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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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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, 100 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

Guest favourite
Resort in Potrero
5 out of 5 average rating, 32 reviews

Resort-Style Stay w King Suite + Pool| Near Beach

Escape to a thoughtfully curated king suite designed just for two. Natural wood accents, cozy lighting, and cool A/C create the perfect vibe for restful nights and slow mornings in paradise. Lounge by the sparkling resort-style pool, challenge each other to arcade games or mini golf in the Spaceship-themed game room, and don’t forget to visit the exotic birds in the sanctuary. With three soft-sand beaches and great local dining just minutes away, your dream Costa Rica vacation comes to life here

Guest favourite
A private terrace features a dining table set for two with clear ocean views. Tropical greenery surrounds the space, enhancing the picturesque setting against the vibrant blue waters and distant islands. Soft light illuminates the area, creating a serene atmosphere.
Resort in East End
4.84 out of 5 average rating, 198 reviews

Point Pleasant USVI - Villa Songsaa - Waterfront

Elevated above the tropical landscape in a glorious oceanfront setting, this recently renovated private villa seamlessly blends the best of Caribbean aesthetics with a captivating interior design. This villa offers breathtaking panoramic views of Pineapple Beach, St. John, and the British Virgin Islands. Steps from the beach, Its surrounded by spectacular ocean vistas and and refreshed by the gentle caress of trade winds. If this is booked we may have other villas available for your enjoyment.

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
4.88 out of 5 average rating, 290 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, 495 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, 452 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.

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
4.82 out of 5 average rating, 112 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.

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, 393 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 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, 293 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
A large swimming pool is framed by palm trees and lounge chairs, providing a relaxing space. A wooden pergola stands in the background, offering shade for outdoor dining. The vibrant blue sky complements the inviting atmosphere of the resort.
Resort in San Pedro
4.89 out of 5 average rating, 36 reviews

Bella Vista Resort Belize/Tarpon / in San Pedro

Bella Vista Resort Belize, one of a kind experience in Ambergris Caye! Onsite Restaurant, Aji Tapa Restaurant & Bar. The BEST neighborhood in Ambergris Caye. Amenities offered at the resort are: * Complimentary airport or water taxi pick up (one round trip) in San Pedro Town. *Complimentary coffee and water, beach towels, on site concierge, *Complimentary bikes, kayaks and Paddle Boards! * A welcome drink, on arrival! *Concierge and Tour Services

Top 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, 274 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.

Popular amenities for resort rentals in Caribbean Sea

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly resort rentals

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
4.96 out of 5 average rating, 28 reviews

Eagle Bliss At Pearl Aruba

Superhost
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
4.67 out of 5 average rating, 9 reviews

Morningside Beach Villa

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
4.95 out of 5 average rating, 44 reviews

Beachfront SUITE: Infinity Bay Spa Resort + Staff

Guest favourite
Resort in El Valle-Rincon Trail
5 out of 5 average rating, 12 reviews

Coffee Tree House - Dominican Tree House Village

Guest favourite
A large swimming pool is surrounded by lush greenery, with several sun loungers positioned around its perimeter. Elegant statues are featured on either side, and a well-maintained patio area enhances the inviting atmosphere. The surrounding buildings are designed in a classic style.
Resort in Alajuela
5 out of 5 average rating, 18 reviews

Complejo Turistico encantador con piscina

Superhost
A pathway lined with green railings leads to an arched entrance adorned with flowers. Flanking the entrance are tall palm trees and well-maintained gardens, offering a welcoming approach to the building's facade featuring large windows and balconies.
Resort in Ocho Rios
4.58 out of 5 average rating, 50 reviews

Ocho Rios SandCastles Resorts # C9

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
4.89 out of 5 average rating, 28 reviews

Margaritaville St. Thomas-Luxury Beach Vacation

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, 244 reviews

Superb room at Cancun’s top beach.

Resort rentals with a pool

A soaking tub is filled with bubbly water and adorned with colorful flowers floating on the surface. The tub is set against a wooden floor and complemented by a wall-mounted fixture, with decorative candles placed above, creating a serene ambiance.
Resort in Belize City
4.75 out of 5 average rating, 16 reviews

Seaside Cabanas- Avocado

Superhost
A three-story building features elegant architectural details, emphasizing columns and a charming lighthouse structure. Soft, warm lighting illuminates the exterior, creating a welcoming atmosphere. Surrounding palm trees and neatly trimmed greenery enhance the natural beauty of the beachfront setting.
Resort in San Pedro
5 out of 5 average rating, 8 reviews

Lighthouse Beach Villa Arrecife #6

A refreshing pool is framed by a wooden deck, surrounded by palm trees swaying gently in the breeze. Sun loungers are positioned nearby, and a thatched-roof structure can be seen further back, complementing the coastal scenery by the ocean.
Resort in San Pedro
4.73 out of 5 average rating, 51 reviews

Caribbean Villas -Lofted Suite

Resort in Oranjestad
4.76 out of 5 average rating, 38 reviews

La Cabana Beach Resort & Casino - Studio

Superhost
A thatched-roof palapa serves as the central gathering area, featuring wooden seating and hammocks for relaxation. The bright blue swimming pool reflects the sky and is surrounded by tropical palm trees. Sun loungers are positioned around the pool for guest comfort.
Resort in Kralendijk
4.73 out of 5 average rating, 11 reviews

2-bedroom villa Windhoek Resort

The upper section showcases a beachfront area with cabanas draped in white fabric, surrounded by palm trees against a clear blue sky. The lower section reveals a bright sleeping area featuring a spacious bed with blue accents and modern furnishings, illuminated by natural light from large windows.
Resort in Puerto Plata
5 out of 5 average rating, 3 reviews

Enjoy VIP perks @ Lifestyle Holidays Vacation Club

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
5 out of 5 average rating, 7 reviews

Lost Marble Villas - 12 - 2 per individual cabin

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

Beachfront Bliss | Pools, Yoga, Cruises & Dining

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 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
4.58 out of 5 average rating, 48 reviews

Ocean View 3-Bedroom Suite - 5* Beachfront Resort

Guest favourite
A balcony overlooks the beach and ocean, featuring two rattan chairs placed on a tiled surface. Lush green hills line the coastline, with the waves gently breaking on the shore and a glimpse of the sandy beach visible below.
Resort in Jaco
5 out of 5 average rating, 10 reviews

BEACHFRONT CONDO At Croc’s Resort & Casino

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

A spacious suite features a modern design with natural stone walls and soft lighting. A soaking tub is positioned beside a large window, offering a view of the sitting area furnished with bright orange chairs and colorful pillows. Light filters through sheer curtains.
Resort in Puerto Plata
4.85 out of 5 average rating, 13 reviews

Lifestyle Suite Vip Gold All Inclusive Included

Superhost
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
4.5 out of 5 average rating, 4 reviews

Starry Nights @ The Blue Bahia Resort in Sandy Bay

A spacious studio room features a large king-size bed adorned with decorative pillows. A wooden desk is positioned against the wall, complemented by a comfortable chair. A flat-screen television is mounted above the desk, and soft lighting creates a serene atmosphere. In the background, a small sitting area is visible.
Resort in Sosúa
4.9 out of 5 average rating, 10 reviews

Luxury Studio - Cabarete

Destinations to explore