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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.

ValueLocationGetting around

5.0 out of 5 average rating, 140 reviews
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

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 .

LocationFamilyHiking

5.0 out of 5 average rating, 177 reviews
Top guest favorite
Treehouse in Laborie

Driftwood Treehouse • Private Pool • Near Beach

An elevated hideaway in an authentic St Lucian village, Driftwood Treehouse sits just back from Laborie beach with its own private plunge pool, made for easy island living. Driftwood is run by Nick and Ben, your main point of contact throughout. Built largely from local wood, it’s designed for sea breezes and the easy rhythm of island life, with a fully air-conditioned bedroom for cool nights. Guests love its privacy, character and connection to village life — many stay for their entire trip.

ValueFamilyShared spaces

4.96 out of 5 average rating, 199 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.

ValueFamilyWifi

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.

FamilyValueCheckout

4.97 out of 5 average rating, 118 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).

LocationValueView

5.0 out of 5 average rating, 211 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.

LocationFamilyTV

5.0 out of 5 average rating, 270 reviews
Top guest favorite
A cozy chalet is nestled in a lush green landscape, featuring a red roof and warm yellow exterior. A private heated pool is visible, surrounded by a wooden deck, and scenic hills are seen in the background under a colorful sunset.
Chalet in Caguas

Chalet De Los Vientos

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

LocationValueKitchen

4.99 out of 5 average rating, 241 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

FamilyLocationGetting around

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.

LocationValueAmenities

4.99 out of 5 average rating, 287 reviews
Top guest favorite
Guest suite in Luquillo

Casa Encanto Rainforest Retreat

Nestled in the lush foothills of El Yunque Rainforest, this private guest suite occupies the lower level of our luxury villa, Casa Encanto. Enjoy the perfect blend of tranquility and adventure, just minutes from Luquillo Beach, Las Paylas, Carabalí Adventure Park, snorkeling, and more. Relax by the pool and spa while enjoying the peace of a tropical retreat powered by solar energy, Tesla battery backup, and a dedicated water reserve.

FamilyValueIndoor spaces

5.0 out of 5 average rating, 224 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.

ValueFamilyHospitality

4.98 out of 5 average rating, 139 reviews

Popular amenities for Caribbean vacation rentals

Self check-inMonthly staysPrivate bathroomPoolGym

Private vacation 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!

LocationValueGrill

4.98 out of 5 average rating, 200 reviews
Top guest favorite
Villa in La Fortuna

Villa Izu Garden #3 Breakfast Included

ValueLocationCondition

4.94 out of 5 average rating, 136 reviews
Top guest favorite
Home in Camuy

Private Beachfront, 4 bedroom, No water issues

ValueLocationWalkability

4.91 out of 5 average rating, 173 reviews
Top guest favorite
A wooden bench with a sign reading 'SAIL AWAY' is positioned on a patio, overlooking the vibrant blue waters of a beach. Lush green foliage and palm trees frame the view, with rolling hills visible in the distance under a partly cloudy sky.
Condo in East End

Sail Away II-WOW Beachfront to Paradise Remodeled

FamilyLocationQuiet

4.95 out of 5 average rating, 144 reviews
Top guest favorite
A private infinity pool is situated on a terrace, overlooking lush greenery and a panoramic ocean view. A vibrant rainbow arcs across the horizon, while gentle waves suggest a tranquil atmosphere. The pool's edge blends seamlessly with the surrounding landscape.
Guesthouse in Saint Thomas

Sunrise Cottage - Secluded, Romantic, Private

ValueLocationParking

5.0 out of 5 average rating, 118 reviews
Top guest favorite
A serene beach scene captures clear turquoise waters gently lapping against the shore. Lush greenery cliffs rise in the background, adding natural beauty to the landscape. A small boat and a few swimmers can be seen enjoying the calm sea, enhancing the tranquil atmosphere.
Home in East End

Private Pool in Paradise! Ocean View Steps 2 Beach

LocationValueView

4.97 out of 5 average rating, 157 reviews
Top guest favorite
A sea turtle glides gracefully through clear turquoise water, surrounded by sunlit sandy seabed. The shimmering surface creates a serene interplay of light and shadow, enhancing the underwater scene’s tranquility.
Condo in George Town

Sandy Beach Cottages, Beachfront, Lower Level #11

ValueFamilyNearby

4.93 out of 5 average rating, 147 reviews
Top guest favorite
Villa in Grace Bay

Ideal Honeymoon Villa

ValueLocationLaundry

4.96 out of 5 average rating, 84 reviews

Home rentals in Caribbean

Top guest favorite
Home in Willemstad

Villa Jeremi

ValueLocationPool

4.99 out of 5 average rating, 132 reviews
Top guest favorite
Home in Venecia

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

ValueFamilyGetting around

4.97 out of 5 average rating, 222 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

FamilyValueComfort

4.95 out of 5 average rating, 168 reviews
Top 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

LocationValueWalkability

4.97 out of 5 average rating, 201 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)

ValueLocationWalkability

4.92 out of 5 average rating, 157 reviews
Top guest favorite
An outdoor area features a spacious pool surrounded by lush greenery. A covered gazebo with a bar and seating area is visible, complemented by a television mounted on the wall. Bright blue skies and distant mountains provide a scenic backdrop.
Home in San Sebastián

Loma Del Sol House

ValueLocationTV

4.95 out of 5 average rating, 153 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

FamilyValueBackyard

4.94 out of 5 average rating, 310 reviews
Top guest favorite
A wooden pavilion with a thatched roof extends over clear turquoise water, surrounded by lush greenery. The shoreline features smooth stone formations, and gentle waves lap against the structure, creating a serene coastal scene.
Home in Current

Marshall Haus on North Beach

FamilyLocationIndoor spaces

4.91 out of 5 average rating, 102 reviews

Bungalow rentals in Caribbean

Top guest favorite
Bungalow

Cannon Fire - Ocean Front (Fees paid by host)

ValueLocationIndoor spaces

4.95 out of 5 average rating, 110 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

LocationValueSleep quality

4.97 out of 5 average rating, 224 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

LocationValueComfort

4.89 out of 5 average rating, 240 reviews
Top guest favorite
Bungalow in Municipio de Isabela

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

FamilyLocationSleep quality

4.98 out of 5 average rating, 116 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

FamilyValueLayout

4.98 out of 5 average rating, 166 reviews
Top guest favorite
Bungalow in La Fortuna

La Fortuna Eden Eco Bungalow

FamilyValueWalkability

4.98 out of 5 average rating, 201 reviews
Guest favorite
Bungalow in Las Terrenas

Cozy Bungalow • Total Relax • 5 Min to Punta Popi

FamilyLocationAccess

4.92 out of 5 average rating, 335 reviews
Superhost
A shaded gazebo offers comfortable seating surrounded by lush greenery. Palm trees and vibrant foliage frame a view of the expansive lawn leading to the beach. The sea glimmers in the distance under a clear blue sky, creating a serene outdoor retreat.
Bungalow in Saint Ann

Kling Kling Beach House

FamilyLocationBreakfast

4.87 out of 5 average rating, 213 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