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Vacation rentals with a pool in Viejo San Juan, San Juan Antiguo

Find and book unique homes with a pool on Airbnb

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Popular amenities for Viejo San Juan, San Juan Antiguo rentals with a pool

House rentals with a pool

Superhost
The pool area features a vibrant unicorn float in the clear water, with a sun umbrella and outdoor seating nearby. The surrounding tiles reflect sunlight, and the open layout allows easy access to the shaded terrace area.
Home in Rio Piedras
4.81 out of 5 average rating, 236 reviews

Case Del Sole Duplex w/ Solar-Powered Backup

ByronRating, 5 stars1 week ago
Samuel was very communicative & straight forward with his rules which were respected. TH e house was super clean & beautiful for all my friends to stay. very Very thankful that he let us stay till our flight left which was in the afternoon. Great house, great host & great communication
Guest favorite
A private outdoor area features a turquoise pool surrounded by smooth stone flooring. Comfortable seating with tropical-patterned cushions is positioned nearby, alongside potted plants. Natural light filters in, enhancing the tranquility of the space.
Home in Santurce
4.9 out of 5 average rating, 225 reviews

Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen

EleanaRating, 5 stars3 days ago
Had a wonderful stay! Looks exactly like the pictures and had everything you could need. We had no issues during our stay and Gigi & Ted were very proactive checking in with us. They were able to accommodate an earlier check in time as well. Would definitely stay here again!
Superhost
A refreshing pool features built-in lounge chairs, allowing for relaxation while enjoying the water. A covered seating area is positioned adjacent to the pool, with comfortable furniture. A grill is visible in the background, set against a backdrop of greenery and a clear sky.
Home in Carolina
4.86 out of 5 average rating, 115 reviews

House of Angels

JamiletteRating, 5 stars2 weeks ago
Christian was very attentive and made it super easy and comfortable to ask questions. The house is beautiful and the private backyard with the pool and pool table made the house experience 10x better! Definitely very clean and spacious!
Guest favorite
A tranquil pool area is highlighted by a stylish stone water feature, where water cascades gently into the pool. Lush, tropical plants are visible in the background, complementing the serene atmosphere of the space.
Home in Levittown
4.92 out of 5 average rating, 133 reviews

La Pompa Beach House Beautiful Residence with Pool

ChaneyRating, 5 stars1 week ago
Beautiful place! We stayed 1 week, my family loved everything about it. The kids loved the pool! All attractions are not to far from this place and it’s very peaceful. There are good food spots minutes away from home. Definitely recommend staying!
Superhost
Home in Cupey
4.91 out of 5 average rating, 139 reviews

Luxury Casa Caliad

BreyanRating, 5 stars2 weeks ago
Hey! Had a great time here. It was nice and the place had everything you needed on site. It was a little far for my taste but beyond that it was great experience.
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
4.91 out of 5 average rating, 186 reviews

Unique luxury house-Private pool-Power generator

ShardaeRating, 5 stars3 weeks ago
Christie's Beautiful home was perfect for our family of 6. We have adult kids and everyone enjoyed their private spaces and didn't feel overcrowded. Plenty of dishes. Grocery store right down the street. Christie was quick to respond to any questions i had. The only downfall for some may be the security gates. you have to check in each time. I was OK with it because my family's safety is #1. Overall I would definitely recommend this home to others !!
Guest favorite
The outdoor pool area features clear blue water, bordered by light-colored stone tiles. Several dark chairs are positioned along the side, providing seating for relaxation. Green foliage is visible in the background, complementing the bright sky.
Home in Vistamar
4.86 out of 5 average rating, 111 reviews

The Leaves Apartments #2

LatonyaRating, 5 stars2 weeks ago
I enjoyed my stay and I felt right at home.
Guest favorite
Home in Toa Baja
4.96 out of 5 average rating, 101 reviews

Lake Villa House in Toa Baja, Puerto Rico

HeatherRating, 5 stars3 weeks ago
Jose was an amazing host. Very accommodating, allowed early check in and late check out. The house is as described and looks like the pictures (the exterior of the house is now green). My family had an amazing time and we would recommend the Lake House Villa. The pool was great! A/C works great. I would highly recommend putting on some bug spray when outside in the gazebo. We asked for some fishing poles and within 2 hours they were at the house getting them out for us. Everything really was amazing. We did not really spend to much time in the surrounding area, visited the local bakery and that was okay. It was a great experience for my family 😊

Condo rentals with a pool

Guest favorite
A modern bedroom features a spacious bed adorned with decorative pillows in green, pink, and blue. Two side tables with mirrors flank the bed. Natural light filters through a green curtain on the balcony doors, brightening the light-colored walls and shiny tile floor.
Condo in Isla Verde
4.87 out of 5 average rating, 260 reviews

Isla Verde-Alambique Beach Modern Condominium

GinetteRating, 5 stars3 weeks ago
Stayed for 3 nights with my husband. Place was very clean, great location with beach, restaurants & casino walking distance. The pool was definitely a plus. Communication was awesome, any question I had was answered within minutes. I would definitely recommend.
Guest favorite
A tranquil pool area is depicted, featuring a clear blue water surface. Several lounge chairs with blue cushions are arranged around the pool, and lush greenery adds a refreshing touch to the scene.
Condo in Condado
4.95 out of 5 average rating, 146 reviews

Condado, Walk to the Beach, on Ashford Avenue

DaisyRating, 5 stars1 week ago
Literetly the perfect location, very central with access to the Beach, stores, restaurants all within walking distance. They have everything you might need for your stay including 2 beach chairs, an ice chest cooler, sunscreen, bug spray, beach bag and beach towels. Shampoo, conditioner, lotion, even some hair products you literetly only need to bring your clothes. My sister and I loved our stay, would definitely recommend. They were also very kind to accommodate a different check in and check out time for us since flights arrived earlier and left later.
Superhost
A large outdoor pool with clear blue water is framed by a spacious tiled deck. Several lounge chairs are arranged alongside the pool, and a small waterfall feature adds interest. Nearby, tropical plants provide a touch of greenery against the surrounding buildings.
Condo in Condado
4.77 out of 5 average rating, 269 reviews

Ashford Imperial. Best Location.

LenninRating, 5 stars1 month ago
I had a fantastic stay at this Airbnb. The space was clean, comfortable, and exactly as described. The host was incredibly friendly and responsive, making check-in and communication seamless. The location was perfect, with easy access to great restaurants and attractions. I would absolutely stay here again and highly recommend it.
Top guest favorite
An aerial view showcases a large pool area surrounded by lounge chairs, with a basketball court adjacent. Beyond the pool, the sandy beach is bordered by palm trees, and the ocean stretches out in the background, creating a serene coastal environment.
Condo in Isla Verde
4.95 out of 5 average rating, 172 reviews

Ocean View Paradise in Isla Verde, Puerto Rico!

MarcelaRating, 5 stars2 weeks ago
Marisol and Gary were very hospitable and made us feel very welcome and safe. It was like we were staying with family. They gave us recommendations and checked up on us. Perfect location and got to wake up to the ocean every morning was glorious. Want to come back for sure!!
Guest favorite
A large swimming pool is visible, surrounded by palm trees and well-maintained landscaping. The clear blue water reflects the sunny sky, with lounge chairs positioned along the poolside. In the background, a view of the beach can be seen, adding to the peaceful atmosphere.
Condo in Isla Verde
4.95 out of 5 average rating, 153 reviews

Isla Verde Beachfront Studio near restaurants,bars

JudithRating, 5 stars4 days ago
Tania was a truly exceptional host. She was incredibly helpful and accommodating. She was also very responsive which made things easier. The property was impeccably clean and well-equipped, and I felt right at home. The apartment is just as described in the pictures and everything is near by which was a great thing. I highly recommend and the area is very beautiful too.
Top guest favorite
Condo in Isla Verde
4.93 out of 5 average rating, 145 reviews

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg

JenniferRating, 5 stars2 weeks ago
Wow the Condo is beautiful beachfront views the place is very well setup with pretty much everything you need. Great location not far from old San Juan. All restaurants around are delicious no need to rent a car nor anything for beach Milly has everything you need 4 types of coolers beach towels chairs and umbrella. Her kitchen is stocked with some of your essentials bathroom is fully stocked. Kitchen is nicely stocked with everything you need Milly shows you where everything is and how to plug into generator if needed we didn't need it. The views are breathtaking waiting sunrises and sunsets from your bed is everything locals and other traveling guests are friendly. Great drinks all-round 2 bars with kitchen right outside of pool before beach. Beach is directly in front 8 steps away. We will definitely be back again soon. If you book don't let the outside of building scare you it's in desperate need of attention but the Condo inside is hands down beautiful you will enjoy stay.
Superhost
A seaside view is presented through a window frame, showcasing a pool area surrounded by lounge chairs. Palm trees are visible, leading to a sandy beach with gentle waves. The sky is adorned with soft clouds illuminated by the warm glow of the setting sun.
Condo in Condado
4.83 out of 5 average rating, 109 reviews

Beachfront & Pool at the Best Location in Condado

SaraRating, 5 stars2 weeks ago
Great place to stay for your trip in PR. Close to all the great spots and Pat left great recommendations to try as well. She was very responsive, the space was clean and views were amazing!
Guest favorite
A large swimming pool is surrounded by palm trees and lounge chairs, with guests relaxing under the sun. The clear water invites leisure activities, while a low wall and several potted plants create a tropical ambiance nearby.
Condo in Condado
4.94 out of 5 average rating, 376 reviews

Ashford, San Juan - “The Place”!

LaurieRating, 5 stars4 days ago
Wow, Wow. Wow!! This place was absolutely perfect. Every detail and all the little extras made us feel right at home. If it wasn’t in the home you didn’t need it. She had everything you could think of from snacks, water, ample towels, clear instructions, and a beautiful space. I would recommend this place to anyone interested in a clean, safe, beautiful vacation spot!!

Quick stats about vacation rentals with a pool in Viejo San Juan, San Juan Antiguo

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$25,106 GYD before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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