Resort holiday rentals in West Indies

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Top-rated resort stays in West Indies

Guests agree: These resort stays are highly rated for location, cleanliness and more.

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Guest favourite

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, 305 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.

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, 139 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

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, 303 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.

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, 511 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.

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, 403 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.

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, 288 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.

Guest favourite

A serene beach scene is captured at twilight, with gentle waves lapping at the shore. Rows of palm trees line the beach, and colorful buildings are visible in the background, framed by a vibrant purple sky.

Resort in East End

5 out of 5 average rating, 5 reviews

Caribbean Getaway at Wyndham Elysian Beach Resort

Located on the eastern end of St. Thomas, discover an unforgettable retreat on a private beach. Enclosed by palm-shaded hills and overlooking its own yacht-filled cove, this resort provides a full array of amenities and water activities — both above and below the sea. Wyndham Elysian Beach Resort | King Balcony Suite • Size: 388 sq. ft • Kitchen: Partial • Baths: 1 • Accommodates: 2 Guests • Beds: King Bed - 1 (Bedding configuration varies - Queen bed, or 2 Doubles)

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.

Guest favourite

Resort in Daseys

4.96 out of 5 average rating, 50 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.

Guest favourite

A sandy beachfront area is depicted, framed by palm fronds and thatched umbrellas. Lounge chairs are positioned on the sand, providing a relaxing spot near the clear blue water. A person can be seen wading into the gentle waves, emphasizing the tranquil beach setting.

Resort in Negril

4.73 out of 5 average rating, 11 reviews

Morningside Beach Villa

Our Morningside Villa is part of SeaSand Eco Villas Property. Soon Soon a 3 bedroom, Native Son a 4 bedroom and Otherside a 2 bedroom which is beside Morningside Villa. The property is on the beachside and a sandy path from your Villa to the beach is just steps away. This Villa has no kitchen but has a full fridge, coffee station, kettle and microwave. We also have an outdoor grill where Fitzroy can grill something up for you.

Superhost

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

4.84 out of 5 average rating, 114 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.

Guest favourite

An outdoor area features a sparkling pool surrounded by wooden loungers, set within a tropical landscape. Lush greenery and trees provide shade, while a rustic cabin with a red roof is visible in the background. Bright blue skies and a hint of the beach complete the scene.

Resort in Braco

4.9 out of 5 average rating, 10 reviews

Lost Marble Villas - 12 - 2 per individual cabin

The whole group will be comfortable in this spacious and unique space…we have 6 individual upscale 400 Sq feet cabins (please note our rates are per cabin! DOUBLE OCCUPANCY) on a milk white sand beach in Braco Trelawny Jamaica..King bed, large bathrooms, coffee station + living area and large balcony overlooking the pristine beach- reception area with a commissary + restaurant and bar.