
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/E - Walk to Beach/Spectacular Ocean View/Pool
"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 * * *

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.

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. No children, no pets, no smokers

Baez Haus Tiny Treehouse at Finca Victoria
This tiny treehouse is located at the lovely Finca Victoria in Vieques— finca-victoria .com. Set on the magical island of Vieques, this unit gives you all the fun of a treehouse and the unique floor plan of a tiny house! The first floor has a deck surrounded by a garden with a kitchen, bathroom, closet, and outdoor shower. Upstairs you'll find a queen-sized bed, and a beautiful balcony with an amazing ocean view. Complimentary yoga and vegan, Ayurvedic breakfast are included in your stay.

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.

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 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.

Home for 9 with Pool and Solar Panels in Vieques!
Spectacular modern and stylish home in Vieques Island! This spacious home will provide the perfect retreat for you and your group. The house consist of 3 bedrooms and 2 baths, a fully stocked kitchen and a new and stylish outdoor patio with pool. Your Vacation are secured with us as we have a Solar Energy System and a water cistern. The home can host up to 9 guest, including children. You will be minutes from Restaurants, National Parks and Reserves, and beaches to enjoy.

"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.

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

Esperanza 2 BR Apt, Pool, Walk to Beach & Top Food
- Adults Only (All guests 18+) - 2BR Apt (2 Queens / TVs) - 3 AC’s, Fan, & Hot Water - Beach Towels, Chairs, Snorkel Gear - Same Day Bookings Ok - No Pets / No Smoking on Property - Backyard & Pool Hours 7am–7pm - Max 4 Adults (No Visitors) - Quiet Hours: 10pm–6am Just 1.5 blocks from beaches, top restaurants & music. Relax after a day in the sun or dance the night away nearby. For 20+ years, guests have chosen Coco Loco for their 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

Casa Blanca with pool, tropical garden and rooftop

Casa Cumbre - Spectacular views, location and pool

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
Apartment rentals with a pool

Costa Bonita Private Villa 604

Beautiful Coast Villa-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

Casa Anastasia Beachside Villa with Private Pool

Sands Beachfront Upstairs with Ocean View & Pool

Butterfly Loft (AC & Plunge Pool)

Skyfall House @ Vieques

Hacienda Perseverance: Family Paradise in Vieques

Vieques Boutique Beach House

Vieques Pearl Cozy House
When is the best time to visit Culebra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 145 | € 163 | € 180 | € 120 | € 120 | € 121 | € 122 | € 121 | € 107 | € 121 | € 115 | € 145 |
| 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 € 60 per night before taxes and fees

Verified guest reviews
Over 5,280 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

4.9 Average rating
Culebra stays are highly rated by guests – averaging 4.9 out of 5!
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