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Holiday rentals with a pool in Culebra

Find and book unique homes with a pool on Airbnb

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 $121 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,520 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Culebra holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Culebra rentals

  • 4.9 Average rating

    Culebra stays are highly rated by guests—averaging 4.9 out of 5!

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 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
4.87 out of 5 average rating, 111 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

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, 202 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 exterior of Casa Tesoro features a whitewashed facade with a welcoming balcony and ceiling fans. A prominent sign with the name 'Casa Tesoro' is displayed at the entrance, surrounded by a gated fence, offering a private and secure ambiance.
Home in Vieques
4.99 out of 5 average rating, 152 reviews

Casa Tesoro-pool home. Walk to beaches/restaurants

Newly renovated home with constant ocean breezes and breathtaking views of the Caribbean Sea and Esperanza Keys. This home offers 'casual luxury' with premium furnishings and cool, comfortable linens and fabrics. We are located in the heart of Esperanza, no car is needed as we are less than a 5 minute walk to the Malecon, Restaurants and 2 minutes to the neighborhood Grocery store. Coco, Esperanza and Sun Bay beaches are a short walk away or enjoy your private pool, one of a few in Esperanza.

Top 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, 162 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!

Top 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
4.98 out of 5 average rating, 125 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!

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
4.97 out of 5 average rating, 175 reviews

Casa Borinquen

The perfect place to unwind and enjoy the outdoors. Designed with a modern touch, it features a fully equipped kitchen, full bathroom, outdoor shower, and accommodates up to 3 guests. Relax in the beautiful plunge pool, enjoy a barbecue on the terrace, and fall asleep to the soothing sounds of the coquí frogs, surrounded by lush tropical greenery. Sweet and friendly little cats may occasionally stroll through the outdoor areas, adding to the natural charm and warm ambiance of the property.

Top Guest favourite
A modern villa with expansive balconies overlooks a serene infinity pool. Lounge chairs are arranged along the poolside, surrounded by lush greenery and palm trees. The clear blue sky complements the contemporary design of the structure.
Home in Vieques
4.96 out of 5 average rating, 101 reviews

Vieques ocean view eco villa+pool

-Privately nestled on three acres with Caribbean Sea views from the second floor. -Three private bedroom suites - mosquito nets. Villa doesn’t have Ac -Spa and yoga classes nearby at Finca Victoria -Full service amenities can be arranged: stocking the fridge, chef, massages. -Gunite swimming pool - solar powered -Each bedroom has its own bathroom, dressing area & outdoor shower -The beds are fitted with quality 400-count cotton linens - Strict no children under the age of 10years policy

Top Guest favourite
A refreshing swimming pool glistens under the clear blue sky, featuring a stone wall fountain that gently cascades water into the pool. Lounge chairs are positioned nearby, surrounded by tropical landscaping and vibrant flowers, creating a serene outdoor space.
Home in Vieques
4.94 out of 5 average rating, 156 reviews

Location, Location, Location with Pool

House, 3 Bedroom, 2 full Bathrooms, Sleeps 6 Casa Angie is a newly renovated home across the street from the ocean and a 3-minute walk to the Malecon in the fishing village of Esperanza. The Malecon is a boardwalk fronting the ocean with restaurants, bars and boutique shops, along with water sports rentals. Our Casa with its brand new kitchen is completely equipped for your convenience; whither dining in or barbecuing by the pool, you will surely enjoy your island experience.

Guest favourite
A wide open window frames a stunning view of the ocean and lush landscape, with soft pink and orange hues reflecting on the clouds. Two minimalist chairs and a small wooden stool create a serene seating area, inviting relaxation in nature.
Loft in Vieques
4.91 out of 5 average rating, 279 reviews

Scenic Hideaway Ocean Views & Private Roof Deck

This scenic island hideaway, designed by acclaimed architect John Hix, is a serene oasis perched atop a breezy hill with breathtaking views of the Atlantic Ocean and the Caribbean Sea. The loft features a private rooftop 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 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, 173 reviews

“Casita Agua” @ Campo Alto

***Newly Updated*** 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.

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
4.79 out of 5 average rating, 61 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.

Guest favourite
Home in Esperanza
4.92 out of 5 average rating, 148 reviews

Casa Amor Home Esperanza Salt Pool- close to Beach

Casa Amor in Esperanza hills is a dream escape. A case of privacy, offering two fully separate suites, an outdoor dinning area with views of the of the ocean, saltwater pool, and BBQ. Breezes are free! A lovely outdoor shower for a rinse under the stars, a hammock for lazy afternoons… From the pool and gardens, you’ll find ocean views. (Clothing optional) It’s private and peaceful! Tucked into a safe locals’ neighborhood, three blocks from the nearest beach.

Popular amenities for Culebra rentals with a pool

When is the best time to visit Culebra?

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Avg. price$295 NZD$331 NZD$366 NZD$243 NZD$243 NZD$246 NZD$248 NZD$246 NZD$217 NZD$245 NZD$233 NZD$295 NZD
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