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Vacation rentals with a pool in Culebra

Find and book unique homes with a pool on Airbnb

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 favourite
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, 162 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 favourite
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, 103 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.

Guest favourite
An outdoor deck area features a hammock suspended between two structures, inviting relaxation amid lush greenery. A small kitchen with a microwave and mini-fridge is visible, along with a dining table surrounded by chairs, all set in a tranquil garden setting.
Tiny homes in Vieques
4.95 out of 5 average rating, 185 reviews

Baez Haus Tiny Treehouse at Finca Victoria

This tiny treehouse is located at the lovely Finca Victoria in Vieques— finca-victoria .com. Set on the magical island of Vieques, this unit gives you all the fun of a treehouse and the unique floor plan of a tiny house! The first floor has a deck surrounded by a garden with a kitchen, bathroom, closet, and outdoor shower. Upstairs you'll find a queen-sized bed, and a beautiful balcony with an amazing ocean view. Complimentary yoga and vegan, Ayurvedic breakfast are included in your stay.

Top guest favourite
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, 138 reviews

Water House @ 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.

Guest favourite
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!

Superhost
Loft in Vieques
4.86 out of 5 average rating, 221 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 favourite
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, 133 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 favourite
A clear blue pool is seen in the foreground, equipped with a floating basketball hoop. Lush greenery and palm trees surround the pool area, leading to a two-story building in the background. The space is inviting, showcasing a shared outdoor environment.
Tiny homes in Vieques
4.95 out of 5 average rating, 349 reviews

Esperanza Casita, Pool, Walk to Beach & Top Food

- Adults Only (18+) - Pool Hours 7am–7pm - Max 2 Adults (No Visitors) - Cold AC & Hot Water - New Queen Bed, TV, Microwave, Small Fridge - Beach Towels, Chairs, Snorkel Gear - No Pets / No Smoking - Small Bags Recommended (Most Bags Fit Under Bed) - Quiet Hours: 10pm–6am Just 1.5 blocks from beaches, top restaurants & music. Relax after a day in the sun or enjoy a night out. For 20+ years, Coco Loco has been the choice for the perfect adult getaway.

Top guest favourite
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, 238 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).

Guest favourite
An aerial view of a modern villa is presented, showcasing a private infinity pool surrounded by a spacious deck. Lounge chairs are positioned near the water's edge, with rocky landscaping and lush greenery completing the serene outdoor setting against a clear blue sky.
Villa in Flamenco
5 out of 5 average rating, 101 reviews

Oceanview Glamping at Flamenco w. private pool

Oceanview Villa with private infinity pool Views! Views! Views! Punta Flamenco-Glamping concept is all about breathtaking ocean views, beaches and simple luxuries within nature. Perched on the hillside of Flamenco Beach within the exclusive Punta Flamenco estate, the Glamping is a serene getaway designed for relaxation, privacy, and unforgettable views.

Top guest favourite
A private courtyard is depicted with two chaise lounges beside a small pool. A red umbrella provides shade over a round table, while a spacious outdoor kitchen is visible in the background, surrounded by lush greenery and palm trees.
Guesthouse in Vieques
4.97 out of 5 average rating, 151 reviews

Vieques casita with pool walk to ferry

For adults only intown lovely One bedroom casita walking distance to everything, bank,post office, stores and restaurants, walk to the ferry boat . two blocks from sea glass beach. Your own pool .this is a strict non smoking Located in the middle of lovely town of Isabelle in a compound of rentals sorry no children allowed , cats live outside on property

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
4.78 out of 5 average rating, 165 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

Popular amenities for Culebra rentals with a pool

When is the best time to visit Culebra?

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Avg. price$189 CAD$183 CAD$242 CAD$196 CAD$196 CAD$199 CAD$200 CAD$199 CAD$175 CAD$178 CAD$181 CAD$183 CAD
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Quick stats about vacation rentals with a pool in Culebra

  • Total vacation rentals

    Explore 30 vacation rentals in Culebra

  • Nightly prices starting at

    Culebra vacation rentals start at $98 CAD per night before taxes and fees

  • Verified guest reviews

    Over 4,910 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Wifi availability

    30 of Culebra vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Culebra rentals

  • 4.8 Average rating

    Culebra stays are highly rated by guests—averaging 4.8 out of 5!

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