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Vacation rentals with a pool in Culebra

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Top-rated rentals with a pool in Culebra

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
An in-ground saltwater pool is surrounded by a coral-stone patio, providing views of the ocean and green landscape. Beige lounge chairs are arranged nearby, and a railing offers a secure boundary while showcasing the expansive horizon beyond.
Apartment in Vieques
4.98 out of 5 average rating, 125 reviews

1BR/E - Walk to Beach/Spectacular Ocean View/Pool

"Villa del Sol" is a delightful, modern villa with our 2BR apartment upstairs and two spacious 1BR apartments below. Perched up high with panoramic views of the ocean, it is just a 5-minute walk from two secluded beaches. Fully gated, it has a paved drive and parking, and an in-ground pool. This charming 1BR apartment has high quality furniture and furnishings, a fully equipped kitchen, a large bedroom, flatscreen TV, WIFI & AC. * * * CLICK ON "Show More" BELOW TO CONTINUE THE DESCRIPTION * * *

Guest favorite
A private plunge pool is surrounded by wooden decking, with a gentle waterfall feature adding a soothing sound. Lush green mountains and the turquoise bay are visible in the background, framed by colorful clouds at sunset.
Home in Culebra
4.97 out of 5 average rating, 156 reviews

Casa Anya @ Hilltop (private infinity plunge pool)

Imbuing Culebra’s magic with passionate India, Kavita’s native land, Casa Anya wraps you in contemporary airy spaces caressed by Indian linen. Savor bay and lush mountain vistas from a soothing rainfall grotto shower leading to a private plunge pool, and a full kitchen for romantic dining. Sliding doors to the deck invite in sunsets, stars, and enchanting breezes with chirping coquís. Fall into a king bed, and wake to pink dawns. Anya means grace in Hindi; let it grace your Caribbean dreams.

Top guest favorite
The open living space features a well-equipped kitchen with wooden cabinetry and a sink. A comfortable sofa is positioned next to large sliding doors that lead to an outdoor area. Ceiling fans and natural light enhance the inviting ambiance.
Villa in Vieques
5 out of 5 average rating, 102 reviews

At The Waves - Ocean Front Villa 1 bed/1 bath unit

At The Waves is a beautiful beachfront rental villa complex located in Santa Maria Playa, next to the north shore garden district of Bravos de Boston and Isabel Segunda. We have 5 units in total. This unit is a 1 bedroom/1 bathroom, with a queen size bed and is fully equipped. It has, a refrigerator, stovetop, microwave, coffee maker, dishwasher, dishes, utensils, cookware, and more. There is an air conditioner in the bedroom, ceiling fans in all rooms. ASK ABOUT LONG TERM STAY DISCOUNTS.

Top guest favorite
A charming casita with large glass doors opens to a private plunge pool and a wooden deck. The surrounding area features lush tropical greenery under a bright sky, creating a serene environment for relaxation.
Cabin in Culebra
4.96 out of 5 average rating, 132 reviews

Casita Agua @ Campo Alto

Relax and refresh at this unique and tranquil island getaway. Set in the tropical hillside of Mount Resaca, Casita Agua at Campo Alto is the perfect escape while visiting our beautiful island! Spend your days adventuring and your evenings relaxing in the pool. Our casita provides the perfect space for single travelers or couples looking to get away from it all! This studio unit features a private plunge pool, queen bed, kitchenette and custom bath. Casita Agua has a backup water cistern.

Top guest favorite
The outdoor patio features four white chairs positioned around a coffee table, overlooking a stunning view of the pool. Lush greenery surrounds the area, and sunlight casts soft shadows on the stone floor, enhancing the serene atmosphere.
Villa in Culebra
4.88 out of 5 average rating, 149 reviews

Casa Sunny

NEW immaculately kept saltwater pool. House sleeps 6. Two queen bedrooms and one bedroom with 2 twin bed and one bathroom. Beach amenities. You only need to bring clothes and shoes, a toothbrush and toothpaste (or get that here), we have everything else ready for you! Our TouchStay guest guide includes trip planning support with links to ferry tickets and flight options with a map to all the places you need to know about on the island. Ask us for the perfect 2- or 3-night trip recommendation!

Guest favorite
A spacious outdoor pool area features a large table and reclining chairs overlooking lush greenery and the Caribbean Sea. The scene is framed by bamboo shades, creating a relaxed atmosphere. The distant views include the Vieques National Wildlife Refuge and a tranquil sky.
Cottage in Vieques
4.99 out of 5 average rating, 107 reviews

Private Pool Bar with Panoramic View! 5* A/C, WiFi

Designed as a private paradise for two adults only, Bonita Vista is centrally located and easy to get to, yet very private. This new hillside retreat features a large covered pool bar with breathtaking views overlooking the Vieques National Wildlife Refuge and the Caribbean Sea. Artifacts from the sugar cane era offer connection to Vieques history. An afternoon poolside slips easily into sunset cocktail hour and dinner from the grill, a swim under the stars or magical moonrise over the bay!

Superhost
A striking view of the concrete loft is framed by vibrant tropical plants and a large palm frond. The entrance is visible through lush foliage, showcasing the property's natural integration with its surroundings.
Loft in Vieques
4.86 out of 5 average rating, 216 reviews

Eco Hideaway with Ocean Views and Private Patio

This tropical hideaway, designed by acclaimed architect John Hix, is a tranquil oasis perched atop a breezy hill with breathtaking views of the Atlantic Ocean to the north and the Caribbean to the south. The loft features a private terrace, open-air shower, well-equipped kitchen, high thread count sheets, oversized plush towels, strong WiFi, and a uniquely beautiful shared pool. Despite the privacy of the property, Vieques' best beaches, restaurants, and trail heads are minutes away.

Top guest favorite
A plush outdoor deck features a refreshing plunge pool surrounded by lush greenery and tropical plants. Shade is provided by a large umbrella, while serene sunlight filters through the foliage, creating a tranquil atmosphere for relaxation.
Vacation home in Vieques
4.98 out of 5 average rating, 131 reviews

Casa Borinquen

This homey vacation rental is a brand new construction and is a great place to enjoy the outdoors. The interiors feature a modern design, a full kitchen, full bathroom, outdoor shower, and sleeps 3 people. Listen to the sound of the coquis at night and enjoy the tropical breve e, relaxing in the beautiful plunge pool or grilling on the outdoor deck, surrounded by lush palms, fruit trees (breadfruit, lemons, bananas, plantains, cashews), and herbs (mint, sweet peppers, oregano).

Top guest favorite
The master bedroom features a spacious king bed with luxury linens, complemented by a light-colored comforter. Large sliding doors lead to the pool deck, while vaulted wooden ceilings enhance the room's open feel. A modern fan and bedside lamps provide additional comfort.
Cottage in Vieques
4.99 out of 5 average rating, 232 reviews

Casa Corona - Amazing Views, Pool, Close to Beach

Experience this newly renovated home with constant ocean breezes and breathtaking views of the Corona Reef, Culebra and the "Big Island." This cozy cottage offers 'casual luxury' with premium furnishings and cool, comfortable linens and fabrics. Enjoy the ocean-facing plunge pool and outdoor shower. Located just past the former W Resort on a private fenced/gated lot that's minutes from everything (airport, ferry, restaurants, beaches and shopping).

Top guest favorite
The exterior of the Coco Loco guesthouse is showcased with vibrant colors and a large terrace offering shade. A Puerto Rican flag gently waves above the building, which features multiple balconies adorned with bright blue chairs. A decorative sign reading 'Coco Loco' is prominently displayed in front.
Guest suite in Vieques
4.97 out of 5 average rating, 267 reviews

Esperanza Studio, Pool, Walk to Beach & Top Food

- Adults Only (18+) - Pool Hours 7am–7pm - Max 2 Adults (No Visitors) - AC, Hot Water, Queen Bed, TV - Private Bathroom, Big Room - Beach Towels, Chairs, Snorkel Gear - Locked Soundproof Door & Curtain (Adjoins Owner’s Unit) - No Pets/No Smoking - Quiet Hours: 10pm–6am Private outdoor entrance to your room & bathroom. Comfy queen bed! We love this space & often reserve it for our adult family as it's next to the owner's unit. :-)

Superhost
A serene outdoor space features two comfortable chairs beside a circular plunge pool. Bamboo fencing provides privacy while offering views of the lush landscape and Caribbean Ocean under a bright blue sky with fluffy clouds.
Loft in Culebra
4.77 out of 5 average rating, 162 reviews

Butterfly Loft (AC & Plunge Pool)

Find yourself nestled in lush vegetation with stunning views of the Caribbean Ocean Here, you can enjoy nature, luxury, comfort while being less than 10 min away from the beach, museum and city center. A great location for you to discover the 🏝 Enjoy privacy, tranquility, cocktail hours by the plunge pool and experience breathtaking sunsets

Guest favorite
A balcony with a round table and two striped chairs offers expansive views of the ocean and surrounding hills. The turquoise water reflects the blue sky, creating a serene atmosphere. An unoccupied bowl and a smartphone rest on the table's surface.
Apartment in Culebra
4.92 out of 5 average rating, 100 reviews

Seaview Modern Haven: Work & Unwind in Culebra

Discover a serene escape with our modern apartment boasting breathtaking ocean views in Culebra. Ideal for couples and professionals, enjoy luxury comfort with a king bed, Starlink Wi-Fi, and a sunset-ready balcony. Dive into the community pool or stay active with on-site fitness gear. Your coastal work-play paradise awaits!

Popular amenities for Culebra rentals with a pool

Quick stats about vacation rentals with a pool in Culebra

  • Total rentals

    30 properties

  • Nightly prices starting at

    R1,214 ZAR before taxes and fees

  • Total number of reviews

    4.9K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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