Some info has been automatically translated. Show original language

Vacation rentals with a pool in Culebra

Find and book unique homes with a pool on Airbnb

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 $97 CAD per night before taxes and fees

  • Verified guest reviews

    Over 5,520 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Culebra vacation rentals include wifi 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.

1 of 1 pages1 / 1
Top guest favourite
A cozy outdoor space features a hanging chair with a decorative pillow, complemented by a metal chair and a small table. Lush greenery and tropical plants are visible in the surrounding area, enhancing the connection with nature.
Vacation home in Vieques
4.98 out of 5 average rating, 123 reviews

Cielo Studio tranquility w/pool in rural location

The space is quiet and tucked away in the breezy hillside of Monte Carmelo. Rest your eyes on the views of the Caribbean, and rest your feet in the plunge pool. The plunge pool has great views for ultimate relaxation. Wifi throughout the property can also make the lounge chair swing, deck and pool areas productive as well. Monte Carmelo is a barrio that requires you to have your own transportation, and is centrally located between downtown Isabel and the ocean front restaurant row of Esperanza

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, 163 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
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, 160 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
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
4.97 out of 5 average rating, 182 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
An infinity plunge pool extends toward Culebra's landscape, featuring a gentle waterfall. Potted plants frame the view of the bay, where the sun sets behind rolling hills, casting warm hues over the water. The tranquil scene emphasizes the home's connection to its natural surroundings.
Home in Culebra
4.94 out of 5 average rating, 498 reviews

Casa Maya @ Hilltop (private infinity plunge pool)

If you’re craving Caribbean romance, come home to Casa Maya, where the magic of Culebra melds with a touch of passionate India. You’ll gaze out at the blue Bay from the infinity plunge pool, the wrap-around deck, and even inside, from the full kitchen, the king bedroom, and the bathroom. You’ll savor a rainfall shower in a grotto of stones from nearby Flamenco Beach, and candlelit dinners under the Milky Way. “Maya” means “illusion” in Hindi. You’ll pinch yourself to make sure it’s real!

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, 103 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
4.94 out of 5 average rating, 158 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
An infinity pool offers a stunning ocean view, framed by lush greenery. Comfortable loungers are positioned along the pool's edge, inviting relaxation. The clear blue sky reflects an inviting atmosphere, while tropical palm trees surround the area, enhancing the serene environment.
Home in Vieques
4.77 out of 5 average rating, 104 reviews

5Br -3Bth Infinity Pool & Ocean view &Walktobeach

viequesrentals net - offers you everything in Vieques - BiobayTours MAX 15 - 16 people. No more Find Viequesrentals on Insta gram Tesla Starlink high speed free WIFI provided. Air conditioning on the living-room /kitchen and all the bedrooms Infinity pool: Spectacular Ocean view House & Walk to the beach with 5 bedrooms and 3 Bathrooms. CHECK IN AFTER 4 PM , CHECK OUT BEFORE 10 AM Can accomodate max 16 people. Washing & Dryer avaliable ONLY for 5 nights or more stays.

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, 123 reviews

Costa Bonita Suite Culebra

Our suite is elegantly decorated in a coastal style, soft tones and comfortable furniture that invite relaxation. The fully equipped kitchen allows you to prepare your favorite meals. The balcony is the perfect place to enjoy outdoor meals with a table for 4 people. It has a king size bed, a queen size sofa bed and a 55'' smart TV. The complex offers a community pool and private dock for dropping off and picking up passengers. All new for you to enjoy an unforgettable stay

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, 285 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, 178 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.

Superhost
Home in Esperanza
4.89 out of 5 average rating, 151 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$235 CAD$264 CAD$292 CAD$235 CAD$194 CAD$241 CAD$198 CAD$197 CAD$173 CAD$195 CAD$185 CAD$235 CAD
Avg. temp26 °C26 °C26 °C27 °C28 °C29 °C29 °C29 °C29 °C29 °C28 °C27 °C