Resort vacation rentals in Caribbean

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Top-rated resort rentals in Caribbean

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

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Guest favorite

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, 302 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 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, 510 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.

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 East End

4.9 out of 5 average rating, 400 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.

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

Guest favorite

A modern resort building is framed by lush greenery and palm trees. Pathways lined with manicured shrubs lead to the entrance, set against a bright blue sky. Balcony spaces are visible on the upper levels, providing views of the surrounding tropical landscape.

Resort in Long Bay Hills

4.94 out of 5 average rating, 36 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.

Guest favorite

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 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, 287 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.

Superhost

A clear swimming pool is surrounded by lounge chairs and umbrellas in vibrant colors. Palm trees sway gently in the breeze, with the resort buildings visible in the background. The sun reflects off the water, creating a serene atmosphere.

Resort in East End

4.92 out of 5 average rating, 25 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 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 favorite

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.

A comfortable bedroom features a spacious bed adorned with decorative pillows. A basket of neatly rolled towels sits at the foot of the bed. Natural light filters through the partially open curtains, highlighting a glimpse of the ocean view beyond the private balcony.

Resort in Puerto Plata

5 out of 5 average rating, 4 reviews

The Tropical Hotel: Sleeps 2-4, All-Inclusive

Enjoy a luxurious, care-free holiday! The Tropical Hotel is the center piece of the Lifestyle Resort. Enjoy breezy, comfortable rooms in the Caribbean, just steps from the beach! Our 5-star resort is all-inclusive. After breakfast head to one of 6 beaches or 12 pools. Enjoy dinner at any of the 9 restaurants and 2 buffets. Our VIP membership gets you great prices and VIP perks.