Resort vacation rentals in Caribbean Sea

Find and book unique resort rentals on Airbnb

Top-rated resort rentals in Caribbean Sea

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

The image showcases a lush tropical environment surrounding a custom salt-water pool. Palm trees and greenery frame the area, offering a serene space for relaxation. A pool deck is visible, fitted with lounge chairs, under a sunlit atmosphere.

Resort in Ladyville

5 out of 5 average rating, 81 reviews

GECKO"LOFT"BUNGALOW*Free Shuttle

GOLD STANDARD RATED! Custom 1BR Loft Bungalow ideally located for all your for your Fun Mainland Excursions! FREE INT'L AIRPORT SHUTTLE Sleeps 4 comfortably w/ 1 Queen bed in its own bedroom and 1 Queen Murphy bed in the front living space. AC, Kitchenette, Coffee, Fridge, Cooktop & Microwave Awesome Custom Pool, Patio, BBQ, Palapas While we do welcome families with older teens, a minimum age of 10+years for children applies We offer a rental SUV exclusively to our guests at $75usd per day

Superhost

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, 265 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 is a newly renovated private resort villa with 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. If this villa is booked, don't worry! I also have other villas that may be available.

Guest favorite

A private patio features comfortable seating arrangements with decorative cushions, offering direct views of the calm turquoise ocean and sandy beach. Lush palm trees surround the area, enhancing the beachfront environment while providing a perfect space for relaxation.

Resort in West Bay

4.95 out of 5 average rating, 40 reviews

Beachfront SUITE: Infinity Bay Spa Resort + Staff

Celebrity BEACHFRONT ground floor SUITE. 24hr staff. All resort Fees & Taxes INCLUDED at booking. Daily housekeeping, private patio & daybed @ #1 Infinity Bay Spa & Beach Resort / West Bay Beach - one of Carribean's best. For 2-BDRM side (sleep 8) see airbnb.com/h/ib102 or 3-BDRM (sleep 12) airbnb.com/h/ibvilla Soft white sand, calm clear warm water, 2 infinity pools, 3 restaurants, swim-up bar, room & bell serv, filtered water, safe, backup power, fiber internet, dive center, water taxi.

Guest favorite

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, 475 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 is a newly renovated private resort villa with 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. If Villa East is booked, don't worry! I also have other villas that may be available.

Top guest favorite

A resort-style pool area is showcased, featuring a custom-designed in-ground swimming pool surrounded by lounge chairs. A large thatched-roof palapa offers shade, and tropical landscaping enhances the inviting atmosphere. Gold Standard Certification symbols emphasize the commitment to health and safety.

Resort in Ladyville

4.94 out of 5 average rating, 436 reviews

THE GECKO BUNGALOW! ** POOL** Free Shuttle!

GOLD STANDARD RATED! You'll Love this Terrific 2 bedroom, Gecko Bungalow on the Mainland! Ideally located to be your "Home Base" for your vacation excursions! Free Wi-Fi FREE INT'L AIRPORT PICK-UP & DROP-OFF While we do welcome families with older teens, a minimum age requirement of 12+years for children applies. Sleeps 4 comfortably w/ 2 queen beds. AC, Kitchenette & fridge. Awesome Pool, Patio, BBQ and Landscaped yard. We offer an insured Kia Sportage or to our guests at$75usd per day.

Guest favorite

Aerial view of a beachside property featuring a spacious sandy area with lounge chairs and umbrellas. The Moon Bar is visible near the pool, surrounded by palm trees. Bright kayaks and paddleboards are placed along the shore, contributing to the relaxed beach atmosphere.

Resort in San Pedro

4.98 out of 5 average rating, 62 reviews

Mangata Villas - Beachfront Villas

Mångata Villas is an adults-only (18+) boutique hotel located 6.5 miles north of San Pedro and is the perfect place for a relaxing vacation or romantic honeymoon. Our beachfront villas and jungle casitas have all your modern-day amenities including luxurious bedding, spa-like bathrooms, and fully stocked kitchens. The pool and beach are steps away from your room! Kayaks and paddleboards are provided. Enjoy a firepit at night. Moon Bar, our onsite beach bar serves great pizza and drinks!

Guest favorite

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 St. Thomas 00802, USVI

4.91 out of 5 average rating, 370 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 is a newly renovated private villa with 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. If Villa Bali is booked I also have other villas available.

An overhead view captures a cozy scene of two individuals lying on a bed, hands touching a glass floor opening. Natural light enters from nearby doors, illuminating the room. A laptop rests on a bedspread, contributing to the inviting atmosphere of relaxation.

Resort in San Pedro

4.73 out of 5 average rating, 45 reviews

1 Bed Overwater Cabana (Duplex) w/ private pool.

The overwater cabana features glass floor openings in every room. A full length patio deck equipped w/ a private plunge poo, swings, and hammocks. A full kitchen and living room combo with views of beautiful ocean. Every room has wifi, cable, AC, king beds resting upon Belizean hardwood furnishings, and pull out mattresses available upon request. Room service available and a continental breakfast is included. 5 minutes away from downtown San Pedro. Experience overwater

Guest favorite

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, 279 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! If Villa Salt Life is booked, don't worry! I also have other villas that may be available.

Top guest favorite

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, 257 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. This is the one! If Villa Latitudes is booked, don't worry! I also have other villas that may be available.

Guest favorite

A sunlit pool area features a large swimming pool surrounded by lounge chairs and umbrellas. Palm trees sway in the breeze, providing a tropical backdrop. The atmosphere is enhanced by bright green and blue accents, inviting relaxation in a vibrant outdoor setting.

Resort in East End

4.93 out of 5 average rating, 27 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

Guest favorite

A serene beach scene features several beach chairs arranged under thatched umbrellas. Soft sand extends toward calm waters, where gentle waves reflect the warm glow of a setting sun. The backdrop includes palm trees and distant hills, enhancing the tranquil coastal atmosphere.

Resort in VI

4.85 out of 5 average rating, 101 reviews

Beachfront Resort Studio, Pool & Swim Up Bar

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.