
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 $96 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.

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 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 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 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.

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

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.

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

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.

“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.

Beachfront Villa surrounded by Ocean w/pool
Unbeatable views and location: There is no property like the historic "Las Piedras" in all of Vieques. Situated into green rock jutting into the ocean it has spectacular views of coral reefs below and Caribbean Islands from decks pool and BR's. Our private, gated property has its own entrance to La Chata beach. Swim and snorkel from your "front yard" or explore morning tide pools. The villa offers ample space for entertaining indoors and out, and comfort for up 8 guests.

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.

Beachfront villa w. private pool at Flamenco Beach
The Luxury Beach Villa is located just footsteps from world-renowned Flamenco Beach... it has a private pool and everything you’ll need for a mini luxury escape. We include beach and water sports equipment so you can freely explore its natural wonders.
Popular amenities for Culebra rentals with a pool
House rentals with a pool

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

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

Surf Side, Private Salt Water Pool, Ocean View

Casa Blanca with pool, tropical garden and rooftop

Coconut Cay

Home for 9 with Pool and Solar Panels in Vieques!

Breathtaking Oceanfront Vistas by the Reef

Casa Luar luxury Property, Heated Pool
Condo rentals with a pool

Cozy Beach Apartment

Serenity Studio ~ Stunning Views / Pool

Costa Bonita Private Villa 604

Beautiful Coast Villa-Culebra

Studio Villa with Pool and Bay View (CB #4101)

Casa Anonna - Hidden oasis & Stunning ocean views
Other vacation rentals with a pool

Private Pool Bar with Panoramic View! 5* A/C, WiFi

Cielo Studio tranquility w/pool in rural location

Secluded Villa with Stunning Views & Dipping Pool

Quiet 3 bdrms. 3 min to Zoni. Private. 33' pool.

Villa Mar Azul, Culebra, PR

El Secreto -Secret Ocean Front Oasis

Pool Suite #5 @CBV

Casa Sol with Stunning Pool near Ferry
When is the best time to visit Culebra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $234 CAD | $263 CAD | $291 CAD | $234 CAD | $193 CAD | $240 CAD | $197 CAD | $196 CAD | $172 CAD | $194 CAD | $184 CAD | $234 CAD |
| 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 |
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