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Vacation 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

Superhost
The modern two-story home features a clean, contemporary design with large windows and a welcoming entrance. Lush palm trees are planted in the front yard, complementing the well-maintained landscaping. A driveway and garage are visible, providing convenient parking options.

Home in San Juan

4.81 out of 5 average rating, 220 reviews

Case Del Sole Duplex w/ Solar-Powered Backup

AaliyahRating, 5 stars2 weeks ago
I enjoyed my stay . He extended my time for me due to my flight be delayed . That’s was very nice of him because he could have told me no. Highly recommended! Pool can be cleaner but over all it was a great place to stay . I would stay again . Quiet neighborhood. Appreciate him for being so nice and generous and being responsive fast
Superhost

Home in San Juan

4.92 out of 5 average rating, 117 reviews

Luxury Casa CA-LI-AD

AlayaRating, 5 stars2 weeks ago
We absolutely enjoyed our stay!! We had a family of 7 and we were all super comfortable!! The location felt very safe and the aesthetic of the house was Awesome!! There were lots of fast food restaurants in the area and we were right off the highway which was convenient. Calix was super responsive, helpful and very welcoming!! I’ll definitely be staying here again
Guest favorite
The image displays a private pool area featuring a circular jacuzzi and a larger swimming pool, surrounded by lush tropical vegetation. The exterior of the two-story house is visible, with multiple glass doors providing access to the outdoor space, enhancing natural light.

Home in Trujillo Alto

4.93 out of 5 average rating, 169 reviews

Unique luxury house-Private pool-Power generator

QuanesaRating, 5 stars2 weeks ago
This house was amazing, gated community which made our group feel so safe. The house was clean and beautiful. The pool was amazing. The small pool is not a jacuzzi though, but nice. Rooms were clean, nice and spacious. bathrooms clean, the kitchen is a absolute dream !!! Lots of room. I would definitely stay again
Guest favorite
A refreshing private pool is surrounded by a vibrant mural featuring tropical plants and abstract designs. Lush greenery from a potted plant enhances the area, while lounge chairs are positioned nearby for relaxation. The serene ambiance invites guests to enjoy the outdoor space.

Home in Ceiba

4.91 out of 5 average rating, 117 reviews

Coastal Getaway with Pool, Game Room & Ocean View

TerryRating, 5 stars3 weeks ago
Excellent private, and quite location with a beautiful view of the ocean. House was very modern and well kept. Nivram & Ginaliz gave great recommendations for our wedding venue that turned out to be one that we chose. Remember....if you go to the nearest Walmart, you have to pay for bags.
Superhost
A private pool area is highlighted by a rectangular pool surrounded by stone tiles. Subtle lighting illuminates the pool's water. A shaded seating area with loungers overlooks the pool, creating a relaxing outdoor space enhanced by lush greenery.

Home in Carolina

4.82 out of 5 average rating, 246 reviews

Nena’s place, Carolina PR w electric generator

RonetteRating, 5 stars1 month ago
Had a great stay, Loved the backyard and pool!
Superhost
The backyard features a private pool surrounded by a patio area and palm trees. A white fence encloses the space for added security. Sunlight reflects off the clear water, and lounge chairs are positioned nearby for relaxation. A single-story building is visible beyond the pool.

Home in Luquillo

4.69 out of 5 average rating, 39 reviews

The Casa Verde Luquillo

SteveyRating, 5 stars3 weeks ago
Love, love, love!! We would stay here again and again. The private pool, 1 minute walk to the beach, clean, stocked kitchen for cooking. José is super responsive and helpful and happily answered even my silly questions. The house is roomy and simple, free of clutter. Luquillo is such a sweet town, we are already planning our return!
Superhost

Home in San Juan

5 out of 5 average rating, 3 reviews

La Hacienda at Cupey w/Pool Table | @ViveLaFrutaPR

WilliamRating, 5 stars1 month ago
Beautiful home my kids and I had blast at the pool plenty room for group of 12 I’m definitely coming back to this house I truly recommend it
Guest favorite
A private pool area reflects vibrant blue waters under a clear sky, surrounded by lush greenery. An umbrella provides shade over a colorful seating area, while a striking mural on the wall adds a pop of artistic flair to the outdoor space.

Home in San Juan

4.83 out of 5 average rating, 222 reviews

Awesome house/Families/pool/TESLA/gated community

MarioRating, 5 stars2 weeks ago
Everything was fine, nice pool and house with enough space for all of us. Definitely a recommendation!

Condo rentals with a pool

Guest favorite
Two glasses filled with water and ice are placed on a balcony railing. In the background, the turquoise ocean meets the sandy beach, framed by lush green palm trees swaying gently in the breeze under a clear blue sky.

Condo in San Juan

4.88 out of 5 average rating, 160 reviews

High Rise Ocean Waves In Condado

CarlRating, 5 stars2 days ago
Excellent hosts and location. The apartment is centrally located in the Condado neighborhood of San Juan, with close proximity to SuperMax (2 blocks away), the local supermarket. The condo has lovely views of the beach and pool. The apartment was clean and comfortable with a washer dryer. Great spot to stay.
Guest favorite

Condo in Cangrejo Arriba

4.86 out of 5 average rating, 243 reviews

Isla Verde-Alambique Beach Modern Condominium

TamzidaRating, 5 stars3 weeks ago
The location of this apartment was great. You can find everything within walking distance. Apartment was very clean and nicely decorated. Overall, it was a great stay. I would definatly recomend it.
Superhost

Condo in Luquillo

4.95 out of 5 average rating, 124 reviews

Relax in modern ocean condo with amazing 270° view

CatherineRating, 5 stars3 weeks ago
We had a great time at Frank's place. The beds were comfortable, kitchen was stocked with what we needed. The view from the balcony/patio, beautiful! You can see the ocean, the beach, Luquillo, the sunrise, etc. We have so many pictures from the patio! There was always a nice breeze to keep the inside cool. Beach access was fine however, the stairs to the beach are steep and there are a lot of them. Only one elevator was in working condition while we were there so we were extra thankful that Frank's place was only up one flight of stairs. Due to weather in Indiana, we arrived after dark. Google isn't the best when road signs are unavailable or in a language you don't understand. There are many speed bumps and one way streets in the neighborhood. Go slow and watch out for pedestrians, chickens and cats.
Guest favorite
A clear blue pool is surrounded by lounge chairs, providing a spacious area for relaxation. The pool is framed by a clean pathway and surrounded by greenery, with a basketball court visible in the background under a bright blue sky.

Condo in PR

4.83 out of 5 average rating, 171 reviews

Perfect Location 3bd2ba CondoVacation/Business

JuanRating, 5 stars2 weeks ago
Beautiful condo with matching views. very responsive host made the stay very easy and comfortable. looking forward to the next stay.
Superhost
The pool area features a large swimming pool surrounded by lounge chairs with blue cushions. Several palm trees provide shade, and a blue umbrella is positioned beside a round table. A soft sunset glow casts a calming ambiance over the scene.

Condo in San Juan

4.85 out of 5 average rating, 308 reviews

Beautiful apartment in Condado with beach access!

BrittanyRating, 5 stars3 weeks ago
Amazing last minute stay from extending my trip. Great location and right on the beach. I hope to be back soon! Jose was very response!
Superhost

Condo in San Juan

4.88 out of 5 average rating, 100 reviews

Palms & Ocean View 1br 1bth + Pool + Beach Access

JenniferRating, 5 stars3 weeks ago
My husband and I enjoyed our stay at Gerardo’s place. The space was very well kept and maintained comfortable space. The view is unrivaled! Would definitely stay again!!
Guest favorite

Condo in Zarzal

4.95 out of 5 average rating, 209 reviews

Beachfront Paradise 2 BR/BA Condo near El Yunque

RobertRating, 5 stars1 month ago
My family and I enjoyed the apartment and beach access. Apartment came with everything we needed. The hammock out on the balcony was a nice touch. Thank you
Guest favorite
A clear blue pool is framed by tall palm trees and vibrant green landscaping. The surrounding buildings feature multiple stories and large windows, reflecting the bright sky. The tranquil setting invites relaxation and enjoyment in a resort-style atmosphere.

Condo in Vieques

4.87 out of 5 average rating, 111 reviews

My paradise to you @ Aquatika

LiRating, 5 stars1 month ago
It was a pleasant stay. Very close to the beach. The lazy river is right under the balcony.

Quick stats about vacation rentals with a pool in San Juan

  • Total rentals

    2K properties

  • Nightly prices starting at

    $20 before taxes and fees

  • Total number of reviews

    122K reviews

  • Family-friendly rentals

    740 properties are a good fit for families

  • Pet-friendly rentals

    380 properties allow pets

  • Rentals with dedicated workspaces

    1.1K properties have a dedicated workspace

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