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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 charming outdoor area showcases comfortable seating amid lush greenery. The inviting beach and turquoise sea are visible in the background, while a lantern adds a touch of character to the villa's exterior. The space is designed for relaxation and enjoying ocean views.
Villa in Duncans Bay Beach
4.94 out of 5 average rating, 110 reviews

Ocean Dreams Villa

Ocean Dreams Villa is a stylish, unique, beach villa with 3 bedrooms and 3 bathrooms and sets the stage for a memorable trip within steps of the beautiful Duncans Bay Beach (also known as Silver Sands Public Beach) with its sparkling turquoise waters and white silvery sand, the view is simply breathtaking. It's the perfect ambiance to relax in comfort, enjoy the breeze, listen to the birds, nature and let the soothing sound of the ocean waves breaking on the shore calm you and ease your mind.

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
4.99 out of 5 average rating, 245 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
Home in Whale Point
5 out of 5 average rating, 112 reviews

Lazy Turtle: "Best place we've EVER stayed!"

40 STEPS FROM THE BEACH AT ELEUTHERA'S BEST HIDDEN TREASURE: WHALE POINT 5% DISCOUNT for stays of 7 days or more! The Lazy Turtle is a newly built 2 bedroom, 1.5 bathroom villa with spectacular water views from every aspect. Located on the secluded peninsular of Whale Point, North Eleuthera, Lazy Turtle House is nestled between a pretty lagoon and a turquoise harbor where you will find some of the calmest and clearest water on the planet - sea turtles and reef fish just waiting to say hello.

Top guest favorite
Loft in La Fortuna
4.98 out of 5 average rating, 206 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
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, 194 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, 101 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.

Top guest favorite
The exterior of Casa Virambra features a whimsical Hobbit-style design, highlighted by a vibrant yellow facade with red brick accents. A large circular green door and rounded windows are adorned with plants and flowers. A pathway leads to the entrance, which is framed by lush greenery.
Earthen home in Monteverde
5 out of 5 average rating, 246 reviews

Immersed in Nature. Peace, privacy. Internet

Come spend your tropical getaway at Casa Virambra and enjoy a truly memorable experience. Share our bit of paradise, nestled into the mountains of a small rural community, with access to many of the natural activities/attractions that make Costa Rica special. If it’s a relaxing retreat, a romantic getaway or the life and beauty of Costa Rica you’re looking for, we created Casa Virambra for you! Lovingly designed and uniquely constructed, it is our idea of a perfect haven for your time away.

Top guest favorite
A colorful, open balcony features a comfortable hammock, surrounded by arches and vibrant green walls. Lush palm trees sway gently outside, offering views of the serene Caribbean Sea sparkling in the sunlight.
Home in Laborie
4.9 out of 5 average rating, 125 reviews

Sea side house in fishing village

Welcome to my home in Laborie, St. Lucia, a fully furnished, 2-bedroom home, located on the beach in a small fishing village. Both bedrooms are air conditioned. The kitchen is fully equipped, including a microwave, coffee maker & electric kettle. Step out the back gate and immerse yourself in the Caribbean Sea! Enjoy amazing sunsets and paddles with the kayak. You will be just a short walk from a friendly village, where you can purchase any needed items and enjoy the local culture. Paradise!

Top guest favorite
Apartment in Simpson Bay
5 out of 5 average rating, 231 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
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, 250 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 serene body of water is nestled among dense greenery, surrounded by tall trees and lush foliage. Sunlight streams through the canopy, reflecting gently on the water's surface, creating a peaceful natural setting.
Home in Valle Azul
4.97 out of 5 average rating, 152 reviews

The Hummingbird House

Private house. One room with 1 queen bed, 1 single bed, 1 sofa bed, 1 full bathroom, hot water, kitchen. Very large windows. Private entrance and parking. Air conditioning. Powerful Wi-Fi. Stay in a private nature sanctuary. A variety of frogs! And wildlife, including toucans. Sit on the lagoon dock, take a peaceful stroll along the numerous creek trails, or enjoy an exciting night hike. Perfect stopover from San José to La Fortuna 702.

Top guest favorite
A sailboat is anchored in calm waters during sunset, with vibrant orange and purple hues reflected on the surface. The silhouette of the boat, featuring a tall mast and a shaded cockpit area, contrasts against the colorful sky. Nearby boats are visible in the distance.
Boat in Miami
4.99 out of 5 average rating, 871 reviews

Hunter 26 Sailboat

A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.

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