Resort holiday rentals in Caribbean

Find and book unique resort rentals on Airbnb

Top-rated resort rentals in Caribbean

Guests agree: these resort rentals are highly rated for location, cleanliness and more.

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Superhost

A private terrace features two lounge chairs, overlooking the vibrant turquoise waters. The surrounding landscape includes a view of nearby islands and coastal structures, while the gentle waves create a serene backdrop. The sun creates soft reflections on the water, enhancing the tranquil atmosphere.

Resort in East End

4.91 out of 5 average rating, 311 reviews

Point Pleasant USVI - Villa Salt Life - Waterfront

Built elevated above the tropical landscape in a glorious oceanfront setting VILLA SALT LIFE is a private resort villa, perched perfectly above the water to reveal a breathtaking Panoramic View of the Islands, while still only being a about 2 minutes walk to the Pool, Waterfront Bar, and Beach. The balcony is also extremely private! You will love this place and its Amazing Views! Full Backup Generator! If Villa Salt Life is booked, don't worry! I also have other villas that may be available.

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Top guest favourite

A spacious balcony features a round wicker table surrounded by two cushioned chairs. The ocean view stretches into the horizon, framed by a clear blue sky and gentle waves lapping against the shore, creating a serene outdoor space for relaxation.

Resort in Hollywood

4.96 out of 5 average rating, 146 reviews

Ocean view luxury condo on 5th FLoor @ LYFE Resort

This ocean front unit offers a breathtaking ocean view with 5-star amenities, fully furnished modern design. Wake up on the bed and see the sunrise through the balcony! 1 bedroom with 1 king size bed, 1 sofa bed in the living room with a 65” Smart TV. For your comfort the king size bed is upgraded with Tempur Ergo power base to help stop snoring, its wave form massage can also help you sleep better. Upgraded Full bathroom with luxury bidet toilet. RESORT FEE: $44/day/Room VALET: $38/day/Car

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Guest favourite

A private terrace features a round table with mosaic detailing, accompanied by two chairs. Clear ocean views extend across the water, framed by lush greenery and distant hills under a bright blue sky with scattered clouds.

Resort in East End

4.87 out of 5 average rating, 314 reviews

Point Pleasant USVI - Villa Sea Song - Waterfront

Built elevated above the tropical landscape in a glorious oceanfront setting, VILLA SEA SONG combines the finest in Caribbean style with an exquisite Balinese interior theme. This renovated private resort villa overlooks Pineapple Beach, St. John, and the British Virgin Islands. Steps from the beach, its surrounded by spectacular ocean vistas and cooled by constant trade winds. Full Resort Backup Generator! If this villa is booked, don't worry! I also have other villas that may be available.

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Guest favourite

A private terrace features a glass table set for two, complete with drinks and plants in the center. The ocean view reveals calm turquoise waters, dotted with boats and surrounded by lush greenery and distant islands under a clear sky.

Resort in East End

4.85 out of 5 average rating, 518 reviews

Point Pleasant - USVI - Villa East - Waterfront

Built elevated above the tropical landscape in a glorious oceanfront setting, VILLA EAST combines the finest in Caribbean style with an exquisite Balinese interior theme. This renovated private resort villa has amazing views overlooking Pineapple Beach, St. John, and the British Virgin Islands. Steps from the beach, Its surrounded by spectacular ocean vistas and cooled by constant trade winds. Generator! If Villa East is booked, don't worry! I also have other villas that may be available.

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Guest favourite

A private terrace overlooks sparkling blue waters and distant islands. Comfortable lounge chairs are positioned along the railing, providing a perfect spot to enjoy scenic views of the Caribbean Sea and surrounding tropics.

Resort in East End

4.9 out of 5 average rating, 408 reviews

Point Pleasant - USVI - Villa Bali - Waterfront

VILLA BALI is a private resort villa, built elevated above the tropical landscape in a glorious oceanfront setting, Villa Bali combines the finest in Caribbean style with a Bali Style theme. This renovated villa gas amazing views overlooking Pineapple Beach, St. John, and the British Virgin Islands. Steps from the beach, Its surrounded by spectacular ocean vistas and cooled by constant trade winds. Full Generator Backup Power If Villa Bali is booked I also have other villas available.

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Superhost

A wooden bungalow is elevated on stilts, featuring a steep staircase leading to the entrance. Large windows on the sides allow natural light to enter, while surrounding greenery enhances the natural setting. The structure is topped with a sloped roof and includes a small outdoor seating area.

Resort in Corn Islands

4.83 out of 5 average rating, 116 reviews

Bungalow with ocean view at La Princesa de la Isla

Relax in our stunning 1 bedroom bungalow, just 10 steps from our shore. We're a friendly, relaxed Italian couple who enjoy hosting people on our estate, which we designed and built ourselves. Around the bungalow you'll find many natural and creative touches to help you feel at ease: sculptures sourced from driftwood and shells; tables, chairs and beds made from local wood; hammocks positioned so you can enjoy the sunset. We can provide private meals to order, drinks and beverages.

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Guest favourite

A private terrace with a round table set for two overlooks turquoise waters. Two glasses filled with orange juice and a vase of flowers adorn the table. Stylish black chairs complement the scenic view of sailboats and lush hills in the background.

Resort in East End

4.89 out of 5 average rating, 294 reviews

Point Pleasant USVI - Villa Latitudes - Waterfront

VILLA LATITUDES is a private resort villa, right on the water. This private oceanfront villa hovers right above the waterline, with unobstructed water views of Pineapple Beach, St. John, and the British Virgin Islands. Located within a gated Resort community with all the amenities PLUS Amazing Views, tropical landscape, and ultimate privacy. Full Backup Generator! This is the one! If Villa Latitudes is booked, don't worry! I also have other villas that may be available.

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Guest favourite

A cozy living space is adorned with warm wood paneling and features a comfortable sofa with floral cushions. Two armchairs flank a wooden coffee table, while natural light filters through the windows, illuminating the room. Art depicting vibrant houses hangs on the wall.

Resort in Key West

4.91 out of 5 average rating, 33 reviews

A Katie's Cottage

Relax in this private cottage located in the heart of Old Town Key West. The cottage sports 2 private bedrooms with queen beds, 2 bathrooms, a queen pullout couch, full living room and kitchen, & deck area that surrounds one of our pools. The room is accessible by three steps up. Enjoy our daily complimentary breakfast, 3 pools, wifi, and TV. Perfect for a group of up to 6 or families! We have paid parking first come first serve, or you can find free street parking.

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Guest favourite

Resort in Long Bay Hills

4.93 out of 5 average rating, 40 reviews

Serene Studio w/ Beautiful Garden Views

Welcome to H2O life. style. resort, a luxury beachfront boutique resort on Long Bay Beach in Turks & Caicos, known for its crystal-clear waters, soft white sand, and world-class kiteboarding conditions. Enjoy complimentary kayaks, paddleboards, bikes, and a Hobie Cat, along with two pools, hot tubs, and personalized services including grocery provisioning, private chefs, and transportation. A perfect blend of laid-back island living and modern luxury.

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Guest favourite

Resort in Daseys

4.96 out of 5 average rating, 51 reviews

Fort Recovery Oceanfront 1BR Premium Villa

Fort Recovery’s premium 1BR oceanfront villa is a spacious corner retreat set just steps from the shoreline. These larger one-bedroom villas feature a private patio or balcony, comfortable living area, full kitchen, separate bedroom, and private bathroom. French doors open to sweeping Caribbean views, with St. John visible in the distance. Available in select ground-level and upstairs layouts, offering space, privacy, and an elevated oceanfront stay.

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Guest favourite

A vibrant pool area is surrounded by palm trees, with lounge chairs positioned under colorful umbrellas. The swimming pool is visible, showcasing clear turquoise water. Lush greenery and resort buildings provide a backdrop, creating an inviting space for relaxation.

Resort in East End

4.95 out of 5 average rating, 19 reviews

Island Paradise Studio @ Margaritaville St Thomas

This resort, nestled in a cove fringed by waving palm trees, is a perfect tropical dream-come-true. So grab a beach chair, kick off your flip-flops, sip a tasty boat drink — and let your gaze rest upon an expanse of fine white sand, crystal-clear waters, and St. John island in the distance. Wyndham Margaritaville St Thomas | Studio Balcony Suite • Size: 324 - 324 • Kitchen: Partial • Baths: 1 • Accommodates: 2 Guests • Beds: King Bed

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Superhost

An outdoor seating area is presented under a thatched roof, with wooden tables and chairs arranged facing the beach. The view includes a sandy shore, palm trees, and distant hills dotted with resort buildings. Clear waters extend into the horizon beneath a partly cloudy sky.

Resort in VI

4.8 out of 5 average rating, 110 reviews

Beachfront Luxury Resort Studio Condo

This beachside location is nestled in a cove fringed by waving palm trees. It’s the perfect escape for anyone with a sense of adventure looking for music and fun on your next vacation. Or if you’re dreaming of a more laid-back experience — grabbing that beach chair, kicking off your flip-flops, sipping a margarita while looking out onto an expanse of fine white sand, crystal-clear waters and St. John island in the distance.

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