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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.

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Top guest favorite
An outdoor area features a private pool surrounded by a deck with lounge chairs. Lush greenery and rocky landscaping create a natural setting, while the two-story house offers large glass windows that showcase scenic views of the hillside.
Villa in Wesley Will
5.0 out of 5 average rating, 67 reviews

Villa Naku, escape and relax.

Villa Naku is a perfect Tortola getaway, enjoy the neighborhood beach Rogues Bay or a quick drive to the the many other spots on Tortola. Situated on one of the most incredible spots on a point, facing east to capture the prevailing and often strong sea breezes, wake up to the majestic sunrise views from practically any room in the villa. The open plan kitchen, living and dining room are in the heart of the house, other areas to enjoy include an outdoor BBQ with lounge, pool and an upper sitting area with a fireplace, hammock and loungers, games and TV room, the whole house is equipped with Air Conditioning two bedrooms with private balconies and all bedrooms with king beds with quality mattresses. There is a Sonos system that can be controlled from your phone. The movie room below with a 65” TV and hidden 50” TV in the upper casual seating area. The house also has two Apple TVs, allowing you to sign in to your personal account or Naku’s. Naku recently completed was designed and is owned by one of the BVI’s local Architects striving to make the home as energy efficient as possible. Partnering with local craftsmen and Artisans most of the villa was constructed by hand. The friendly neighborhood of Rogues Point is unique, each property on the point is not less than an acre providing ample privacy. Albeit close to essential amenity, yet often feels as though you are the only ones on the serene point, perfect for those looking for inspiration and seclusion. The terrain is best explored with a 4WD vehicle, we have attached a list of rental agencies. Each room has a special, unique vibe, two of the three are en suite, the Master with two decks, has an exceptionally large bathroom with separate toilet room and laundry shoot, The second master bedroom below has a private deck and a shower with an outstanding view. The third bedroom has an incredible view with access directly to the pool deck. Whether you wish to cook or hire a chef Naku is equipped with Blue Star gas range & Napoleon grill for your use. The kitchen has a 60” Refrigerator freezer, appliances along with a Breville Barista Espresso machine.. Just off the upper seating area is a pergola space with a central fire pit surrounded by Adirondack chairs, overlooking is our gigantic Buda along with the other Bali sculptures, just up the garden is our King sized hammock for the afternoon siestas or just starring at the stars. Behind the upper seating area is the sheltered lounge and BBQ patio all surrounded by terraced gardens. The lower terraces are accessed through the movie room to the pool, the entire house was designed around monumental boulders, the pool is tucked in amongst them with a wind protected sun lounging area just beyond. There is a fully equipped laundry room for your use, we offer cleaning service’s two times a week, but we can organize more if required. The house is prepped and ready for your adventures with beach chairs, beach towels, and coolers. If you are traveling with small children, we can assist with a trundle bed or crib, car seat and other toys. Please let us know if you require any of these items ahead of time so we can have them prepared.

Top guest favorite
Home in Los Tornos
5.0 out of 5 average rating, 65 reviews

Aves Monteverde • Ocean View • Private Jacuzzi

Ultra-private villa with spectacular 360° views of the ocean, mountains and valley from every corner, among clouds and forest 3-level house + private cabin with large windows. Jacuzzi, 2 fireplaces and a large terrace with an outdoor fireplace, 2 balconies, laundry room 🚗 12 minutes from downtown. SUV recommended 🌿 Cool climate, no A/C. Bring a coat. 6 guests, 4 bathrooms, 2 kitchens, BBQ, no neighbors Boutique hotel-style experience with personalized attention 📍 100 m from Parque Extremo and nearby activities

Top guest favorite
Home in Playa Jeremi
5.0 out of 5 average rating, 47 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.

Guest favorite
A wooden staircase leads down to a sandy beach, framed by lush green foliage. At the water's edge, a Tiki Hut offers shade against the clear blue sky and turquoise water, creating a serene coastal view.
Cottage in North Palmetto Point
5.0 out of 5 average rating, 9 reviews

Desert Rose- Beautiful beachfront house, 5% OFF

Desert Rose is a secluded waterfront cottage on the 5-acre Monticello Estate. It is perched directly over one of the most beautiful beaches on the Island, famous for the unbelievable pink sand and turquoise water. The large beach Tiki Hut and the deck are a unique​ opportunity to enjoy the paradise from really close. The cottage is ideal for 2-4 guests, but we can accommodate larger groups​ as well. We have the​ "Garden of Light" house that sets back in the garden which sleeps 6 more guests​.

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, 206 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
5.0 out of 5 average rating, 209 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 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
5.0 out of 5 average rating, 137 reviews

Hacienda Sol y Luna 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 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
5.0 out of 5 average rating, 147 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
A serene view of the turquoise ocean stretches beyond a well-maintained pool area. Lush palm trees and vibrant greenery frame the space, with a sandy beach visible nearby. The outdoor seating area is partially shaded, creating a relaxing atmosphere for guests.
Vacation home in Bodden Town
5.0 out of 5 average rating, 113 reviews

Art Beach House, boutique style luxury.

Private getaway for couples or singles perfect for honeymooners situated at beautiful frank sound. 25 mins from George town so car essential, many attractions nearby include the crystal caves 5 mins botanical gardens and rum point, and the beautiful east end. we also boast some of the the best dining on island. So lots to do or just chill on your private beach away from the crowds. the apartment is situated on ground floor level with art studio/Gallery above. with exclusive use of pool,

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
5.0 out of 5 average rating, 267 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, 116 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
An infinity pool cascades gently into a lower plunge pool, surrounded by lush greenery. The sparkling water reflects the sunlight, while the shimmering sea is visible in the background, enhancing the serene outdoor setting.
Villa in Treasure Beach
5.0 out of 5 average rating, 103 reviews

Summer Special Treasure Beach Sanguine Villa

Sanguine's spacious fully staffed beachfront Villa with an infinity pool is located in Treasure Beach on Jamaica's South Coast. Treasure Beach is where one comes to get away from the hustle and bustle of everyday life and happily ensconce themselves in our laid-back community. Latoya will be here to ensure that you have a holiday of memorable meals, you sit back and relax while we do the grocery shopping and look after you. Message me re airport and transport options

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