
Vacation rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Juan
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
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!

Coastal Getaway with Pool, Game Room & Ocean View
Buenas tardes a .mis padres les encanto el lugar , las facilidades muy bonita tienes para hacer de todo jugar , darte un chapuzon en la piscina ,hacer barbacoa, ver películas, y descansar de verdad q lo recomiendo lugar céntrico y todo básicamente queda cerca de la autopista si tuvieras q salir . Gracias .

Nena’s place, Carolina PR w electric generator
Mejor lugar para pasarlo en familia

La Casa Verde 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!

Dorado del Mar Luxury House
The space inside the home was larger than expected. The kitchen had plenty of silverware and dishes for the amount of people it slept. The outdoor space was comfortable with plenty of shade. The kids really enjoyed the pool.
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
- Carolina Vacation rentals
- Culebra Vacation rentals
- Saint Thomas Vacation rentals
- Saint Croix Vacation rentals
- Tortola Vacation rentals
- Fajardo Vacation rentals
- Luquillo Vacation rentals
- Ponce Vacation rentals
- Rincón Vacation rentals
- Santo Domingo Vacation rentals
- Punta Cana Vacation rentals
- Las Terrenas Vacation rentals
- Rentals with a kayak San Juan
- Family-friendly rentals San Juan
- Waterfront rentals San Juan
- Rentals with a hot tub San Juan
- Ski-in/ski-out rentals San Juan
- Rentals with an accessible height bed San Juan
- Rentals with a patio San Juan
- Beachfront rentals San Juan
- Condo rentals San Juan
- Boutique hotel rentals San Juan
- Rentals with breakfast San Juan
- Rentals with a washer and dryer San Juan
- Beach house rentals San Juan
- Apartment rentals San Juan
- Rentals with beach access San Juan
- Fitness-friendly rentals San Juan
- House rentals San Juan
- Private suite rentals San Juan
- Villa rentals San Juan
- Pet-friendly rentals San Juan
- Rentals with an accessible height toilet San Juan
- Smoking-friendly rentals San Juan
- Mansion rentals San Juan
- Rentals with a fire pit San Juan
- Aparthotel rentals San Juan
- Rentals with an EV charger San Juan
- Kid-friendly rentals San Juan
- Rentals with a sauna San Juan
- Serviced apartment rentals San Juan
- Beach condo rentals San Juan
- Hotel rentals San Juan
- Cabin rentals San Juan
- Rentals with lake access San Juan
- Guesthouse rentals San Juan
- Rentals with a home theater San Juan
- Rentals with outdoor seating San Juan
- Loft rentals San Juan
- Rentals with pools San Juan Region
- Rentals with pools Puerto Rico
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Distrito T-Mobile
- Cueva del Indio
- Carabali Rainforest Park
- Punta Bandera Luquillo PR
- Playa Puerto Nuevo
- Playa de los Cabes
- Inches Beach
- Playa Maunabo
- Playa Media Luna
- Playa Puerto Real
- Coco Beach Golf Club
- Playa de Cerro Gordo
- Toro Verde Adventure Park
- Luis Pena Beach
- The Saint Regis Bahia Golf Course
- Playa Vacia Talega
- La Fortaleza
- Punta Guilarte Beach
- Panteon Nacional Roman Baldorioty de Castro
- Museo de Arte de Ponce
- Playa Mala Pascua
- Sun Bay Beach
- Vessel
- Arecibo Observatory
- Things to do San Juan
- Wellness San Juan
- Entertainment San Juan
- Sports activities San Juan
- Food and drink San Juan
- Art and culture San Juan
- Tours San Juan
- Nature and outdoors San Juan
- Sightseeing San Juan
- Things to do San Juan Region
- Wellness San Juan Region
- Sightseeing San Juan Region
- Art and culture San Juan Region
- Sports activities San Juan Region
- Food and drink San Juan Region
- Entertainment San Juan Region
- Tours San Juan Region
- Nature and outdoors San Juan Region
- Things to do Puerto Rico
- Food and drink Puerto Rico
- Tours Puerto Rico
- Sightseeing Puerto Rico
- Nature and outdoors Puerto Rico
- Art and culture Puerto Rico
- Sports activities Puerto Rico
- Entertainment Puerto Rico
- Wellness Puerto Rico