
Vacation rentals with a pool in San Juan
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Top-rated rentals with a pool in San Juan
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Popular amenities for San Juan rentals with a pool
House rentals with a pool

Tropical Bliss House w/Pool
Was a pleasure to be host from Jose Anthony, you can’t expect more everything is very accessible from the house to the restaurants to the highway to go anywhere you have to go is right in the middle of every place And the host was always attentive and very friendly and respectful offering more than just the beautiful home but also getting back to us every time we have a question with perfect suggestions and always very friendly available

Luxury Casa CA-LI-AD
We stayed at Casa CA-LI-AD with two families (4 adults, 3 kids under 8) and had an amazing experience. The listing is accurate—everything was as described, clean, and very family-friendly. It’s close to the airport, attractions, and a supermarket, which made things super convenient. During our stay, there was a rare island-wide blackout, and the host went above and beyond to make sure we had what we needed. The property’s generator made a huge difference and gave us peace of mind. Pro tip: when using Uber, enter Casa CA-LI-AD with the dashes—otherwise it might not show up in the app. As a fellow Airbnb superhost, I can honestly say this place is exceptionally well cared for. Highly recommend for families!

Unique luxury house-Private pool-Power generator
I’ve been to Puerto Rico many times, and this Airbnb was by far the nicest, most secure place we have stayed at. Christie was so communicative and let us check in early since our flight was early which was so appreciated! The day we landed on the island, there was an island wide power outage, and it didn’t really affect us because of the generator at the Airbnb. The place was so clean, peaceful, and had everything we needed to make us feel right at home. The beds were all so comfortable. The house actually is even nicer in person than in pictures! I would stay here again in a heartbeat! Christie provided a guide that provided very thorough instructions for check in and for our entire stay. Their location was excellent with a lot around and only 15-20 mins to San Juan. The neighborhood felt very exclusive. We loved our stay here and would recommend to anyone looking for a nice stay in Puerto Rico!

Coastal Getaway with Pool, Game Room & Ocean View
Wonderful stay, beautiful place, can’t ask for anything more

Nena’s place, Carolina PR w electric generator
Great place and super clean!

La Casa Verde Luquillo (Green House Luquillo)
My friends and I stayed at this amazing Airbnb located right on Luquillo Beach. Seriously the most beautiful and quiet beach you will ever see. The pool was used basically everyday. It was nice to have a private area for us to use while we waited for other people to get ready for the day, or cool off after a long day of hiking and exploring the area. This air bnb is huge and honestly exceeded our expectations. The host was very responsive and friendly. There were even beach chairs and a beach cart for our use. He recommended lots of places and activites for us to do. CNote the Jazz bar is a must. Great location, we were able to either walk or drive everywhere. 25 minutes to the rain forest, 25 minutes to farajado. Highly recommend his place and location!

Casa Castilla
Such a beautiful stay !!! Will definitely come back. The area at first seemed pretty sketchy but I LOVED how clean the place was, every room had a lot of towels, all of the ACs worked, the pool was heated and had super cute lights, the TVs worked and all had streaming services, the water was warm to shower and we had 6 guests, and there was an outside bathroom with a shower which was a perfect plus!!! Super affordable as well. It exceeded my expectations!! And Zaira was an angel and sent us a list of recommendations which was super helpful. 10000/10 I loved this place so much!

Awesome house/Families/pool/TESLA/gated community
Host was very nice and responded to our needs. The house was perfect for our family vacation!
Condo rentals with a pool

Isla Verde-Alambique Beach Modern Condominium
We had a wonderful stay at this charming home! It's in an ideal location—super close to the airport, which made our travel so much easier. The apartment was easy to find. The beach is just a short walk away and there are plenty of great restaurants nearby. The home itself was spotlessly clean and had a cozy, inviting atmosphere that made it feel like a true getaway. The balcony was nice. The check-in and check-out instructions were clear and easy to follow, making the whole process smooth and hassle-free. Highly recommend this place for anyone looking for a convenient and comfortable stay!

Relax in modern ocean condo with amazing 270° view
Second time we have stayed at this incredible place. The wind, the ocean, the rainforest- it is so beautiful. The condo is comfortable and AC in the bedrooms works great. We swam in the ocean and also enjoyed the pool at the condo! We love this place.

LUXURY/ SPACIOUS /AT THE BEACH + POOL 2/2-CONDADO
great stay. location is central to a lot. beautiful private beach!

STUNNING BEACHFRONT APT W/POOL AND OCEAN VIEW
Well-appointed, spacious 2 BR 2 BA condo in a high rise with direct access to the beach. Early check-in options available. Comfy beds, silence at night except for the lovely sound of crashing waves. Strong A/C and Wifi. Stunning views of the beach (there is no balcony). Walkable neighborhood, not too busy. Great swimming pool, open late. Small game room with tennis table and pool. Decent gym. A plumbing issue in the bathroom caused a mess and a 3-hour delay. This should have been caught beforehand. The host addressed the issue right away. Our cleaning lady was fantastic BTW. The beach area by the condo is beautiful but not good for wading; the seabed is mainly rocks, some sharp. For wading, you need to walk 5 minutes to the Parque Del Indio area. We lost power during 22 hours during an island-wide outage. Being on the 19th floor, it was quite stressful. Our host graciously sent a 1/2 day refund for our inconvenience. Kudos to our host, always responsive and informative.

Perfect Location 3bd2ba CondoVacation/Business
Brad & Juanita condo was just right bed was conftoble water pressure was good The location was perfect, with many beaches nearby and We enjoyed exploring the area and found plenty of great dining options nearby. , our experience was amazing. We would highly recommend

Beautiful apartment in Condado with beach access!
Bright clean space, close to both airport and Old San Juan. It was ideal for our first night in PR—a mother and her adult son—because we could create private sleeping space by closing a sliding partition between the 2 beds. The proximity and access to Condado Beach was a plus.

Beachfront Paradise - 2 BR/BA Condo near El Yunque
Our group of 3 had a lovely stay. Host was helpful and the place was clean and comfortable. Having a pool and beach amenities (chairs, towels, boogie boards) was a huge plus along with the welcome snacks. The beach out front was not great for swimming (we were also there during a windy period so that made it harder), but it’s an easy drive to some other more protected spots. Nice restaurants are a short drive, and it’s easy to get to the rain forest for some cool hikes and adventures. Overall, we were very happy with the condo.

Lovely studio in condo with pool at Josem’s Place
Jose’s apartment was just what I was looking for. Everything I needed was nearby. Condado beach was steps away and the fantastic Ocean Park Beach was about a ten minute flat walk away. I reached Old San Juan by (free!) bus and even walked back once along the shore with a whole lot of joggers... Jose communicated thoroughly and in a very friendly manner... The place was well supplied with what you need for a stay at the beach… mostly, lots of towels and even a couple of beach chairs, as well.
Quick stats about vacation rentals with a pool in San Juan
Total rentals
2.1K properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
128K reviews
Family-friendly rentals
770 properties are a good fit for families
Pet-friendly rentals
430 properties allow pets
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
Destinations to explore
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- Condado Beach
- Flamenco Beach
- Seven Seas Beach
- Playa de Vega
- Mosquito Bay Beach
- Praia de Luquillo
- Playa del Dorado
- Escambron Beach
- Distrito T-Mobile
- Playa Mar Chiquita
- Liquillo Beach
- Balneario El Tuque
- Mar Chiquita Beach
- Playita del Condado
- Balneario Isla Verde
- Playa Sun Bay
- Melones Beach
- Los Tubos Beach
- Playa el Convento
- Beach Planes
- Cueva del Indio
- Playa Maunabo
- Playa de los Cabes
- Carabali Rainforest Park
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