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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 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, 168 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 charming cabin crafted from natural materials is positioned atop a wooden structure. A thatched roof provides shade, while large glass doors invite light. A pool is visible in the foreground, reflecting the blue sky and surrounding greenery.
Cabin in Isabela
4.98 out of 5 average rating, 257 reviews

Casa Lola PR

In Casa Lola, nature is the protagonist of a hidden spot surrounded by mountains in Isabela. Unique views and a perfect place to disconnect and reconnect with your couple…. Come and enjoy our beautiful cabin on top of the mountain, completely private and experience the best nature environment. Fully equipped kitchen, indoor and outdoor showers, loft room with amazing sunrise and sunset views, infinity pool, sun chairs and relaxing hammock. A place that invites you to come again…..just enjoy.

Top guest favorite
Loft in La Fortuna
4.98 out of 5 average rating, 217 reviews

Natural & Cozy Arenal Getaway

Un hospedaje para escapar de la rutina y conectar con la naturaleza, tiene un diseño moderno con una cálida decoración, rodeado de naturaleza donde podrás observar muchas aves, una linda vista al volcán, balcón, terraza, una refrescante piscina y jacuzzi privado. Un lugar ideal para parejas, amigos o para que puedas teletrabajar tranquilamente. Ubicados estratégicamente cerca de todas las actividades principales y a tan solo 2.5 km del centro de La Fortuna y a 1 km de La catarata La Fortuna.

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, 197 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 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, 126 reviews

Sol y Luna Mountain Retreat Hacienda

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 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
4.99 out of 5 average rating, 306 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
Apartment in Simpson Bay
5 out of 5 average rating, 238 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Top guest favorite
Home in Palm Beach
5 out of 5 average rating, 257 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 private jacuzzi with hydromassage is positioned on a wooden deck, surrounded by lush greenery. Large glass walls of the igloo reveal a spacious sleeping area while showcasing a stunning sunset view over the mountains. Soft tones of the sky create a peaceful ambiance.
Ice dome in San José
4.98 out of 5 average rating, 152 reviews

Iglú Cristal: Magic and Comfort near the Falls

Cerquita del Cielo Glamping - Adults only Imagine sleeping under a million stars, in the midst of majestic nature and waking up to the sound of birds and waterfalls in a 100% sustainable glass igloo with solar energy and spring water Includes: -Round trip transportation from Santa Ana. Free wind turbine tour -Tour to the waterfalls. -Private BBQ area, equipped for cooking -Sunset viewpoint -Private tree net -Private Jacuzzi with whirlpool -Breakfast room service

Guest favorite
A modern loft structure is surrounded by lush greenery and colorful flowers. A private patio features a hot tub, along with a shaded area that includes a hammock. The sky is bright with scattered clouds, enhancing the overall vibrant atmosphere.
Villa in San Ramon
4.95 out of 5 average rating, 173 reviews

Ikigai Arenal Loft - Fortune

Enjoy a cozy loft with modern design and warm decor, JACUZZI with hydromassage for 6 people, large TERRACE, SAUNA and a NET, with a beautiful VIEW OF THE ARENAL VOLCANO. It is fully equipped and can accommodate 6 people, perfect for relaxing as a couple, with friends or family. Located a 5-minute drive to downtown La Fortuna, close to hot springs, tourist parks, and restaurants. We can help you organize your activities, tour reservations, and transportation.

Top guest favorite
An aerial view captures the geodesic dome surrounded by lush greenery. A wooden deck leads to a private hot tub, while a shaded area features seating under a tent. Soft lighting highlights the surrounding plants, creating an inviting and tranquil outdoor environment.
Dome in Cayey
4.99 out of 5 average rating, 599 reviews

Escape Puerto Rico | Luxury Dome + Pool + Views

Escape to a romantic and luxurious glamping dome surrounded by the lush mountains of Cayey, Puerto Rico🌿. Enjoy total privacy with a private heated pool, panoramic views, and elegant design — the perfect retreat for couples or solo travelers seeking peace, comfort, and connection with nature. Wake up to mountain sunrises, relax under the stars, and experience a serene escape just an hour from San Juan — were nature and luxury meet in perfect harmony.

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