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Holiday rentals with a pool in Isla de Culebra

Find and book unique homes with a pool on Airbnb

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Popular amenities for Isla de Culebra rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Vieques
5 out of 5 average rating, 16 reviews

Casa Aramana

SRating, 5 stars2 months ago
Beautiful home with amazing views. The home was extremely clean , well stocked and provided all of the comforts of home. We were able to use beach chairs, coolers, beach tent and towels to explore the island. Marisol was very responsive and flexible with check in. We spent a lot of time poolside enjoying the view. This was the perfect place for our stay on Vieques!
Guest favourite
Home in Vieques
4.99 out of 5 average rating, 81 reviews

Beachfront Villa surrounded by Ocean w/pool

AleciaRating, 5 stars1 month ago
Las Piedras was a gorgeous place for our family to call home while experiencing Vieques. It is surrounded by water and breathtaking views from any vantage point in the house. The pool (and the daily visit from the iguana!) were a perfect way for us to relax after beach days. The home was clean and clutter-free and allowed us and our 4 teenage kids to spread out. My favorite part was falling asleep to the sound of ocean waves and waking up to the island’s many roosters. The property manager, Betty, was very friendly and responsive. On our last night we had heavy rains which caused water to come in at the edge of the windows in several of the bedrooms. While that didn’t negatively impact our stay, there may be some minor maintenance things that need a second look. We absolutely loved our stay there and would definitely recommend this beautiful home to anyone. Location cannot be beat!
Top Guest favourite
Home in Vieques
5 out of 5 average rating, 23 reviews

Casa Sol with Stunning Pool near Ferry

LeylanieRating, 5 stars6 days ago
From the moment we arrived, the host’s hospitality was outstanding: very kind, attentive, and always available for any questions or local recommendations. The place was spotless: clean, beautifully decorated, and every detail was thoughtfully arranged for a comfortable stay. The bed was super cozy, the WiFi was fast, and the atmosphere was very peaceful — perfect for relaxing. The location was also ideal. Just minutes away from the main attractions, but in a quiet and safe area. Without a doubt, we would 100% recommend this place and hope to come back very soon. Thank you for making our stay so special!
Guest favourite
Home in Puerto Diablo
5 out of 5 average rating, 43 reviews

270* Ocean View, Saltwater Pool Private Villa

BrendanRating, 5 stars2 days ago
We had a FANTASTIC time at Casa Tucepi. The views from everywhere in the villa were gorgeous. Everything was as advertised except the view was even better! Private pool was a huge, unique upgrade for Vieques. We decided to do two “lazy villa days” (out of 7) because the house was so wonderful. Keep the driveway gate closed or you’ll end up with a herd of horses in the yard! I’m not kidding even a little bit!
Superhost
Home in Playa Sardinas I
4.62 out of 5 average rating, 21 reviews

Breathtaking Oceanfront Vistas by the Reef

AntonioRating, 5 stars2 weeks ago
From the moment I arrived, this place felt like a dream! The ocean views were literally breathtaking from every area of the house! It was Immaculately clean, very private, and peaceful! I felt like a celebrity in my own private retreat! The host was very helpful and responsive! If you're looking for a getaway that exceeds expectations in every way, this is it!
Top Guest favourite
Home in Vieques
4.98 out of 5 average rating, 98 reviews

Surf Side, Private Salt Water Pool, Ocean View

BonnieRating, 5 stars2 weeks ago
This place was so relaxing. The area was off the beaten path and so very quiet. The home was clean and had more than plenty of supplies. The pool was clean and inviting. Honestly, it was such a relaxing stay. Michele was awesome and we enjoyed getting to visit with her. She gave us some great recommendations for breakfast and dining. Although a quiet area it was really easy to get to Espernza or Isabell. Truly recommend Surf Side!
Top Guest favourite
Home in Vieques
5 out of 5 average rating, 16 reviews

New on market-Cool Vibe Island Home with a pool!

JackRating, 5 stars1 week ago
We had the most wonderful time at this property and on Vieques. The pool and backyard are beautiful and our daughters loved swimming in the private yard with the many fruit trees and flowers. The home is clean and very well decorated. Ron made sure we felt at home and was so helpful giving us recommendations while on the island.
Guest favourite
Home in Florida
4.88 out of 5 average rating, 34 reviews

Hacienda Perseverance: Family Paradise in Vieques

JadeRating, 5 stars3 days ago
This house was absolutely amazing! I think it’s the best Airbnb I’ve ever stayed in. It was perfect for our family of six. It was our first time visiting Vieques. We brought all four of our kids (ages 13,15,19, and 22). This home provided lots of comfortable space and beds for everyone. The house was very clean and well stocked. We really appreciated all the towels and the coolers. We packed our lunches every day for the beach. We loved all the outdoor spaces. Our kids loved swimming in the pool. My husband and I enjoyed coffee on the patios and even a couple naps in the hammocks. The property is beautiful and very peaceful. We helped ourselves to some delicious mangoes from the huge mango tree in the yard. It’s obvious that Jose and Melyssa put a lot of care into their property. They are wonderful hosts. We arrived a day late due to a flight delay. They were very understanding and responded quickly to our questions. We will definitely stay here again.

Condo rentals with a pool

Guest favourite
Condo in Culebra
4.95 out of 5 average rating, 39 reviews

Costa Bonita Private Villa 604

RonaldRating, 5 stars4 months ago
⭐️⭐️⭐️⭐️⭐️ Absolutely Amazing Stay! Our stay at Heidy’s place was nothing short of fantastic! From the moment we booked, Heidy was wonderful—she provided all the information we needed to make the most of our time on the island, ensuring a seamless and stress-free experience. The view from the unit was absolutely spectacular, just as promised—breathtaking and the perfect backdrop for a relaxing getaway. The unit itself was spotless, incredibly comfortable, and thoughtfully equipped with everything we could possibly need. It truly felt like a home away from home. If you’re looking for the perfect place to stay on this beautiful island, this is it! We highly recommend Heidy’s place to anyone wanting a great stay with an unforgettable view. We can’t wait to return!
Superhost
Condo in Culebra
4.82 out of 5 average rating, 33 reviews

Costa Bonita Villa, Culebra

JazzRating, 5 stars2 weeks ago
We loved Andrea's apartment, everything was very clean, the beds are a paradise of comfort. You have everything you need to spend days without problems. The apartment is remodeled, super nice. They left the air conditioning on, which was nice when we arrived. The apartment is identical to the photos. However, they could leave 4 beach towels and 4 towels to dry off at least for a family of 3 or 4 people. The floor had a little sand, I understand that the person who cleans can do a better job in that regard because it is not pleasant to feel the sand on your feet after checking in. But everything else is great. I would definitely stay again.
Condo in Culebra
4.79 out of 5 average rating, 118 reviews

Cozy Beach Apartment

Jun HongRating, 5 stars1 week ago
I had a wonderful stay — the location couldn't be better, situated just steps away from the beach. The room itself was spacious, clean, and thoughtfully arranged, offering plenty of room to relax. One of the highlights was the private balcony with a stunning view of the ocean — the perfect spot to enjoy a morning coffee or unwind at sunset. The sound of the waves and the fresh sea breeze made the entire experience feel truly refreshing and memorable.
Guest favourite
Condo in Fraile
5 out of 5 average rating, 16 reviews

Costa Bonita Studio 2503

KarlaRating, 5 stars1 month ago
The place was spotless clean. Beds are comfortable and AC worked perfectly. Maribel is responsive and communication was easy. The pool at Costa Bonita is a plus after a beach day.
Condo in Vieques
4.65 out of 5 average rating, 23 reviews

Casa Anonna - Hidden oasis & Stunning ocean views

ClaireRating, 5 stars2 months ago
Our stay here was great. The views are unbeatable, location is perfect and central to everything. The porch is huge and so relaxing to sit on and read. We did wish the entire unit had AC for the whole day and not just the bedrooms at night, but it was cool enough at night to get a good sleep. All of Vieques is loud in the morning with dogs barking and chickens and roosters crowing and sometimes during the day, so just be prepared for that, earplugs help! Check-in and communication with Tylar was easy and he was great to chat with and gave helpful recommendations. The pool is an awesome amenity to have as well! One thing to be aware of is that the washer/dryer for the middle unit are not actually in the unit. They're in a storage type area in the floor below and are shared with Tylar. It wasn't a big deal and you aren't in his space at all, it just wasn't immediately clear from the listing before we arrived.
Guest favourite
Condo in Culebra
5 out of 5 average rating, 10 reviews

Costa Bonita Private Villa 602

LawrenceRating, 5 stars3 months ago
Beautiful sunsets, extremely kind hosts, and a peaceful secluded part of the island. Heidy was so helpful giving insightful tips and ideas throughout our stay whenever we needed. Condo complex feels a little deserted, but the pool is well maintained and relaxing. TV does not have internet connection or Screen mirroring capabilities- if you want to watch something besides Dish, you’d need an HDMI - your computer cord to directly connect, but we couldn’t find one on the island. *Culebra Tips* Get a golf cart or car rental ASAP. They were unavailable for us on the first day, and taxis price gouge like crazy - $40 for the 11 min drive from the ferry. This house is in a beautiful location, but it isn’t walkable to beaches or any groceries/convenience stores.

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