
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.

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 * * *

“Casita Agua” @ 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.

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!

Casa Blanca with pool, tropical garden and rooftop
Experience a true authentic Caribbean vacation at our recently renovated home with a pool, rooftop and newly installed gorgeous tropical garden. Enjoy beautiful sunrise from the front of the house, the colorful sky during sunset hours from the rooftop and have a peaceful sleep with a subtle sound of the waves from the Atlantic ocean. Your family will be close to everything when you stay at this centrally-located place whether you are commuting from the airport, ferry terminal or Esperanza.

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!

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.

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.

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.

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.

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).

Esperanza 1 BR Apt, Pool, Walk to Beach & Top Food
- Adults Only (All guests 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.

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.
Popular amenities for Culebra rentals with a pool
House rentals with a pool

Vieques ocean view eco villa+pool

Home for 9 with Pool and Solar Panels in Vieques!

Casa Sol with Stunning Pool near Ferry

Private Retreat w/ Pool, Stunning Views & Wildlife

270* Ocean View, Saltwater Pool Private Villa

Breathtaking Oceanfront Vistas by the Reef

Surf Side, Private Salt Water Pool, Ocean View

Vieques Garden House - Oasis: Relax w/ SUV & Pool
Apartment rentals with a pool

Costa Bonita Private Villa 604

Costa Bonita Villa-Culebra

Apartment & Pool at Costa Bonita, Culebra

Cozy Beach Apartment

Serenity Studio ~ Stunning Views / Pool

Casa Anonna - Hidden oasis & Stunning ocean views

Costa Bonita Private Villa 602

Studio Villa with Pool and Bay View (CB #4101)
Other holiday rentals with a pool

Casa Aramana

Costa bonita culebra 4103

Casa vistas al Caribe y piscina - Mockingbird Hill

Casa Cata with pool and amazing views, sleeps 4

Villa Malecon, Private Pool Located in Esperanza

Butterfly Loft (AC & Plunge Pool)

Hillside home with fantastic ocean views!

Vieques Boutique Beach House
When is the best time to visit Culebra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £101 | £98 | £129 | £105 | £105 | £106 | £107 | £106 | £93 | £105 | £100 | £127 |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
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 £52 per night before taxes and fees

Verified guest reviews
Over 5,020 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
30 of Culebra holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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