
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 $121 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, 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

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 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!

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.

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.

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

Casa Corona 2026 - Central location 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

270* Ocean View, Saltwater Pool Private Villa

Skyfall House @ Vieques

Coconut Cay

Surf Side, Private Salt Water Pool, Ocean View
Condo 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

Villa Enrique — Studio + Apartment

Pool Suite #3 @CBV

Casa Cata with pool and amazing views, sleeps 4

PEZ Waterfront House with Pool and MUELLE (dock)

Villa Mar Azul, Culebra, PR

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

Secluded Villa with Stunning Views & Dipping Pool
When is the best time to visit Culebra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $295 NZD | $331 NZD | $366 NZD | $243 NZD | $243 NZD | $246 NZD | $248 NZD | $246 NZD | $217 NZD | $245 NZD | $233 NZD | $295 NZD |
| 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 |
Destinations to explore
- San Juan Holiday rentals
- Higüey Holiday rentals
- Punta Cana Holiday rentals
- Santo Domingo Este Holiday rentals
- Las Terrenas Holiday rentals
- Fajardo Holiday rentals
- La Romana Holiday rentals
- Ponce Holiday rentals
- Luquillo Holiday rentals
- Aguadilla Holiday rentals
- Sainte-Anne Holiday rentals
- Dominicus Holiday rentals
- Pet-friendly rentals Culebra
- House rentals Culebra
- Waterfront rentals Culebra
- Rentals with a washing machine and dryer Culebra
- Rentals with a patio Culebra
- Rentals with outdoor seating Culebra
- Villa rentals Culebra
- Rentals with beach access Culebra
- Beach house rentals Culebra
- Family-friendly rentals Culebra
- Beachfront rentals Culebra
- Guesthouse rentals Culebra
- Apartment rentals Culebra
- Rentals with pools Culebra
- Rentals with pools Puerto Rico
- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Magens Bay Beach
- Rio Mar Village
- Coki Beach
- Honeymoon Beach
- Cane Garden Beach
- Secret Harbor Beach
- Playa de Luquillo
- Cinnamon Bay Beach
- La Pared Beach
- Virgin Islands National Park
- Carabali Rainforest Park
- Cane Bay Beach
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Limetree Beach
- Isla Verde Beach West
- Peter Bay Beach
- Maho Bay Beach
- Josiah's Bay
- Coral World Ocean Park





