
Holiday rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Juan
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for San Juan rentals with a pool
House rentals with a pool

House of Angels
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!

La Pompa Beach House Beautiful Residence with Pool
Loved my stay here , host was super responsive and helpful , place looked exactly like the pictures and very clean , beautiful area.

Renald's Place
What an amazing stay! I brought my son for his birthday with a family members and we had a blast. The home is amazing and has everything you need! Pros: Remarkable home (pool and rooftop were amazing) The view is breathtaking So much space and has everything you need and then some Amazing responsiveness and hospitality! Quick drive to beach and bars, restaurants and shops! (Recommend renting a car if leaving the property) The home has a grill and fire pit. Cons: Master room gets really hot The rooftop lights didn’t work but wasn’t a big deal - had I asked her I’m sure she’d have got them on for me. So that’s on me. No delivery available (but a common problem outside of big cities since Covid) Power outages (but that’s been a problem in PR and the power in their house came back fast! Overall this is one of the best Airbnb’s I’ve stayed in across over 30 countries! I will 300% stay there again when I’m back! Tip: Rent a car San Juan is 30-50 min depending on traffic or where

Luxury Casa Caliad
Fantastic stay for 7 days! The most responsive host, very safe, private, beautiful home. ACs throughout, plenty of home supplies, towels, blankets, etc. plenty of seating outside, pool, pool table, outdoor bathroom, laundry room, the list goes on. Our absolute favorite thing to do was sit outside to watch tv and listed to the beautiful coqui at night with the breeze blowing. And the home is only 1/2 mile from Walgreens, Marcos, Church’s, etc. We cooked several meals and didn’t miss not having an oven. We loved the security gate with remote, and cameras outside - it provided even additional comfort. We can’t wait to come back and stay with Calix again!!!

Unique luxury house-Private pool-Power generator
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 !!

The Leaves Apartments #2
un sitio muy bonito muy limpio un lugar muy tranquilo I Loved It creo que pronto regresare

Nena’s place, Carolina PR w electric generator
I loved this listing , it was close to San Juan and near everything else . Me and my friends are a young crowds so it was so nice to stay somewhere quite at night away from San Juan’s rowdiness. The pool was so cute and lights up at night which is an awesome vibe ! Loved it !!!!

Davide, Colinas del Yunque *Paraiso Escondido* NEW
Davide at Colinas Del Yunque was a magical little spot in the hills of El Yunque surrounded by natural richness and a calm and tranquil ambience. The view from the patio was unbeatable and breathtaking. The pool was such a lovely touch. The apartment was comfortable and easy to get to. It is not far from restaurants and stores, including the kioskos de Luquillo and the beach. It’s also a nice 20-30 minute drive to San Juan depending on traffic. I would visit again without hesitation. Dalys was excellent, super helpful, courteous, and responsive. Thank you so much for allowing my partner and I to enjoy a peaceful and scenic retreat. The bonus is hearing all the coqui frogs sing at night!
Apartment rentals with a pool

High Rise Ocean Waves In Condado
It's all about the view, when you enter you feel like your floating on the water you see nothing but the ocean out the windows. Everything about the unit is great, well stocked, comfy bed, beach chairs, boogie boards, cooler. Easy access to a beach without crowds and walkable to the hotspots in Condado. Would definitely stay here again!

Isla Verde-Alambique Beach Modern Condominium
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.

*Azul Marino* Golf & Ocean View Luxury Condo
Definitely recommend and will book again.

Ashford Imperial. Best Location.
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.

Isla Verde Beachfront Studio near restaurants,bars
The place was beautiful, elevators worked quickly, she had everything we needed to accommodate us for the beach. The place was clean and was perfect for us. Would love to come again

Ocean View Paradise in Isla Verde, Puerto Rico!
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!!

Beachfront & Pool at the Best Location in Condado
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!

ESJ Tower beachfront airport free park amazingView
Great place to stay close to the beach. Excellent host.
Quick stats about holiday rentals with a pool in San Juan
Total rentals
2.1K properties
Nightly prices starting at
₹1,713 before taxes and fees
Total number of reviews
1.3L reviews
Family-friendly rentals
770 properties are a good fit for families
Pet-friendly rentals
430 properties allow pets
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
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- Flamenco Beach
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- Toro Verde Adventure Park
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- Coco Beach Golf Club
- Stream Thermal Bath
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