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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
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

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 PR just 50 min. from Ponce PSE, 1:50 from San Juan SJU.

LocationValueAmenities

5.0 out of 5 average rating, 144 reviews
Top guest favorite
A person enjoys the serene view from the edge of a plunge pool, overlooking the mountains and the Caribbean Sea. The surrounding lush greenery and the dramatic outline of the Pitons enhance the natural beauty of the setting under a clear blue sky.
Guesthouse

Romantic hideaway The Lodge at Cosmos St Lucia

Magical open air Lodge for couples and nature lovers, away from busy hotels. Plunge pool and sun deck with views over the Pitons and Caribbean Sea. Studio-style accommodation with kitchen, sitting area, queen sized bed and private outdoor bathroom. Homemade continental breakfast included. Panoramic views, sustainable luxury, concierge, friendly responsive staff, housekeeping, parking. Additional services: private dining, spa treatments, private driver. 10 mins to Soufriere, beaches, activities.

LocationValueAmenities

4.96 out of 5 average rating, 193 reviews
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

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.

FamilyValueRiver

4.95 out of 5 average rating, 211 reviews
Top guest favorite
Cabin in La Fortuna

Cozy Volcano View Stay- A-Frame w/Hot Tub & Deck

Breathtaking mornings in front of Arenal Volcano 🌋 This striking A-frame cabin was designed for those who crave something unforgettable. Nestled directly in front of the majestic Arenal Volcano, the view is not just scenic—it’s cinematic. Built under the bold lines of modern black-design architecture, the cabin blends sleek style with cozy warmth, offering a unique balance between design and nature. At LAVA Homes you can enjoy a private hot tub, panoramic windows and a suspended net lounge.

FamilyLocationIndoor spaces

4.97 out of 5 average rating, 124 reviews
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

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).

LocationValueBathroom

5.0 out of 5 average rating, 216 reviews
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

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.

LocationValueKitchen

4.98 out of 5 average rating, 356 reviews
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

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.

LocationValueGetting around

5.0 out of 5 average rating, 271 reviews
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

Sanguine Villa Treasure Beach 1-2-3 bed option

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

FamilyValueLong stay

5.0 out of 5 average rating, 106 reviews
Top guest favorite
Home in Isabela, Arenales Altos

Private Pool | BBQ | D' La Isla Suite

Come and relax in this beautiful suite with a private pool, two lounging areas, a pergola and a barbecue area. Fully equipped kitchen, living room with 55" TV, Wi-Fi, A/C, Netflix, board games and a view to the outside from your room with 55" TV. Free parking. Just 20 minutes from BQN Airport, 5 minutes from restaurants, bakeries and a shopping center. Also very close to the Guajataca River and beautiful beaches. This will make your stay very pleasant.

LocationValueWifi

4.99 out of 5 average rating, 295 reviews
Top guest favorite
A panoramic view is offered through wooden slatted walls, framing the tranquil aqua blue waters and a palm tree. Natural light fills the spacious interior, which features a comfortable setting with a bed positioned to appreciate the serene landscape.
Vacation home in Gregory Town

Skylarking waterfront cottage

Skylarking cottage is at the end of a rolling stone path that takes you through the tropical hardwood forest. Quiet and secluded, with floor to ceiling aqua blue water views. Complete with spacious deck, hardwood floors and a stone and wood outdoor shower. Explore the coastline on gin clear water with the paddle board or kayak - you are immersed in the natural beauty of The Bahamas.

FamilyLocationOutdoor spaces

4.98 out of 5 average rating, 141 reviews
Guest favorite
A balcony area features wooden flooring with a table and two chairs positioned to overlook expansive mountain views. A small pool is visible, reflecting the scenery. The sky displays a gradient of clouds during sunset, enhancing the tranquil atmosphere of the natural surroundings.
Treehouse in Monte Verde

Magnolia Suite, therapeutic salt Jacuzzi, Monteverde

Bio Habitat Monteverde invites you to live a unique experience surrounded by primary forest. From the balcony, watch animals and enjoy the starry sky in the Net. Relax in our glass jacuzzi with salt water, while watching unforgettable sunsets over the Nicoya peninsula. An exclusive corner where nature, comfort and well-being come together to give you a true paradise in Monteverde.

LocationValueWifi

4.99 out of 5 average rating, 233 reviews
Top guest favorite
A sandy beach is framed by lush greenery and thatched-roof cottages. Beach chairs are placed near a wooden dock that extends into clear blue water. A cozy communal area features a hammock and dining setup, inviting relaxation under the tropical sky.
Cottage

Tiny's - Toes In The Sand Key Lime Cottage.

Bahamas "Clean & Pristine" Certified. Cute Little Beach Club on Quaint Family Island. KEY LIME - COTTAGE = TOES IN THE SAND VACATION. Close to restaurants and services. You’ll love this place because of the cleanliness, coziness, the location, views, dock, and BEACH BAR. Tiny's is good for couples, solo adventurers, business travelers, families, and furry friends (pets).

FamilyLocationHospitality

4.99 out of 5 average rating, 180 reviews

Popular amenities for Caribbean vacation rentals

Self check-inMonthly staysPrivate bathroomPoolGym

Private vacation rentals in Caribbean

Top guest favorite
Guesthouse in Venecia

Treetop cabin - hot tub, pool & private rainforest

FamilyValueCheck-in

5.0 out of 5 average rating, 116 reviews
Top guest favorite
Home in Venecia

La Ceiba, Villa w/Infinity Pool on a Dairy Farm

LocationFamilyLaundry

4.97 out of 5 average rating, 224 reviews
Top guest favorite
Apartment in Simpson Bay

The Beach House Apartment

LocationFamilyAmenities

5.0 out of 5 average rating, 254 reviews
Top guest favorite
A serene outdoor living space features comfortable seating arranged around a low table, with panoramic views of a sunset over lush greenery. An infinity pool reflects the vibrant colors of the sky, framed by large glass doors that open to the natural surroundings.
Home in Monte Verde

Luxury villa & Infinity Pool

ValueFamilyDecor

4.97 out of 5 average rating, 115 reviews
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

Casa Lola PR

FamilyLocationSleep quality

4.99 out of 5 average rating, 300 reviews
Top guest favorite
Villa in La Fortuna

Villa Mano de Tigre, A Volcano in your Garden!

LocationValueAir conditioning

4.98 out of 5 average rating, 217 reviews
Top guest favorite
A modern loft structure is framed by lush greenery, featuring large glass windows that allow natural light to fill the interior. The surrounding garden includes tropical plants and a tree, enhancing the natural setting. A pathway of stones leads to the entrance.
Home in Cabarete

Cool new Loft in Las 9 Gotas, Cabarete

FamilyLocationPool

4.98 out of 5 average rating, 105 reviews
Top guest favorite
A modern living area features two white linen couches adorned with decorative pillows, centered around a wooden coffee table with wheels. Large glass doors open to reveal a view of the Caribbean Ocean, allowing natural light to fill the space.
Bungalow in Gregory Town

Gorgeous Ocean View next to Cove Resort

FamilyValueNearby

4.97 out of 5 average rating, 224 reviews

Home rentals in Caribbean

Top guest favorite
Home in Willemstad

Villa Jeremi

ValueFamilyPool

4.99 out of 5 average rating, 132 reviews
Top guest favorite
A covered deck presents a large wooden dining table surrounded by mismatched chairs, offering panoramic views of the turquoise waters and nearby islands. The serene atmosphere is complemented by soft clouds drifting overhead and the expansive horizon.
Home in Wesley Will

Stylish, Secluded, Hot Tub and Amazing Views

ValueLocationDecor

4.95 out of 5 average rating, 168 reviews
Top guest favorite
A shaded hammock area is featured on a wooden deck, facing the ocean. Gentle waves reflect sunlight in the background, while decorative strings of lights add a relaxing ambiance. A person is reclining in the hammock, enjoying the serene waterfront view.
Home in Aguadilla

The Nest at Crash Boat. Only waterfront on Beach

LocationValueAccuracy

4.96 out of 5 average rating, 393 reviews
Guest favorite
The image displays a modern villa featuring a private infinity pool and jacuzzi, surrounded by lush greenery. A shaded patio area with a comfortable seating arrangement is visible, along with large glass windows that provide expansive views of the valley landscape.
Home in Sosúa

Casa Cascada

FamilyValueAmenities

4.97 out of 5 average rating, 203 reviews
Guest favorite
A balcony view is presented, featuring a white railing and a potted plant. Palm trees sway gently in the foreground, while the calm turquoise ocean meets a sandy beach in the distance. Clear blue skies with a few clouds enhance the serene coastal scene.
Home in Tar Bay

Henry Louis & The Parrot (Private beach)

LocationValueCleanliness

4.92 out of 5 average rating, 160 reviews
Guest favorite
The villa overlooks the ocean, surrounded by lush greenery. A spacious two-story building showcases a red-tiled roof and multiple balconies, while clear blue waters and a rocky coastline are visible in the background. Nearby homes also reflect a tropical environment.
Home in Tower Isle

Tranquil Times villa

FamilyLocationAir conditioning

4.94 out of 5 average rating, 312 reviews
Guest favorite
Home in East End

Private Pool in Paradise! Ocean View Steps 2 Beach

ValueLocationQuiet

4.97 out of 5 average rating, 158 reviews
Top guest favorite
Home in George Town

The Best Views are the ones we share with you.

LocationValueTV

4.92 out of 5 average rating, 138 reviews

Bungalow rentals in Caribbean

Top guest favorite
A spacious bedroom features a large window with views of palm trees and the beach beyond. Natural light fills the room, highlighting the light-colored walls and the elegant furniture, including a vintage chair and a wall-mounted television. A lantern hangs from the high ceiling, complementing the airy atmosphere.
Bungalow in Las Terrenas

Playa Bonita Beach House - truly oceanfront!

FamilyValueCondition

4.98 out of 5 average rating, 201 reviews
Top guest favorite
The exterior of the octagonal cottage features large, dark-framed windows and a welcoming entrance. Lush greenery surrounds the property, while a wooden deck extends outwards. The structure stands elevated on pillars, emphasizing its unique shape amidst its tropical setting.
Bungalow

Cannon Fire - Ocean Front (Fees paid by host)

FamilyValueSleep quality

4.95 out of 5 average rating, 110 reviews
Guest favorite
A private pool features clear water, reflecting the sky, with a wooden chair positioned beside it. The surrounding patio is paved with beige stone tiles, and a decorative fish sculpture is mounted on the wall, adding a coastal touch.
Bungalow in Guaniquilla

Sea Breeze Place (Beach Front W/Pool) Aguada Del M

FamilyValueWalkability

4.89 out of 5 average rating, 246 reviews
Top guest favorite
Bungalow in Municipio de Isabela

YUMA, Couple's Escape Steps to Shacks Beach | Pool

LocationFamilySolo travel

4.98 out of 5 average rating, 117 reviews
Guest favorite
An outdoor shower area is surrounded by lush green foliage and wooden walls. The shower features natural elements, including a wooden bar overhead and a small shelf for toiletries. The stone flooring creates a serene space that integrates with the tropical environment.
Bungalow in La Fortuna

Secret Bungalows Lechu (Bungalow 2)with breakfast

ValueLocationKitchen

4.97 out of 5 average rating, 137 reviews
Guest favorite
A vibrant round stone house is nestled among lush greenery, featuring a small circular pool. Comfortable outdoor seating is visible on a wooden deck, surrounded by tropical plants and palm trees. The colorful exterior complements the natural landscape, creating a serene and inviting environment.
Bungalow in Port Antonio

Mother Nature

ValueLocationTV

4.91 out of 5 average rating, 258 reviews
Top guest favorite
A covered porch is lined with white lounge chairs and small tables, offering expansive views of the lush hillside and the serene Salt River Bay. The vibrant colors of the landscape contrast with the blue sky, creating a peaceful outdoor space. Potted plants add a touch of greenery.
Bungalow in Christiansted

Sailor's Rest, a Romantic and Luxurious Sanctuary

ValueLocationCleanliness

4.98 out of 5 average rating, 167 reviews
Guest favorite
A serene pool area is surrounded by lush tropical landscaping, featuring vibrant pink flowers and green foliage. The clear turquoise water in the pool reflects sunlight, while comfortable loungers are positioned nearby on the patio, inviting relaxation.
Bungalow in Las Terrenas

Cozy Bungalow • Total Relax • 5 Min to Punta Popi

FamilyValueCondition

4.92 out of 5 average rating, 337 reviews

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