airbnb and NOT 3rd-party companies or anyone using my name outside of Airbnb.

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 out of 5 average rating, 198 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
The entrance to the cob round house is adorned with vibrant murals, featuring an eye motif and colorful designs. Natural earth tones are complemented by carved details on the walls. Lush green leaves frame the entrance, adding a touch of nature to the inviting facade.
Earthen home in Utuado
4.96 out of 5 average rating, 103 reviews

Earth Home on Eco Farm w/River

Come experience life in a real cob round house! This is an incredibly special opportunity to stay in a one of a kind home, hand sculpted with clay from our land. The casita has a private adjoining outdoor bathroom with compost toilet and hot shower. We are off grid, all our water comes from our spring and we have solar power. The casita is next to a large, well equipped outdoor kitchen and surrounded by lush nature. Take a hike down to our creek or amazing river with big waterfalls and pools.

Guest favorite
A wooden viewpoint extends over the lush jungle, offering a panoramic view of rolling hills and a colorful sunset sky. The deck, surrounded by greenery, provides space for relaxation amidst nature.
Cabin in Minca
4.98 out of 5 average rating, 233 reviews

La Casa Del Mono

Welcome to La Casa Del Mono! We are a unique place :) Enjoy your own incredible wooden house in the middle of the jungle while having access to our incredible private viewpoint (2 min walk) where you can enjoy the most amazing sunsets. You will find binoculars in your house and hopefully you will be able to see the Monkeys, Toucans and many other birds! We are located only 10-15 minutes walk from Minca town, 15 minutes from Pozo Azul waterfalls and 10 minutes from the hidden waterfall.

Top guest favorite
Guesthouse in Venecia
5 out of 5 average rating, 73 reviews

Treetop cabin with hot tub, pool & trails

Unique and modern rainforest cabin in a peaceful small town of rural Costa Rica 🙌🏼 Nestled in private primary rainforest of 10 acres with trails, the cabin is a hidden gem close to major tourist spots. Unwind in your own private heated hot tub, listen to nature sounds, and embrace complete rainforest peace. Explore our private trails, river and natural outdoor pools. The cabin includes two beds, full kitchen, nature views & open shower bathroom. Located 2h from SJO. Local owned ✌️🇨🇷

Top guest favorite
A serene outdoor area features a sparkling pool surrounded by lush greenery and tropical plants. A shaded seating area is provided by a large umbrella, along with a cozy hanging chair in the background. The peaceful ambiance is enhanced by bright blue skies.
Guest suite in Luquillo
5 out of 5 average rating, 217 reviews

Casa Encanto Rainforest Retreat

This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

Top guest favorite
A serene outdoor area is illuminated at night with colorful lights reflecting in a resort-sized pool. Chic palapas are situated nearby, surrounded by palm trees. The vibrant atmosphere is enhanced by strategically placed plants and flowers along the edges.
Home in Palm Beach
5 out of 5 average rating, 255 reviews

Aruba Private Resort. Its All Yours and Only Yours

Welcome to Casa Carmela. Relax in the resort sized pool and outdoor oasis. Melt the day away under the exotic palapas or toast your buns in the sun. Whatever your pleasure, Casa Carmella aims to please. She’s a short walk to Palm Beach one of the top rated beaches in the world. Restaurants, casinos and nightlife are walkable as well. She comes with a comfy king size bed, gas grill, fully equipped kitchen, beach chairs & beach towels and cooler. This is all yours and only yours.

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 Sint Willibrordus - Rif St. Marie
4.9 out of 5 average rating, 126 reviews

Villa Yazmin - Ocean Front Villa

Villa Yazmin is een mooie nieuwe oceaanfront villa dus je leeft pal aan zee. villa_yazmin_curacao follow us Er is een piano aanwezig voor de liefhebbers, hoe heerlijk is het om in deze setting piano te spelen. Het is een magnesium zwembad dus goed voor je lichaam en geen chloor. Iedere kamer heeft zijn eigen badkamer en er is een aparte gastentoilet. De keuken is met alles uitgerust zo kan je makkelijk je cappuccino maken of een kopje thee is zo gezet met de quooker.

Top guest favorite
A coastal-inspired cottage features a vibrant pink exterior with yellow shutters and a turquoise door. It sits on a grassy patch overlooking blue waters, with a stone pathway leading to the entrance. Tropical plants surround the house, enhancing the serene beachside atmosphere.
Home in Russell Island
4.99 out of 5 average rating, 152 reviews

Sandy Shoes

Sandy Shoes is a beautiful waterfront home located on the north side of Russell Island. Sandy Shoes is equipped with everything you will need on your vacation. It’s situated away from the main part of town but still close enough that it only takes 10 minutes or less to get to the restaurants, beaches and the grocery store in a golf cart. The house comes with kayaks and paddle boards. Book your vacation today!

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