Some info has been automatically translated. Show original language

Vacation rentals in Caribbean

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Caribbean

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

%{current} / %{total}1 / 1
Top guest favorite
The exterior view of Casa Victoria showcases a modern structure adjacent to a vibrant pool. The pool features a rich blue hue and a unique design that includes seating at the water's edge. Lush greenery surrounds the property, enhancing its natural appeal.
Cottage in La Fortuna
4.99 out of 5 average rating, 159 reviews

Casa Victoria, at the foot of the mountain

Casa Victoria is located in the town of Chachagua, less than 11 kilometers (6 miles) from La Fortuna and surrounded by an impressive rainforest. Located in a safe and family-friendly neighborhood, full of plantations and picturesque views. A beautiful and comfortable farmhouse for 10 people where you can enjoy the tranquility and peace of this area, and at the same time very close to tourist and natural attractions, national parks, restaurants and entertainment offered by the San Carlos area.

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, 175 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
An inviting outdoor area showcases a swimming pool surrounded by a tiled patio. Lush greenery borders the space, and string lights add a touch of charm overhead. Comfortable seating is arranged nearby, creating a space suitable for relaxation and gatherings.
Villa in Oranjestad-West
4.98 out of 5 average rating, 138 reviews

Villa Nomada, private villa 2 min to Eagle Beach

Welcome to Villa Nomada, this fully private villa is perfectly located close to Beaches, Restaurants and Supermarkets. At Nomada you can fully relax and unwind, while creating memories that will last a lifetime. We know this since we used to live at Nomada. Our idea was to create a serene and cosy home for you to stay and fully experience laid-back island lifestyle. Enjoy breakfast, lunch and dinner on the patio or have drinks with frend or family while you completely forget about time.

Top guest favorite
A modern boutique cabin is positioned amidst lush trees, with gentle fog enveloping the landscape. A wooden walkway leads to the cabin entrance, which is illuminated quietly. Surrounding greenery enhances the natural atmosphere, offering a sense of seclusion and tranquility.
Guesthouse in Venecia
5 out of 5 average rating, 15 reviews

Treetop cabin with hot tub, pool & trails

Brand new cabin from experienced local host 🙌🏼 Nestled in a private primary rainforest, Ananda offers an unique retreat where nature & comfort meet. Unwind in your private balcony hot tub, listen to the soothing sounds of nature, and embrace the peace of the rainforest. This modern boutique cabin features a fully equipped kitchen, an unique bedroom with nature views, and a modern bathroom designed for relaxation. Located in Venecia, San Carlos, 65 km from SJO Airport. Local owned ✌️🇨🇷

Top guest favorite
Home in Maunabo
4.96 out of 5 average rating, 100 reviews

Stay Local at Your Beachfront Casa in Paradise

Experience authentic Puerto Rican life in a beautiful, safe, and culturally vibrant community at a one-of-a-kind beach, house and barrio. Casa De Abuelos is a family home on the black sand beach (Playa Arena Negra) of Playa Los Bohios. Whether you enjoy relaxing in your own private paradise or discovering local beaches, food, drinks, fishing, surfing, hiking, or nature, Maunabo has something for everyone. We offer you our modern beach house and invite you to vacation in our quaint paradise.

Top guest favorite
An infinity pool is featured with views of surrounding mountains and lush greenery. Sunlight reflects off the water's surface, creating a serene atmosphere. Chaise lounges are positioned nearby, offering a comfortable space to relax and enjoy the picturesque landscape.
Tiny home in Caonillas Arriba
5 out of 5 average rating, 95 reviews

Sun and Moon Mountain Retreat

Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

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, 190 reviews

Casa Encanto - Experience El Yunque Rainforest.

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 coastal view captures the vibrant turquoise waters of the Caribbean Sea meeting rugged rocky shores. Lush green hills rise in the background, bordered by scattered homes and palm trees under a clear blue sky with wispy clouds.
Villa in Cruz Bay
5 out of 5 average rating, 134 reviews

BLUE VIEW VILLA - Bluest View - Brand New...

Blue View is brand new construction! A classic soft modern Caribbean architecture set on a full acre with sweeping views from sunrise over Ram Head peninsula to sunset over St. Thomas. It is a very special property sited with the utmost care to capture Leeward breezes with an unobstructed view to St. Croix 40mi away. Find the perfect amount of sun or shade you desire at any time during the day. Blue View is a separate villa located adjacent to our main Villa and 6 minutes to Cruz Bay

Top guest favorite
An aerial view showcases the Eco-friendly Airstream surrounded by lush cacti and the Caribbean Sea in the background. A spacious deck with poolside loungers frames the private saltwater pool, providing a serene outdoor space amidst the natural landscape.
Home in Paradera
5 out of 5 average rating, 202 reviews

Airstream With Pool, Amazing Ocean & Nature Views

This beautifully appointed Eco friendly 30' Feet Flying Cloud RV is the only luxury Airstream glamping experience in the Caribbean. Located in peaceful nature on the North Coast of Aruba, featuring a private, deep saltwater pool and amazing cacti and ocean views. Exceptional service with attention to detail prioritizing sustainability. Connecting guests to unique local experiences and products, creating a truly one of a kind vacation. Looking for the coolest stay in Aruba? This is it!

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, 233 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
A spacious wooden deck features two light blue lounge chairs and a white umbrella, offering a relaxing spot to enjoy ocean views. The gentle waves of the Atlantic can be seen in the background, while the shore is lined with natural sand and small rocks.
Condo in Key West
4.97 out of 5 average rating, 107 reviews

Hidden Beach unit 1 The Perfect Place to stay

This place is extraordinary. There is nothing like it in Key West. Just 3 blocks from Duval Street, this property sits on Key West’s only natural beach. Hidden Beach is right on the Atlantic Ocean nestled between Key West’s best restaurant (Louie’s Backyard) and the beautiful, luxurious Reach Resort.Here, you can enjoy spectacular views and sunsets from one of the islands only private beaches or you can stroll through Old Town, an amazing architectural and botanical treasure.

Top guest favorite
A wooden terrace features a dining table accompanied by four chairs, surrounded by greenery. A view of the ocean is visible in the distance, with blue skies and fluffy clouds above. A decorative sign that reads 'RELAX' adds a welcoming touch.
Home in Buena Vista
5 out of 5 average rating, 123 reviews

Peace & Quiet Paradise – Ocean View, Hot Tub, A/C

🏝️Private tropical retreat in Humacao • Mountains, lush greenery & coquí songs. • Quiet cul-de-sac, total privacy. • Stunning ocean views. • Fully air-conditioned throughout. • Peace, nature & relaxation. • Near beaches & hiking trails. • Near restaurants, local haciendas & rivers. • 50 min from Luis Muñoz Marín Airport. • 45 min from El Yunque. • ~25 min from Ceiba Ferry Terminal. ✅ Property equipped with exterior security cameras with audio for guest safety.

Popular amenities for Caribbean vacation rentals

All About the 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.

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