
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 £52 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
4.86 out of 5 average rating, 124 reviews
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.
4.95 out of 5 average rating, 129 reviews
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.
4.97 out of 5 average rating, 210 reviews
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!
4.88 out of 5 average rating, 163 reviews
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.
4.99 out of 5 average rating, 160 reviews
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!
4.98 out of 5 average rating, 126 reviews
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
4.96 out of 5 average rating, 103 reviews
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.
4.94 out of 5 average rating, 158 reviews
5Br -3Bth Infinity Pool & Ocean view &Walktobeach
viequesrentals net - offers you everything in Vieques - BiobayTours MAX 15 - 16 people. No more Find Viequesrentals on Insta gram Tesla Starlink high speed free WIFI provided. Air conditioning on the living-room /kitchen and all the bedrooms Infinity pool: Spectacular Ocean view House & Walk to the beach with 5 bedrooms and 3 Bathrooms. CHECK IN AFTER 4 PM , CHECK OUT BEFORE 10 AM Can accomodate max 16 people. Washing & Dryer avaliable ONLY for 5 nights or more stays.
4.77 out of 5 average rating, 105 reviews
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.
4.91 out of 5 average rating, 286 reviews
“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.
4.96 out of 5 average rating, 180 reviews
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.
4.89 out of 5 average rating, 151 reviewsPopular amenities for Culebra rentals with a pool
House rentals with a pool

Spectacular View Private Deck Pool in Vieques
4.78 out of 5 average rating, 118 reviews
Coconut Cay
4.81 out of 5 average rating, 103 reviews
Hilltop Esperanza with ocean views, saltwater pool
4.95 out of 5 average rating, 131 reviews
Home for 9 with Pool and Solar Panels in Vieques!
4.9 out of 5 average rating, 162 reviews
Surf Side, Private Salt Water Pool, Ocean View
4.96 out of 5 average rating, 118 reviews
Casa Blanca with pool, tropical garden and rooftop
4.93 out of 5 average rating, 147 reviews
Oceanview Villa w. pool overlooking Flamenco
4.98 out of 5 average rating, 44 reviews
Breathtaking Oceanfront Vistas by the Reef
4.8 out of 5 average rating, 65 reviewsApartment rentals with a pool

Cozy Beach Apartment
4.76 out of 5 average rating, 157 reviews
Serenity Studio ~ Stunning Views / Pool
5.0 out of 5 average rating, 23 reviews
Costa Bonita Private Villa 604
4.96 out of 5 average rating, 52 reviews
Costa Bonita Villa-Culebra
4.73 out of 5 average rating, 60 reviews
Studio Villa with Pool and Bay View (CB #4101)
4.64 out of 5 average rating, 108 reviews
Casa Anonna - Hidden oasis & Stunning ocean views
4.63 out of 5 average rating, 27 reviews
Costa Bonita Private Villa 602
4.94 out of 5 average rating, 17 reviewsOther holiday rentals with a pool

Casa Borinquen
4.97 out of 5 average rating, 182 reviews
Secluded Villa with Stunning Views & Dipping Pool
5.0 out of 5 average rating, 77 reviews
Casa Aquabella | Ocean View Villa w/ Private Pool
4.96 out of 5 average rating, 82 reviews
Quiet 3 bdrms. 3 min to Zoni. Private. 33' pool.
4.85 out of 5 average rating, 95 reviews
Villa Mar Azul, Culebra PR
5.0 out of 5 average rating, 19 reviews
Pool Suite #5 @CBV
4.97 out of 5 average rating, 32 reviews
Casa Sol with Stunning Pool near Ferry
4.97 out of 5 average rating, 71 reviews
Private 3 Bedroom Villa with Pool & Gorgeous Views
4.86 out of 5 average rating, 22 reviewsWhen is the best time to visit Culebra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £126 | £141 | £156 | £126 | £104 | £129 | £106 | £105 | £92 | £104 | £99 | £126 |
| 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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