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Resort holiday rentals in Caribbean Sea

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Top-rated resort rentals in Caribbean Sea

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

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Guest favourite
An outdoor dining area overlooks the ocean, featuring light blue chairs and white tables set with decorative plates and vibrant centerpieces. The glass railing provides unobstructed views of the turquoise waves, while large umbrellas offer shade from the sun against a clear, blue sky.
Resort in Cancún
4.93 out of 5 average rating, 27 reviews

Sandos Cancun Adults-only All-inclusive VIP access

🌴 VIP Adults-Only All-Inclusive Escape at Sandos Cancun! 🌴 ‼️MESSAGE ME BEFORE BOOKING‼️ Adults-Only All-Inclusive Beachfront Getaway – Perfect for Couples, Friends & Solo Travelers! ✨ Why Book With Me? ✔️ VIP Black Wristbands - the HIGHEST level access at the resort ✔️ Access to exclusive areas and premium drinks ✔️ SuperHost with over 1,500 five-star reviews ✔️ Top-tier service ⚠️ Important Info: 🔞 This is an adults-only resort. Guests must be 18+ ‼️PLEASE READ THE ENTIRE DESCRIPTION‼️

Top guest favourite
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
4.99 out of 5 average rating, 110 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 12+years for children applies We offer a rental SUV exclusively to our guests at $75usd per day

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, 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 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, 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.

Top guest favourite
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, 467 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 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, 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.

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
4.75 out of 5 average rating, 48 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 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! If Villa Salt Life is booked, don't worry! I also have other villas that may be available.

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 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, 285 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, 24 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

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, 113 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.

Popular amenities for resort rentals in Caribbean Sea

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly resort rentals

Top guest favourite
A spacious outdoor pool area is surrounded by palm trees and lounge chairs. Two structures with fountains are visible in the pool, which is directly connected to a shallow area. A shaded pavilion with seating is positioned to the right, offering a relaxing atmosphere.
Resort in Noord
4.97 out of 5 average rating, 34 reviews

Eagle Bliss At Pearl Aruba

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
4.82 out of 5 average rating, 114 reviews

Bungalow with ocean view at La Princesa de la Isla

Top guest favourite
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
4.96 out of 5 average rating, 45 reviews

Beachfront SUITE: Infinity Bay Spa Resort + Staff

Superhost
A room is presented featuring a spacious bed with white linens, flanked by two wooden side tables with wall-mounted lamps. Large sliding doors offer access to a private balcony, with natural light illuminating the light blue walls and tiled floor.
Resort in San Pedro
4.61 out of 5 average rating, 116 reviews

Deluxe Standard Room 1B on the beach

Superhost
Hotel room in Grand Case
5 out of 5 average rating, 4 reviews

Beachfront Bliss | Pools, Yoga, Cruises & Dining

Superhost
A serene beach scene features soft white sand under a clear blue sky. A sailboat is anchored in the calm turquoise waters, while a palm tree casts a gentle shadow on the sand, evoking a sense of tranquility and relaxation by the ocean.
Resort in Cancún
4.76 out of 5 average rating, 249 reviews

Superb room at Cancun’s top beach.

Guest favourite
An aerial view captures the expansive, sandy beach lined with palm trees, leading to the calm turquoise waters of the Caribbean. The resort buildings feature terracotta roofs, blending into the natural landscape. The serene sea gently laps at the shore, enhancing the tranquil setting.
Resort in Playa del Carmen
4.78 out of 5 average rating, 27 reviews

Sandos Playacar book through a Royal Elite member

Top guest favourite
A refreshing pool is surrounded by lounge chairs and features a shaded cabana with thatched roofing. The area offers views of the lush greenery and the ocean in the distance, creating a serene setting for relaxation by the water.
Resort in West End
5 out of 5 average rating, 37 reviews

Seagrape Plantation – Ocean View Pool in West End

Resort rentals with a pool

Top guest favourite
A spacious pool area is surrounded by tall palm trees and lounge chairs, providing plenty of relaxation spots. The turquoise water of the pool is complemented by a whirlpool. Blue umbrellas offer shade to guests enjoying the tropical ambiance.
Resort in Grace Bay
5 out of 5 average rating, 43 reviews

Villa Renaissance Poolside 1BR - Peloton Bike

Resort in St. Thomas
4.86 out of 5 average rating, 7 reviews

Limetree Beach Resort By Wyndham - Studio

A modern living and dining area features a wooden dining table set for a meal, a comfortable gray sofa with decorative cushions, and a stylish side table. Large glass doors provide a view of the ocean, while a light blue wall complements the coastal decor.
Resort in Cabarete
4.59 out of 5 average rating, 49 reviews

Ocean View 3-Bedroom Suite - 5* Beachfront Resort.

Superhost
A spacious bed is situated against a mural depicting underwater scenes with a whale and colorful fish. Soft lighting from two bedside lamps enhances the serene atmosphere, while wooden accents complete the natural aesthetic of the room.
Resort in Puerto Jiménez
4.56 out of 5 average rating, 32 reviews

Pool side room - Cabinas Jimenez

Superhost
Resort in San Pedro
5 out of 5 average rating, 8 reviews

Lighthouse Beach Villa Arrecife #6

A wooden walkway extends over water to a thatched-roof building, reflecting in the calm surface. Lush greenery surrounds the structure, while a bright blue sky complements the tranquil setting.
Resort in Playa del Carmen
5 out of 5 average rating, 7 reviews

2BR Villa Riviera Maya Grande Luxxe FREE GOLF

Resort in Playa del Carmen
5 out of 5 average rating, 3 reviews

Sandos Caracol Nature Resort +All Inclusive Fees

Two individuals are seen paddling a kayak on a calm body of water, both wearing bright safety vests. In the background, a line of tall trees with expansive branches offers shade along the shoreline, while the water reflects a clear blue sky.
Hotel room in Belize City
5 out of 5 average rating, 3 reviews

Seaside Cabanas - Golden Plum (BTB Gold Standard)

Resort rentals with a gym

A scenic view from a balcony captures a large, inviting pool surrounded by lounge chairs and palm trees. The serene beach and ocean are visible in the background, adding to the ambiance of the resort's outdoor space.
Hotel room in Montego Bay
4.56 out of 5 average rating, 88 reviews

Private Suite at Jewel Grande Montego Bay Resort

Superhost
The suite features a spacious bed with neutral-toned bedding. A tub sits in a corner, accompanied by textured walls and natural light. Woven armchairs and a round table with a sculptural centerpiece are positioned near the bed, enhancing the inviting interior design.
Resort in Cancún
5 out of 5 average rating, 3 reviews

All Inclusive One or Two Bedroom Beachfront Suite

A panoramic view of the resort showcases lush palm trees and an expansive pool area. The turquoise Caribbean Sea gently meets the white sands beyond the pool, while elegant lounge chairs are arranged around the water's edge. The sky is bright with scattered clouds.
Resort in Cancún
5 out of 5 average rating, 9 reviews

Westin Lagunamar - 2 bedroom - Cancun

A panoramic view of a sandy beach stretches along the coastline, framed by clear turquoise waters. Palm trees are visible in the foreground, while a range of tall buildings line the background. Sunbathers and umbrellas dot the beach, showcasing a vibrant coastal scene.
Resort in San Juan
4.67 out of 5 average rating, 3 reviews

Oceanview studio on the beach ESJ/Máre, free prkng

The image captures a tranquil coastal view, featuring clear blue waters gently lapping at a sandy shoreline. Lush tropical palms line the beach, while colorful buildings are visible in the background, set against a verdant hillside and a bright blue sky dotted with soft clouds.
Resort in East End
4.9 out of 5 average rating, 31 reviews

Margaritaville St. Thomas-Luxury Beach Vacation

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

An open floor plan is displayed, featuring a seating area with a sofa and coffee table. A dining area with tall chairs surrounds a kitchen island. Natural light enters through sliding glass doors, revealing views of greenery outside. A small bed is positioned in the corner.
Resort in Roatan
4.6 out of 5 average rating, 5 reviews

Starry Nights @ The Blue Bahia Resort in Sandy Bay

An aerial view of Morritt's Tortuga Club is showcased, highlighting its multi-story buildings along the shoreline. The clear turquoise waters reflect sunlight, revealing a sandy beach and a large gazebo extending into the water, surrounded by lush green vegetation of Grand Cayman Island.
Resort in East End
4.67 out of 5 average rating, 3 reviews

Morritts Tortuga Club Oceanfront 2BD/2BTH Sleep 6

Destinations to explore