
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 €61 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 & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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!
Top-rated rentals with a pool in Culebra
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

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.

Secluded Villa with Stunning Views & Dipping Pool
Villa Melones is located on a one-acre property high above Melones Beach. Enjoy breathtaking ocean views and spectacular sunsets throughout this 3BR/3.5BA home that features large covered deck for lounging and dining, full kitchen, spacious well decorated bedrooms with ensuite bathrooms and a beautiful refreshing dipping pool. Villa Melones is conveniently located just a five minute drive from town while still enjoying the privacy and seclusion that travelers desire on their island getaway.

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 Sole Mio!
Relax with the whole family at this peaceful place to stay. Located in the tropical paradise of Culebra, this stunning home offers a truly unforgettable seaside experience, where every bedroom features breathtaking ocean views. The home is filled with natural light and designed with open spaces that blend indoor comfort with the beauty of the Caribbean outdoors. Spacious terraces invite you to relax while watching the sunset, perfect setting for peaceful moments or unforgettable gatherings.

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!

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.

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.

Breathtaking Oceanfront Vistas by the Reef
Escape to your own Caribbean paradise at our cliffside retreat overlooking one of Culebra’s coral reefs. Sip cocktails by the infinity pool as the sun sets over turquoise waters, then stroll down to the beach for snorkeling among colorful fish and sea turtles. Thoughtfully designed indoor/outdoor living spaces, fully equipped kitchen and panoramic views from every room make this home a serene haven for couples, families & friends seeking both relaxation and adventure.
Popular amenities for Culebra rentals with a pool
House rentals with a pool

Casa Blanca with pool, tropical garden and rooftop

Home for 9 with Pool and Solar Panels in Vieques!

Casa Sol with Stunning Pool near Ferry

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

270* Ocean View, Saltwater Pool Private Villa

Coconut Cay

Surf Side, Private Salt Water Pool, Ocean View

Casa Luar luxury Property, Heated Pool
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

Villa Enrique — Studio + Apartment

Casa Corona 2026 - Central location with a pool

Pool Suite #3 @CBV

Island Getaway Featuring Spectacular Views & Pool

PEZ Waterfront House with Pool and MUELLE (dock)

Villa Mar Azul, Culebra, PR

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

Costa Bonita - Suite # 4102
When is the best time to visit Culebra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €147 | €165 | €183 | €147 | €121 | €151 | €124 | €123 | €108 | €122 | €116 | €147 |
| 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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