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Holiday rentals with a pool in Isla de Culebra

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Top-rated rentals with a pool in Isla de Culebra

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

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Guest favourite
A bright sleeping area features a spacious bed with crisp white bedding, flanked by two stylish mirrors. A light grey sofa with plush cushions sits in the foreground, contributing to a relaxed atmosphere. Natural light filters in through a nearby window.
Apartment in Culebra
4.9 out of 5 average rating, 87 reviews

Costa Bonita Suite Culebra

Nuestra suite elegantemente decorada con un estilo costero, tonos suaves y muebles comodos que invitan a la relajacion. La cocina totalmente equipada te permite preparacion de tus comidas favoritas. El balcon es el lugar perfecto para disfrutar de comidas al aire libre con mesa para 4 personas. Cuenta con cama king size, sofa cama queen y smartTV 55’’. El complejo ofrece piscina comunitaria y muelle privado para dejar y recoger pasajeros. Todo nuevo para que disfruten de una estadia inolvidable

Top Guest favourite
Apartment in Vieques
4.98 out of 5 average rating, 134 reviews

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

"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, 175 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.

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
4.95 out of 5 average rating, 148 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 dedicated plunge pool, queen bed, kitchenette and custom bath. Casita Agua has a backup water cistern.

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
4.99 out of 5 average rating, 108 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
An expansive heated saltwater pool is set against a backdrop of turquoise ocean waters and a clear blue sky. Tall palm trees sway gently in the breeze, framing the scene. Lush greenery is visible along the coastline, enhancing the serene environment.
Home in Vieques
4.98 out of 5 average rating, 109 reviews

Surf Side, Private Salt Water Pool, Ocean View

Across from the turquoise waters of the Atlantic Ocean and a short walk to La Chata Beach, you’ll find Surf Side House, with an expansive ocean view, and the main island of Puerto Rico and the sister island of Culebra as your backdrop. Located in Bravos de Boston on Vieques’ North Shore, this peaceful, private single family home features air conditioned bedroom with king size bed, two bathrooms with showers, one outdoor shower and a private heated salt water pool. Maximum occupancy 2 adults.

Top Guest favourite
A refreshing saltwater dipping pool is featured, with clear blue water reflecting sunlight. In the background, expansive ocean views are visible, framed by lush greenery. A small deck area is equipped with two white chairs, offering a serene spot to relax and enjoy the scenery.
Villa in Culebra
5 out of 5 average rating, 66 reviews

Secluded Villa with Stunning Views & Dipping Pool

Villa Melones is located on a one-acre property high above Melones Beach. Enjoy breathtaking ocean views and spectacular sunsets throughout this 3BR/3.5BA home that features large covered deck for lounging and dining, full kitchen, spacious well decorated bedrooms with ensuite bathrooms and a beautiful refreshing dipping pool. Villa Melones is conveniently located just a five minute drive from town while still enjoying the privacy and seclusion that travelers desire on their island getaway.

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, 150 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
An open living space is presented, featuring a small dining table with two light gray chairs. A sliding door separates the living area from the bedroom, which includes a spacious bed. Natural light fills the room, with artwork displayed on the wall.
Condo in Culebra
4.87 out of 5 average rating, 46 reviews

Beautiful Coast Villa-Culebra

Beautiful and spacious one-bedroom villa with private balcony and access to the complex pool, nestled within the exclusive Costa Bonita complex on the enchanting Culebra Island, home of Flamenco Beach. The villa is equipped with two queen beds, making it suitable for accommodating a maximum of 4 guests. The space features a fully equipped kitchen with a refrigerator, stove, microwave, Nespresso coffee maker, dining table, and 55” Smart TV unit. Villa with two beach chairs and cooler.

Guest favourite
An infinity pool overlooks the Caribbean Sea, offering expansive views of the water and distant islands. Sunlight sparkles on the surface of the clear blue water. Lush greenery frames the edge of the pool area, creating a serene atmosphere.
Home in Playa Sardinas I
4.74 out of 5 average rating, 43 reviews

Breathtaking Oceanfront Vistas by the Reef

Escape to your own Caribbean paradise at our cliffside retreat overlooking one of Culebra’s coral reefs. Sip cocktails by the infinity pool as the sun sets over turquoise waters, then stroll down to the beach for snorkeling among colorful fish and sea turtles. Thoughtfully designed indoor/outdoor living spaces, fully equipped kitchen and panoramic views from every room make this home a serene haven for couples, families & friends seeking both relaxation and adventure.

Top 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, 112 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
4.77 out of 5 average rating, 179 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 Isla de Culebra rentals with a pool