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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 $122 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, Wi-Fi 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

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

ValueLocationHospitality

4.86 out of 5 average rating, 125 reviews
Guest favourite
A spacious outdoor area features a private pool surrounded by tropical landscaping. Two lounge chairs in yellow and blue sit beside the pool, while a shaded table and chairs provide a relaxing space. The two-story house stands in the background, with clear skies above.
Villa in Vieques

Cacimar House - Pool, Privacy and Sleeps 6

Welcome to Cacimar House - 10 min to South Shore Beaches and 5 min to Isabel Segunda. Cacimar House offers Pool, Privacy, Location, Quality Furnishings, Attentive House Managers. Perfect for Couples, Families and Friends. 3 bedrooms with two Queens and one King for up to 6 people. 3 bathrooms. Air conditioning in bedrooms. Other rooms include: open kitchen, living room , separate dining room, ping pong room, screened in porch and laundry room. Excellent wi-fi, satellite TV and stereo equipment.

FamilyValuePool

4.95 out of 5 average rating, 129 reviews
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

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.

LocationValueCondition

4.97 out of 5 average rating, 210 reviews
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

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.

FamilyLocationLaundry

4.99 out of 5 average rating, 163 reviews
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

Casa Sunny

This is a 3-bedroom 1-bathroom private living unit on the first floor of a 2-story home that sleeps a maximum of 6 persons. The property includes a private guest-only saltwater pool and an outdoor shower. It has its own private street and house entrance with free parking on the street directly in front of the house. The kitchen is fully equipped for at-home meals and hosts are available for in-person assistance if needed. Beach chairs, a cooler, an umbrella, and beach towels are provided.

ValueLocationDecor

4.88 out of 5 average rating, 163 reviews
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

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

LocationFamilyOutdoor spaces

4.96 out of 5 average rating, 103 reviews
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

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.

LocationValueDecor

4.94 out of 5 average rating, 158 reviews
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

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.

LocationValuePets

4.78 out of 5 average rating, 107 reviews
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

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.

FamilyLocationWalkability

4.91 out of 5 average rating, 288 reviews
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

“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.

LocationFamilyHospitality

4.96 out of 5 average rating, 181 reviews
Superhost
Home in Esperanza

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.

FamilyLocationAir conditioning

4.89 out of 5 average rating, 152 reviews
Guest favourite
Home in Vieques

Casa Tolteca:4BR-Salt Water Pool - Tropical Garden

Spacious 4-bedroom family villa set on a private ½-acre hilltop surrounded by lush tropical gardens. This modern home offers ocean views, cooling breezes, and total privacy ideal for families seeking space and comfort. Enjoy a 30-ft saltwater pool for swimming and relaxing, an open layout perfect for spending time together, and multiple bedrooms for parents, kids, and grandparents. Quiet, safe, uncrowded, yet close to beaches, dining, and local attractions

FamilyLocationCheck-in

4.9 out of 5 average rating, 116 reviews

Popular amenities for Culebra rentals with a pool

When is the best time to visit Culebra?

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Avg. price$297 NZD$334 NZD$368 NZD$297 NZD$244 NZD$304 NZD$250 NZD$248 NZD$218 NZD$246 NZD$234 NZD$297 NZD
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