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Holiday 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
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, 126 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 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, 159 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, 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 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, 136 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!

Guest favourite
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, 109 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
Loft in Vieques
4.86 out of 5 average rating, 218 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.
Holiday home in Vieques
4.98 out of 5 average rating, 132 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
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, 235 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 favourite
A vibrant two-story building is showcased, featuring a Puerto Rican flag prominently displayed. The exterior is painted in refreshing shades of teal and white. Lush greenery surrounds the property, with a stylish overhang and colorful umbrellas visible, emphasizing a welcoming atmosphere for guests.
Apartment in Vieques
4.99 out of 5 average rating, 207 reviews

Esperanza 1 BR Apt, Pool, Walk to Beach & Top Food

- Adults Only (18+) - Pool Hours 7am–7pm - Max 2 Adults (No Visitors) - 2 AC’s & Hot Water - Queen Bed w/ AC & TV - Beach Towels, Chairs, Snorkel Gear - No Pets / No Smoking - Quiet Hours: 10pm–6am Just 1.5 blocks from beaches & restaurants. Relax after a long day in the sun or enjoy a night out nearby. For 20+ years, guests have chosen Coco Loco for the perfect adult getaway

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, 100 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.

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$239 NZD$232 NZD$306 NZD$248 NZD$248 NZD$251 NZD$253 NZD$251 NZD$221 NZD$225 NZD$228 NZD$232 NZD
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Quick stats about holiday rentals with a pool in Culebra

  • Total holiday rentals

    Explore 30 holiday rentals in Culebra

  • Nightly prices starting at

    Culebra holiday rentals start at $124 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,910 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Wi-Fi availability

    30 of Culebra holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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