Are you traveling to Puerto Rico for your next vacation? Then, do visit the capital city of San Juan. Upon arrival, find your way to Viejo San Juan. As you walk along the streets, you can marvel at many colonial buildings built in the 16th and 17th centuries. Catedral Basilica Menor de San Juan Bautista is a beautiful landmark to visit. The impressive church is known for its glowing stained-glass windows. Do not miss a visit to Museo de las Américas. Here, you can gain insights into the culture and history of Puerto Rico through exhibits of contemporary art and traditional practices. You’ll need the perfect place to stay to complete your unforgettable adventure in the city. Booking an accommodation with a pool to relax is a great option to unwind. Read on to learn about the best vacation rentals with private pool in San Juan, Puerto Rico.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on October 26, 2025.
1. Two-story home with fully equipped kitchen (from USD 1806)
This is one of the most recommended vacation rentals in San Juan. As a guest, you will have full access to the four bedrooms and other spaces, such as a kitchen and a living room.
You are welcome to have a refreshing dip in a private swimming pool, open all year round and 24 hours a day. You can also step into a private hot tub for a relaxing soak with a glass of your favorite wine.
San Juan, Puerto RicoSuperhost
Accommodates: 8
Top guest reviews
Host:
elvin was an amazing hostelvin was a great hostelvin the host was greatgreat host with an even better homeelvin was one of the best host i’ve hadLocation:
great property close to the airport & beachgreat location next to beach all types of foodeverything’s is close by easy to commute and beaches are right by as wellthe location was also great just a short walk to the beach and great restaurantseverything was great a beautiful locationCleanliness:
super clean great appliances comfy beds and 1000 count sheetsthis place was clean the pool was a great touchpool was clean house was hugewhen you enter the house is clean and spotlesshouse is very nice and cleanRead more reviewsAmenities & Room:
you will not be disappointed even that air conditioner was on pointthe pool was the perfect touch and the rooftop lounge was our go to breakfast spotpool in the city to cool off and awesome office space with great viewbeautiful home with a nice poolhaving the garage and the pool was great
2. The Lucky Penny (from USD 3270)
Situated just a few steps away from the beach, The Lucky Penny is an excellent choice for a relaxing holiday with friends or family members.
One of the main features of this vacation rental is its outdoor swimming pool. The pool is available throughout the year and can be used at any time of the day. For added comfort, this saltwater pool can also be heated. In addition, you can always count on the fully equipped kitchen to prepare a delicious feast after a relaxing dip.
San Juan, Puerto RicoAccommodates: 14
Top guest reviews
Host:
peter is a great hostthe host provided us with great info and a lot of advice on places to go and seepeter was the most gracious host with very quick responses when needed and helpful local recommendationspeter is a great host and is quick to answer any questions you may havebeautiful place and great hostLocation:
great location steps from beachand the location was perfectgreat location and really easy to get aroundthe house and the location are outstandingpeter’s place was in an excellent locationCleanliness:
very clean and modernthe house is very clean modern and spaciousevery room was sparkling clean (the master bathroom was esp gorgeous)safe and clean home especially during this covid-19 pandemicthis home is incredible the place is clean and well stocked with everythingRead more reviewsAmenities & Room:
ac systems was easy to use and customize for each roommultiple tvs with streaming devices in every room were great to have for the kidsthe beds were super comfortable and the bathrooms were stylish and sleekand the beds the girls are still talking about how it was like sleeping on cloudswe had a private chef come and the dining table easily and comfortably sat all 12 of us
3. Beautiful villa next to the beach (from USD 3131)
This gorgeous accommodation is the best option if traveling with a large group. Located next to the beach and restaurants, this vacation rental offers modern comforts.
You will have full access to the outdoor swimming pool, which is completely private. Pool toys and towels are provided for your enjoyment and comfort. You can jump into the pool whenever you like, as it’s open 24 hours throughout the year. Some other excellent amenities include a fast internet connection to stream your favorite movies and a kitchen to prepare great dishes.
San Juan, Puerto RicoAccommodates: 10
Top guest reviews
Host:
host was always responsive to any questionsthank you to the amazing host for being so welcominghost was very quick to respond and super helpfulfrancheska was a wonderful host and very communicativeshe was easy to communicate with and super helpfulLocation:
location was close to all main attractions and convenient grocery store shopping in walking distancewe enjoyed our stay great option for large groups and located close to everythingwhat a beautiful place great location right near the beach in a gated communityit is quiet but centrally located making it easy to get anywherei would highly recommend this location to friends and familyCleanliness:
very clean and privatevery clean and well maintained propertysuper clean and so beautifulthe house was clean spacious and modernwe had a blast it was clean and the pool was warmRead more reviewsAmenities & Room:
the apartments looked exactly like the photos and were pristineac worked great kitchens were great overall no issues at all with the apartmentsloved the pool and patiothe pool was delightful and there were lots of areas to sit and hang out outside
4. Delightful house with a balcony (from USD 958)
If you’re looking to indulge in a quiet and delightful stay, this vacation rental is yours to consider. Wake up in the morning, and dip in the private swimming pool to feel rejuvenated. Afterward, you can whip up a delicious breakfast in the fully equipped kitchen. You can always bring your coffee to the balcony to unwind. Plus, the house also provides a wireless internet connection and laundry facilities.
San Juan, Puerto RicoAccommodates: 8
Top guest reviews
Host:
the host is very responsiveand she is a great hostaida is a great hostthe pool is great and the owner was wonderfulgreat place has everything you need and more the host was lovely and responded quickly to questionsLocation:
house was great perfect locationgood place location wise it’s a little far from the happening areasthis location is close to everything truly too good to be trueit was a nice stay everything was near out locationit’s worth it getting this house and great locationCleanliness:
the house was very clean all was includedvery spacious and cleanvery very spacious and cleanon the good side it was very clean and had a well set up kitchenwe found the home spacious and cleanRead more reviewsAmenities & Room:
the first side room with the air hockey and outdoor furniture made the nights enjoyablehuge tv in living roomthe rooms were clean and comfortable and the ac were amazingaida's place is amazing the patio and pool are great places to relaxthe living room was great for hanging
5. Villa Coco (from USD 540)
Maximize your stay in San Juan by booking Villa Coco, which provides ample space for 10 people to gather and spend quality time together.
This property will please guests with its private outdoor swimming pool open all day and all year round. Moreover, lounges are provided by the pool so you can bask in the sun afterward. If you swim at night, get ready to enjoy the glowing colors. While here, guests can also have fun by playing games in the backyard.
San Juan, Puerto RicoAccommodates: 10
Top guest reviews
Host:
very beautiful place host would always reply quick if any questionsthe host were amazing and the house is beautifulsean & cristina were very responsive and such good hostssean & cristina were great hosts and super responsivesean & cristina were very welcoming and responsiveLocation:
the location is great for visiting the san juan areaalso the home is in a very secure gated area that is walking distance to the beachthis bnb is beautiful & in a very convenient locationplease check the house before shopping for your essentials because it was well stocked with various itemslocation and proximity to the beach was spot on would definitely recommend staying hereCleanliness:
beautiful house that is very clean and well stockedthe house was super clean and well organizedthe house was very clean and well put togetherthe house was spotless clean when we arrived easy check in and outthe place was clean and the pool was the best partRead more reviewsAmenities & Room:
fully stocked kitchen sean and christina responded to messages super quick will definitely be backthe pools was awesome and the beach was about a 10 minute walk
6. Beachfront rental with a driveway (from USD 1299)
This modern house features a long list of amenities to ensure a pleasant stay. Its private outdoor pool is available throughout the year, so you can use it for a splash around any time you like. You will also love spending time on the balcony as it presents majestic ocean views.
On a rainy day, you can stay indoors and stream a movie instead. Make use of a wireless internet connection available. In addition, if you plan to arrive by car, you can avail yourself of free parking on the premises.
San Juan, Puerto RicoAccommodates: 10
Top guest reviews
Host:
host were pretty quick with responding to any concerns or questionsthe host but more importantly the property manager was awesomeangel checked us in and he was super helpfulproperty manager is very responsive and owners appear to be making continual upgrades to the propertyi think a good host would at least provide that for us for the price we were payingLocation:
great location and cute placewonderful place centrally located and amazing valuegreat location along with friendly localsthe house was in an amazing location and is beautifulthe location is amazing right on the beachCleanliness:
it’s clean and has beautiful viewsthe hosts were great and the house was very cleanthe house is so spacious and great for a groupRead more reviewsAmenities & Room:
the house has five comfortable bedrooms three with ocean viewshome is beautiful especially the view from each room i definitely recommend this for a quite family tripthe pool was nice to enjoy
7. Spacious house with free wireless internet access
This house provides easy and quick access to Isla Verde Beach, around 1.4 mi (2.25 km), and Carolina Beach, around 0.4 mi (0.64 km) away. For indoor relaxation, there are two living rooms. Each comes with a television so you can stay entertained at all times.
After a day filled with activities, jumping into a swimming pool is the best thing to do. Luckily, this house features a private outdoor pool for you to use when you need it. Moreover, you can stay in touch with your friends by connecting to the wireless internet.
San Juan, San Juan, Puerto Rico
8. Charming home with six bedrooms
There are many reasons to consider a stay at this charming rental. It is ideally located in Ocean Park, a gated neighborhood in San Juan. In the morning, you can hang out on the terrace and sip your favorite drink amidst a tranquil ambiance.
Feel free to plunge into your private swimming pool outdoors to relax during the day. Afterward, you can recharge in one of the hammocks or lounges by the pool. Other amenities that you can find include a kitchen to cook a scrumptious meal and a washing machine for a fresh pair of clothes.
San Juan, San Juan, Puerto Rico
Top guest reviews
Host:
ruben the property manager was great and very responsivethe host was very nice and provided a binder with suggestions of places to eatLocation:
the location of the house is idealnice house and good locationthe neighborhood was safe and close to the beachCleanliness:
the house was clean and beautifulRead more reviewsAmenities & Room:
great kitchen lovely outdoor space which was where we spent most of our time
9. Modern house with five bedrooms
This property allows guests to reach Museo de Arte de Puerto Rico as it’s only a 16-minute walk away. Guests will be granted access to an outdoor pool to enjoy relaxing dips during their stay.
After a swim, you can cook a delicious meal in the fully equipped kitchen. When you want to kill time by reading your favorite book, the best spot is perhaps the spacious terrace. Also provided inside the house are laundry facilities, so pack light during your trip.
Santurce, Santurce, Puerto Rico
10. Cozy rental with outdoor pool
This rental is the best place to stay in San Juan for several reasons. Each morning, you can brew fresh coffee using the provided machine. Moreover, there is a kitchen with complete appliances such as a microwave and a stovetop.
The private outdoor swimming pool, measuring 14 ft (4.27 m) by 12 ft (3.66 m), is an excellent spot to have fun in the water with your family. You can prepare a sumptuous dinner by cooking on the barbecue grill during the evenings.
Santurce, San Juan, Puerto Rico
Top guest reviews
Host:
the host/hostess john and mayra were fantastic easy to communicate with helpful and informativeLocation:
great location and layoutnice location next to the beachthe location of the house perfect access to isla verde the condado the highway etcRead more reviewsAmenities & Room:
wi-fi worked super well for the few in our group who were working remotethe beds were the most comfortable i’ve ever stayed in and the house has everything you could need
Create beautiful memories in San Juan
San Juan is the perfect destination for every traveler thanks to its museums, churches, and pristine beaches. So, what are you waiting for? Plan your trip to San Juan right away, and while doing so, be sure to book any of the above vacation rentals with private pools for a relaxing stay.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data