One of the famous destinations in the Caribbean, Puerto Rico is a world-renowned attraction that continues to draw millions of visitors annually. A mention of the island’s name invokes scenes of fine-sand and golden beaches, aquamarine waters, and centuries-old forts that remind everyone of its colonial heritage. As you explore San Juan — the capital of Puerto Rico — you will be amazed at the intersection of old and new with colonial-era forts and contemporary shops. To the east, you will find some of the best beaches of Culebra and Vieques, including the famed bioluminescent bay of Mosquito Bay. You can also explore El Yunque National Forest, which boasts stunning waterfalls, diverse wildlife, and plenty of outdoor activities. If you’re planning to visit Puerto Rico, go ahead and check out the 10 best vacation rentals with private pool in 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 April 09, 2024.
1. Spacious and contemporary house with a gazebo in Rincon (from USD 468)
Claim your own space in Puerto Rico with this contemporary house located in the town of Rincon. Upon entering, you will be greeted by a large private pool that is yours to enjoy for the whole duration of your stay. Beside the pool is a gazebo for hosting brunches with family or friends. Indeed, it’s more fun to share and you can do that there since it can accommodate 11 people. The first floor of the house has an open-space dining area and kitchen, which exudes luxury with its quartz countertop. You also have a bedroom on the first floor, but more can be found on the second floor. The place is near great shops, bars, and of course, beaches!
Top guest reviews
Amenities & Room:
beds and furniture are all very comfortablethe pool and outdoor space is private and safethe bedrooms were nice-sized all had working ac and the bedding was very comfortablethe bonus is the amazing pool and the view is spectaculargreat amenities and pool so great you don’t have to leaveCleanliness:
very clean and organizevery clean place to stayspotlessly clean and very well maintainedhighly recommended very clean and beautifulwell clean with everything you needHost:
john was an amazing hostthe host john is amazing quick responses to all my questionsjohn was the perfect hosteveryone was so friendly everywhere we wentowners are very responsive and available to answer any questions or concernsRead more reviewsLocation:
super close to the town and beachesgreat location within walking distance to restaurants and beach and short drive to the surfing beachesgreat restaurants and places to see close bybeautiful home in a wonderful locationwe has an amazing stay at this great house and location
Superhost
2. Elegant and minimalist villa with an amazing view of the city in Guaynabo (from USD 327)
If you’re looking for a unique rental near San Juan, then look no further than Villa Maxine. From its balcony, you can see the city, which is all the more splendid at night. Furnishings are kept to a minimum for a minimalist style. To beat the heat, three large bedrooms come with their own air-conditioning units and have enough space for a total of six guests. The living room has a large TV where you can stream on Netflix endlessly. When it’s time to loosen up your muscles, take a dip in the pool and just relax. The pool area even has a barbecue grill for those planning a weekend brunch.
Top guest reviews
Amenities & Room:
there is a gorgeous view from every room and the patio and balcony make outdoor living a realitythe balcony was amazing and so was the pool areathe house is absolutely beautiful lots of space all rooms have ac’s there’s also a big poolbeautiful home great host the pool was amazing lovely view on the patiothe house was as advertised with nice views and a lovely pool areaCleanliness:
it was very cleanthe villa was clean and spotless thank youso clean had everything we could possibly needthe house is amazing and cleanthe house and the pool were very cleanHost:
the host was very accommodating and made us feel welcomehosts makes you feel very comfortablethe host was very responsive to questions asked before and during our staycharlotte was a great host responded to our questions and needs throughout the stayshe was so kind and very helpfulRead more reviewsLocation:
charlottes’ place is an amazing place to stay in puerto ricoa perfect place to escapeabsolutely would recommend this place to stay 10/10 and only 20/40minutes away from everythinga beautiful secluded villa high in the hills but close enough to the cityin general is great place to stay
3. Lovely rest house with a hot tub in Fajardo (from USD 275)
Come stay at this lovely rest house in Fajardo, Puerto Rico. The space is large enough for eight since it has four bedrooms. Each area in the house features rustic furnishings and earthy tones. Inside, you have an open-space dining area that is big enough, a kitchen with bar stools and some appliances. Outside, there are amazing amenities you can use. These include the pool with a hot tub for lounging about in the Puerto Rico heat. Then you also have an outdoor terrace with a stove and grill for a brunch like no other.
Top guest reviews
Amenities & Room:
watch out for the step off the pool deck its hard to see and easy to trippool jacuzzi and the back yard kitchen is amazinghuge king size bed in masterthe space was very comfortable for our family of 6 adultshouse is cozy spacious and has everything we needed the patio and pool were our favorite partCleanliness:
everything was clean and the beds were very comfortablevery clean and the many rooms make it a comfortable staythe place is super clean and stylishthe house was super clean and beautifully maintainednancy’s place was spacious clean and over all a great placeHost:
the host was very responsive and accommodatingnancy was a great hosthost was great and very friendlynancy was a great host who responded quickly and offered recommendations for dining and activitiesshe is such a great host would really recommend booking this houseRead more reviewsLocation:
this location was perfect close proximity to stores and foodi highly recommend this location for a relaxing get awaya beautiful place everything is close by shopping beaches close to the cityamazing place excellent locationthe location is near many attractions that tourist tend to visit
4. Beachfront house overlooking the sea in Patillas (from USD 345)
This house is truly a steal once you get to reserve a night or two here. Why? The house is a beachfront property, and you are literally a few steps away from the beach. As such, this villa is the ultimate paradise lover’s dream. If you’re not a beach lover, though, you can still enjoy the ambiance and the sun from the pool. Beside the pool are a gazebo and a grill area for preparing lovely brunches. Once the day is over, go inside and rest in one of the three bedrooms, which are good for six people. Better yet, gather in the living room and watch the latest Netflix shows while dinner is being prepared.
Top guest reviews
Amenities & Room:
the views are breathtaking and nothing beats a day floating around in the beautiful poolin person the property is just as beautiful as in the photos pool and beach are gorgeousthe house is beautiful with the most comfortable bedsthe pool is fabulous in a beautiful yardHost:
can’t thank carla the owner and irene the property manager enough for making us feel at homemy husband and i had stayed at this property multiple times before with the previous owners and loved itwe definitely recommend this property and the property managers are helpful and very friendlyRead more reviewsLocation:
we had such an amazing week at casa del sol the location of this property was perfect for usthe house and location were perfect for us as we are not into crowded touristy attractionsthis is an excellent place for family time
5. Mountainside retreat near El Yunque National Rainforest in Rio Grande (from USD 258)
Outdoor and nature lovers should book a stay at this mountainside retreat in Rio Grande. It is located within close proximity to El Yunque National Rainforest where you can engage in outdoor activities such as backpacking. While the house may not look flashy or modern, it still is one of the more spacious rentals out there. Plus, the interior has a nice, homely ambiance perfect for those looking for a no-frills stay. The pool opens up to some of the best views in the house. You get your own outdoor deck too for relaxing in the afternoon. At night, three bedrooms can provide a good night’s sleep for eight people.
Top guest reviews
Amenities & Room:
we loved the pool and outdoor patio areaporch and pool with view was great for relaxing before dinnerthe beds were also pretty comfortable which is always something important to meCleanliness:
spacious clean comfortable and very well-appointedthe home is very clean and kim and hector are gracious and helpfulHost:
first your hosts kim and hector will make sure you are comfortable and feel right at homeour hosts were super friendly and kim sent us google 'pins' daily for places to visitfinally the owners of the property were really nice and helpful but not intrusivekim’s place was beautiful she is really nice and helpfulexcellent place would recommend to anyone great host great house perfect spot to relax and forget about everythingRead more reviewsLocation:
this is the perfect place to be near national park and beachesperfect mountain getaway in a great locationit was close to el yunque and the beach and not a bad drive from san juani would definitely recommend this place to anybody
6. Stunning house with access to many aquatic activities in Rincon (from USD 500)
This private house offers easy access to some of the best aquatic activities in Rincon. It has its own private pool with sun loungers and an area to view the Caribbean Sea. Once you and your guests are done with the pool, you can easily walk down to the beach, which is just a short walk away. By the end of the day, you may be tired from exploring the town and its charms. If that’s the case, then turn on the TV, call the others, and watch movies in the living room. You can easily whip up a delicious dinner in the fully equipped kitchen. When it’s time to wrap up the day, relax in one of the three bedrooms that have plush linens.
Top guest reviews
Cleanliness:
house was very cleanthe house itself was clean and well layed outother than that it was clean well stocked the pool was just great and the garden beautifulclean relaxing perfectly set-up for a family short walk towni saw turtles and even a barracuda the pool is a nice feature cute and was cleanHost:
the owners are very nice people and very accommodatinggreat place amazing property and hosts thanks annaRead more reviewsLocation:
close to some local good restaurantswe loved the location being so close to the oceanperfect location close to the supermarket local shop and site seeingvery nice beach house with an amazing locationthe snorkeling off the tres palmas reserve a 5-minute walk from the house was superb
7. Elegant two-story complex for 11 in Patillas (from USD 217)
Just a short walk away from the famous beach of Patillas is this elegant two-story complex for 11 guests. There, you will stay within the community of Patillas — the locals are more than willing to assist you with your concerns. Moreover, the shops and the restaurants are just top-notch. As for the house, you can expect a lovely stay because of its quirky yet colorful character. Three medium-size bedrooms can be found on the main floor, along with two bathrooms and another one downstairs. Next to the pool, you will find a barbecue area and outdoor showers for an enjoyable pool party.
Top guest reviews
Amenities & Room:
there are three balconies and a fantastic poolmy children and i enjoyed the pool during the day and evening (it is well lit)the pool was awsome had lots of funCleanliness:
the house was very clean and well keptHost:
upon early arrival that our host graciously approved irene the manager checked us inshe was very helpful and during our stay always available for any questions or needsthe owners are very nice it's very easy to communicate with themRead more reviewsLocation:
very comfortable and situated in great locationexcellent location close to town beaches restaurants etcloved this house so roomy nice pool close to beach and restaurantsif you want a peaceful getaway in a beautiful location this is the place for you
8. Stunning property with a large patio in San Juan (from USD 191)
Going from place to place can be difficult without a proper place to stay. Thankfully, this house is the perfect place in Puerto Rico. With space for 10 people, you can enjoy a wonderful weekend and discover what the island has to offer since it’s near popular spots. The moment you arrive, you will surely be curious to find out about the pool. Luckily, the pool is big and is next to a large patio that has a grill area for brunches or afternoon feasts. For couples out there, be sure to check out the hot tub — it’s as romantic as it gets! While you’re relaxing in the hot tub, you can let the kids watch to their hearts’ content on the Smart TV in the living room.
Top guest reviews
Amenities & Room:
henry has a beautifully clean place with extra amenities especially the hot tub with the outdoor tvCleanliness:
clean with extrasvery clean henry was very responsivehenry’s place was very clean and neatapartment: pros: clean linens and towelsit was also modern and clean insideHost:
host very helpful and politehenry is a fantastic hosthenry is a great host very attentiveowner has a nice decor to itcommunication: host was easy to communicate with and had timely responsesRead more reviewsLocation:
very close to tourist attractiongreat location in the middle of all the tourist spotsgreat location 10 min to isla verde and about 15 min to san juanall in all good place and location for the moneyupon arriving i loved that the house is very close to the airport and stores
9. Luxurious retreat with a tropical ambiance in Dorado del Mar
This villa in Dorado del Mar features a tropical ambiance with a little bit of Spanish and tropical beach flair. It truly is a tropical paradise inside because of its high vaulted ceilings and large windows. The contemporary furnishings on the kitchen, dining, and living area are all Instagram-worthy if you like sharing updates of your vacation. Inside, you are provided with four bedrooms, which can be shared among eight guests. Yet the centerpiece of this villa is the pool that changes light and is literally the center of the whole property. During summer, kids and adults can have non-stop fun in the pool or at the beach, which is close by.
Dorado del Mar , Dorado, Puerto Rico
18.32 km (11.4 mi) from Villa CampestreTop guest reviews
Amenities & Room:
also the kitchen was decked out with all types of seasonings and condiments and even some special giftsthe kitchen and pool areas were perfect locations for all of us to spend time togetherthe highlight was the amazing pool spacethe house is roomy comfortable and safeCleanliness:
wonderful place very clean and spaceythe house was very cleanthe pool was very cleanjasmins place is beautiful and cleanthe pool was fantastic and cleanHost:
jasmin was a great hostjasmin is a great hostjasmin is a beyond wonderful hostjasmin was a wonderful host from the minute we booked the homebeautiful place and hostRead more reviewsLocation:
perfect place for girls trip to puerto ricowe had a very pleasant stay at that location during our time in puerto ricaplease note you need to walk through the forth bedroom to get to the master bedroom and en-suiteall in all a great stay for our guests and a location we'd conisider again
Puerto Rico, a place like no other
Puerto Rico is a must-see destination in the Caribbean because of its hidden gems: mesmerizing beaches, charming structures, and staggering sceneries. Choose from one of the top 10 vacation rentals with a private pool on this list and enjoy an amazing vacation today!
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