Top 10 Airbnbs With Private Pool In San Juan, Puerto Rico - Updated 2024

Maria Cristina
Maria Cristina 
Contributing Writer
| 5 min read

San Juan, Puerto Rico’s capital, ranks among America’s most well-preserved colonial cities. Walk the cobblestoned paths among colorful colonial houses, historic churches, and laid-back plazas with the aquamarine waters of the Atlantic Ocean as your backdrop. The city’s abundance of bars, casual eateries called fondas, and farm-to-table bistros serving mofongo make it a foodie’s paradise. Tree-lined playas with powdery sands and turquoise waters are snowbirds’ havens. Adrenaline junkies will love El Monstruo, formerly the longest zipline on the planet, and nature lovers must explore Laguna Grande and El Yunque National Forest. This tiniest isle of Greater Antilles offers not just tourist attractions but also cool and cozy accommodations! Choose the top Airbnbs with private pool in San Juan, Puerto Rico, for luxurious lodgings while you’re exploring the island.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on July 09, 2024.

1. Villa Bohemia II (from USD 600)

This chic, bohemian villa in Condado is within walking distance of nighttime entertainment, beaches, and restaurants. It’s comprised of three sections, with the main house containing the bedrooms and bathrooms. The other two sections feature a fully stocked kitchenette and rooftop balcony offering alfresco dining with views of the splash pool below.

The private pool area features a grassy portion with outdoor furniture on each end. It’s accessible from the patios of the master bedroom, guest bedrooms, and rooftop balcony. Do note that house rules forbid guests from entering the pool with sand when they come back from the beach.

Stayed at this property?
San Juan, Puerto Rico
486 meters (0.4 ft) from La Plaza del Mercado de Santurce
62 reviews   Superhost Wifi Available
ENTIRE HOME 8 Beds 16 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
really nice setup close to calle loiza and la placita good for groups of 8 nice pool and amenities
beautifully decorated and clean
it was very clean and had a great layout
the host was very responsive and flexible
loved this place accommodating hosts
great communication by the staff and excellent venue/location
great location and great house with cute decor
the location is excellent on a residential street
secure off street parking is a bonus
walking distance to the beach restaurants supermarket everything we needed for a perfect stay was at our fingertips
i recommend this place to all
Read more reviews

2. Villa Blanca

Villa Blanca is the ideal home base if you want to be near the beach and city. This contemporary, all-white villa offers three elegant bedrooms and an extra bedroom in an attached studio, housing ten guests in all. The wide-open living area and some of the capacious rooms have access to the patio and pool.

Guests will enjoy refreshing dips in the outdoor pool with waterfall features and tropical-themed surroundings. There’s a dining area on the patio by the pool where guests can enjoy barbecues and a family-sized meal.

The services of a private chef and bartender, massage therapist, and caterer are also available upon request.

Stayed at this property?
San Juan, Puerto Rico
2.47 km (1.6 mi) from La Plaza del Mercado de Santurce
195 reviews   Superhost Wifi Available
ENTIRE HOME 6 Beds 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
the grill/pool area is an amazing touch
if you like room there is enough room for easy 10 guest
the pool & outside was amazing
this house was perfect for our vacation we had 6 adults staying and had more than enough room
it was clean trendy and comfortable
house was clean and welcoming
it was clean spacious and the pool was fantastic
sean and cristina’s place was very clean and comfortable: it had everything we needed
super cozy and clean
overall we had a great experience and the hosts were very quick with their responses highly recommend
sean and cristina are the sweetest and most considerate hosts
the host are amazing and responded to my messages quickly and accommodated us with what we needed
cristina was very responsive and tended to all our need during the stay
sean & cristina are amazing host and very attentive
love it great location and close to everything
close to airport which is really nice
great place to stay we rented a car so it was close to everything
awesome home and pool located very close to the beach
such a beautiful home and close to everything would highly recommend (:
Read more reviews

3. Shades of Blue House (from USD 130)

This rental is in a two-floor residential building in a quaint neighborhood. It’s a contemporary home with interiors in shades of white and blue with gray and yellow accents. This self-catering home offers two bedrooms and one-and-a-half bathrooms that are a good size for five guests.

Outside the house is a spacious rooftop featuring a patio and private pool area. You can dine and grill barbecue on the shaded patio or take a dip in the outdoor pool. At night, you can turn on the pool light to enjoy swimming under the stars with a view of the neighborhood.

Stayed at this property?
San Juan, Puerto Rico
3.32 km (2.1 mi) from La Plaza del Mercado de Santurce
581 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 5 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
air conditioning is great and the place is so beautiful
private pool patio and grill area were the best
the a/c units quickly cool down the space after being out all day
there is a great set of chargers for every phone in the living room
loved the patio area and the pool
very clean as well
it was very clean and the owners communication was great
great place clean & comfortable
nice place very clean perfect location
they need to clean more an efficient
host very helpful and kind
host is very nice and fast with responding
the neighborhood scared us but host reassured us that our car & us will be safe
the vending machines were also helpful
amazing stay the pictures does its justice and the owner is 100% on point with communication
i loved the location of the house too
and it is super close to so many things
bakery and super market 5 to 10 minute walk
love this place it was its own paradise in paradise thank you so much for hosting us
wonderful place in the center of all
Read more reviews

4. Cute home with splash pool (from USD 135)

The rental is on the second floor of a private home in the San José neighborhood, which is within 20 minutes of various beaches, malls, bars, and live entertainment.

This home, with a minimalist motif and a black and white interior, hosts five guests comfortably. It features two air-conditioned bedrooms and a spacious open living area. Guests have access to a furnished terrace with a barbecue area and an outdoor living area.

Tucked in the corner of the ground floor patio is a private splash pool with a water fountain. It’s shallow and safe for kids to play in with supervision. Guests have complete privacy in the pool, so they can take a dip at any time of the day. On the pool deck, there’s patio furniture where you can drink or dine while others enjoy their swim.

Stayed at this property?
San Juan, Puerto Rico
4.33 km (2.7 mi) from La Plaza del Mercado de Santurce
97 reviews   Wifi Available
ENTIRE HOME 2 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the patio was amazing and the kids loved the pool
super clean and spacious
clean and beautiful home
the house was very clean and simple
the host was great and easy to talk to
very nice very welcoming and and helpful
very nice location was very convenient and the pool was really cute
the location is close to tourist spots but far enough you to have a truly authentic visit
it's was a great stay and wonderful experience and location
henry’s place is very nice friendly neighbourhood
henry's place is just perfect little gem
Read more reviews

5. Modern villa with spa bath (from USD 950)

This renovated three-story villa in the Ocean Park neighborhood offers privacy and modern comforts for large groups. It offers plenty of outdoor areas where you can lounge, dine, or drink around the pool. Each floor is surrounded by tall bay windows offering vistas of the beach. The bedrooms and bathrooms are spread over three floors, with the second and third floors each featuring a roof deck.

From the main living area, you can access the patio surrounding the heated private outdoor pool with a spa bath. Lean back on the loungers to catch some sun or dive into the therapeutic saltwater. There’s an outdoor shower discreetly hidden by the pool where you can rinse off after your dip or when you come from the beach.

Stayed at this property?
San Juan, Puerto Rico
2.82 km (1.8 mi) from La Plaza del Mercado de Santurce
206 reviews   Superhost Wifi Available
ENTIRE HOME 9 Beds 14 Guests 5 Bedrooms 6 Bathrooms

Accommodates: 14

Top guest reviews
Amenities & Room:
ac systems was easy to use and customize for each room
multiple tvs with streaming devices in every room were great to have for the kids
the beds were super comfortable and the bathrooms were stylish and sleek
and the beds the girls are still talking about how it was like sleeping on clouds
we had a private chef come and the dining table easily and comfortably sat all 12 of us
very clean and modern
the house is very clean modern and spacious
every room was sparkling clean (the master bathroom was esp gorgeous)
safe and clean home especially during this covid-19 pandemic
this home is incredible the place is clean and well stocked with everything
peter is a great host
the host provided us with great info and a lot of advice on places to go and see
peter was the most gracious host with very quick responses when needed and helpful local recommendations
peter is a great host and is quick to answer any questions you may have
beautiful place and great host
great location steps from beach
and the location was perfect
great location and really easy to get around
the house and the location are outstanding
peter’s place was in an excellent location
Read more reviews

6. Casa Ocean PR (from USD 525)

This lovely, two-level, gated home is in the safe neighborhood of Ocean Park. It allows pets and is equipped for long stays. It boasts a stylish first floor with a living area, two bedrooms, and easy access to the patio and pool. Guests can huddle in the family room to watch Netflix or do remote work in the mini office on the second floor. There’s an outdoor deck and terrace for lounging or grilling.

The L-shaped outdoor lap pool with a triple fountain is in a corner at the back of the house. Jump into the pool and feel instant relaxation after a day of exploring the town.

Stayed at this property?
San Juan, Puerto Rico
1.76 km (1.1 mi) from La Plaza del Mercado de Santurce
138 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
you will not be disappointed even that air conditioner was on point
the pool was the perfect touch and the rooftop lounge was our go to breakfast spot
pool in the city to cool off and awesome office space with great view
beautiful home with a nice pool
having the garage and the pool was great
super clean great appliances comfy beds and 1000 count sheets
this place was clean the pool was a great touch
pool was clean house was huge
when you enter the house is clean and spotless
house is very nice and clean
elvin was an amazing host
elvin was a great host
elvin the host was great
great host with an even better home
elvin was one of the best host i’ve had
great property close to the airport & beach
great location next to beach all types of food
everything’s is close by easy to commute and beaches are right by as well
the location was also great just a short walk to the beach and great restaurants
everything was great a beautiful location
Read more reviews

7. Elegant villa with pool and tennis court

Enjoy your stay in this elegant villa that allows pets in a private, fenced-in neighborhood. It has a classic Puerto Rican theme with high-beamed ceilings, white brick walls, wood-slatted windows, and accordion doors that open to a furnished patio for lounging and outdoor dining. Featuring a large U-style kitchen, open living and dining area, and six stylish bedrooms, this villa hosts six guests with a resort-like feel.

The patio terrace overlooks the lap pool and a tennis court. It’s surrounded by thick foliage for guests to enjoy swimming or playing tennis with full privacy. You can light up the pool so that you can have a relaxing nighttime dip.

Stayed at this property?
San Juan, Puerto Rico
8.72 km (5.5 mi) from La Plaza del Mercado de Santurce
111 reviews   Wifi Available
Entire villa 16 Beds 6 Guests 6 Bedrooms 4 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the a/c worked beautifully
the house was extremely comfortable for a family of 13 with 4 kids
the outdoor spaces with the decks and pools were dramatic and beautiful
the pool isn’t heated and was pretty cold in january
the house and pool was amazing there was plenty of space for us
the place is clean and comfortable
it was beautiful and clean
we had enough bathrooms and beds the house was clean and well maintained
the home was very clean and it had amazing amenities
the place itself was very neat and clean and just plain beautiful
the host was great and made us feel welcomed and gave great suggestions
she was very friendly and informational
great place and great host
maria was a great host that attended our every need
overall the service was really good and they were responsive and helpful when it came to parking cars
the location was perfect
plus pr is just a great place
beautiful home in a beautiful location
although not right in san juan it was still in a good location
the neighborhood was extremely safe and quiet
Read more reviews

8. Blessed Home (from USD 375)

Blessed Home is a corner lot property in an exclusive, gated neighborhood. This plush villa offers swish lodgings that include a private outdoor pool and gym and garage parking for one car. It has two bedrooms with enough beds to host eight guests and their pets for extended stays.

You can float in the pool from morning until night without worrying about neighbors looking over the high perimeter wall. A grill area and lounge area are on opposite sides of the pool so that you can swim and socialize on the deck. It also features a Bluetooth floating speaker and dominoes table for you to enjoy music while swimming and playing with your inflatable toys.

Stayed at this property?
San Juan, Puerto Rico
10.33 km (6.5 mi) from La Plaza del Mercado de Santurce
43 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 7 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 7

Top guest reviews
Amenities & Room:
the pool/patio area was perfect as well
otherwise beautiful home with large great pool
beautiful home and very clean
the house was beautiful clean and perfect for our family
everything was beautiful and clean
definitely recommend the location is great super clean host was very nice and communication was easy
this was one of the best houses i have stayed at the host was wonderful and so helpful
everything was great the host even had some nice easter gifts for our kids
the owners were very helpful with everything would definitely recommend this place to anyone
everything went smooth and as described ingrid was an wonderful host and very attentive
ingrid was a awesome host
the location it’s perfect because everything it’s near you
close by the airport and easy to get to
great location this house is a must for your next trip
the location of the airbnb is about ~15mins from old san juan in a good location
it’s a beautiful place to stay
Read more reviews

9. Pet-friendly villa with pool and cabana (from USD 308)

Nine guests will enjoy this cozy villa with well-appointed interiors featuring two capacious bedrooms, a chef’s kitchen with a breakfast island, and indoor and outdoor living and dining areas. It also admits pets for an additional 75 USD per animal, although service dogs are allowed for free.

The pool area is where you’ll spend most of your time swimming and entertaining. It has a barbecue area, swings, and a tiny cabana where you can take afternoon naps when you’re not submerged in the water. It’s surrounded by a tropical garden with a grassy area where your pets can play.

Stayed at this property?
San Juan, Puerto Rico
6.88 km (4.3 mi) from La Plaza del Mercado de Santurce
193 reviews   Superhost Wifi Available
ENTIRE HOME 6 Beds 12 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
the house is beautiful but the wifi did not work despite whatever he says
great house nicely put together and comfortable with awesome pool and yard
everything was clean and beautiful
clean and updated good pool
the pool was very clean as well
it was very nice and clean
his place was very clean
great host with fast response beautiful place thank you
armando was an excellent host and made sure our stay at his home was perfect
he was prompt with answering any questions and was very helpful
host was super easy to get in touch with if anything was needed immediately
great location great host i was enlightened by the small touches
first of all gorgeous spot for such a close spot to the san juan airport
this was the perfect place for our trip to san juan the villa has a secure luxury feel
i absolutely loved this place wasn’t too far from anything
such a quiet welcoming neighborhood
if you stay i recommend gd cakes for breakfast would definitely book this place again
Read more reviews

10. Mediterranean-style villa with stunning backyard (from USD 1363)

This Mediterranean-style villa in the wealthy section of San Juan is ideal for 16 guests. It’s surrounded by a thriving garden with a huge patio where you can grill barbecue, have cocktails on the patio lounge, or dine alfresco. Don’t forget to take a breather and plunge into the private lap pool for a refreshing swim. It’s surrounded by lots of greenery, statues, and fountains.

Sleep in opulent guest suites equipped with deeply cushioned beds and marble-tiled bathrooms, two of which have hot tubs. You can request to hire a personal chef to whip up a gourmet meal in the Italian-style kitchen and have it served in the elegant dining area. Housekeeping services are also available.

Stayed at this property?
San Juan, Puerto Rico, United States
805 meters (0.6 ft) from La Plaza del Mercado de Santurce
67 reviews   Wifi Available
ENTIRE HOME 12 Beds 16 Guests 6 Bedrooms 4 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
the patio/pool area is absolutely perfect pictures don’t do it justice
great setup for large groups - dining table inside & patio table outside able to seat entire group
the house was clean and spacious
some of the sheets and bathrooms were definitely not cleaned
host quick to help with any questions or concerns
pablo was such a great host & very informative
pablo was extremely helpful and quick to respond to any requests we had as well
we found it in this house the owners were great from check in to check out
great space terrific location and enjoyed working with the hosts
great place walking distance to many things including beach
the villa is beautiful and the location was great
the good: great location walkable to everything
if you want something spacious nice and in a great location look no further
great location i would recommend and would even stay again limited parking if you are having an event
Read more reviews

Lovely homes with pools

There’s plenty to discover in San Juan. The smallest apartments to the biggest villas offer the comforts of a private pool, an exciting feature in any home that helps keep you stress free and entertained. Book one of these accommodations for your stay on this great little island for a memorable vacation in Puerto Rico.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Tina is a free-spirited writer and traveler. She likes to experience unfamiliar places, cuisines, and scenery. She prefers beaches to mountains though as she is afraid of heights. Visiting museums,...Read more

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