
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.

Casa Reyes
Welcome to Casa Reyes! A spacious and relaxing family home fully renovated and redesigned to meet our guests’ vacation needs. Casa Reyes offers all the amenities for you and your family to relax on your stay. Located in one of San Juan’s most vibrant neighborhoods, Ocean Park, Casa Reyes is in between the tourist areas of Condado and Isla Verde. It’s walking distance to the beach, fine dining restaurants, clubs, nightlife, and many tourist attractions making it perfect for your vacation stay.
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Private Pool•Power/Water Backup•Near Airport•Gated
Leave your worries behind at this spacious and peaceful retreat, perfect for families and vacationers! Our home features a reliable SOLAR SYSTEM WITH BACK UP GENERATOR, SO YOU’LL NEVER LOSE POWER. Enjoy a refreshing pool, water tank, fast WiFi, washer/dryer, and A/C and TV’s in every room. Just 14 minutes from the airport, in a gated community with free private parking. You’re also a short drive from attractions, beaches, and dining. Safe, convenient, and fully equipped for a stress-free getaway
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ATELIER 277 San Juan, Puerto Rico.
Our place offers a true great experience. Very centric house located at the heart of the urban area of San Juan. Just 15 min from the beach with exclusive pool access to guests. We assure you a unique apartment on the 3rd floor of the Atelier which has a separate entrance, with amenities for your comfort: Queen bed, TV, wifi, and AC, fully equipped kitchen, dining table, washing machine, and bathroom. Queen sofa bed and a balcony with a lovely view. 800 sq feet safety and quietness guaranteed.
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Case Del Sole Duplex w/ Solar-Powered Backup
Welcome to San Juan! This 4-Bed 2-Bath second floor home is centrally located to provide you accessibility to everything you want to do in San Juan PR and close municipalities. When you're not exploring the island, the house has a gorgeous pool & outdoor chairs for an entertaining day. Great place for small family gatherings and couples vacations, but fully equipped as well as needed for long-term rentals. Now, with Solar-Powered backup system and Tesla batteries, prepared for the unexpected.
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Casa Aurea - Cozy House in the Metro Center Area
Casa Aurea is a charming and cozy retreat that comfortably accommodates up to eight guests, offering everything you need for a relaxing stay in a prime location. Just minutes from Plaza Las Américas, you’ll be close to top restaurants, shopping, and entertainment. Whether you’re visiting with family or friends, Casa Aurea is the ideal place to unwind by the pool or set out to explore all the area has to offer. Come experience the perfect blend of comfort, convenience, and Caribbean charm!
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Ocean Park Beachfront & Pool | Steps to the Sand
This Beach Front Townhouse is located in Ocean Park. One of Puerto Rico’s sought out locations! It is perfect for group trips as well as families looking for the perfect getaway! The Town House is in a gated community which means you will be guaranteed a safe trip. Private parking will be provided. The unit is a 10 minute drive from the airport as well as Old San Juan. You will have a private rooftop facing the ocean and a shared pool on the ground floor to use at your convenience.
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Blessed Home…
Have fun with the whole family at this stylish place. 15 minutes to the airport 15 minutes from Old San Juan tourist site 10 minutes to Mall of San Juan 7 minutes to Plaza las Americas 12 minutes to Isla Verde and Ocean Park 3 minutes to Walgreens We have Solar Panels for the benefit of our guests in case there is no electricity! 🚨 Come and spend your vacation with your family and make it an unforgettable magic of comfort. Completely remodeled, spacious and stylish house.
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Blue lagoon
Have fun with the whole family at this stylish place to stay. Spacious and luxurious place. It has a pool, BBQ and an emergency electric generator, a dock for fishing, and views of Isla Verde. It also has a ramp to pull boats , TV in all the rooms , internet and bluetooth horns. There is a yacht at the dock that can accommodate 2 more guests for an extra cost. To add this service, contact the host. For reservations of three or more nights, you get 1 hour of free jet ski.
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Villa Celestial Luxury Home
Discover comfort and style at Celestial, our newly renovated 3-bedroom, 3-bathroom retreat in Urb. Los Angeles, Carolina, Puerto Rico. Just 5 minutes from the airport and a short drive to Isla Verde's beaches, this stylish home is ideal for up to 10 guests. Enjoy the remodeled interior, private pool, BBQ area with a full outdoor kitchen, ample parking, and security cameras. Experience luxury and convenience at Celestial – your gateway to the best of Puerto Rico.
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Design Suite「 POOL」Walk to Beach | DUNA by DW
If this apartment-plus were a perfume it would smell like juniper, cactus water, fennel seeds, slot canyons and homemade tortillas clasped in warm sunlit terracotta. Everything about this king-size suite is deep, sandy, and divine. With two private terraces, a bedroom, bath, full kitchen, custom soaking tub, hammocks, and more, the Dreamer can mesmerize up to three guests with elegant, laidback allure.
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Intimate Paradise- Private Pool, Terrace & Comfort
Enjoy our spacious home with a large patio and private pool. With 2 king beds, 2 queen beds, and a bunk bed, each room includes a private bathroom for total comfort. The house features solar panels and a backup battery for a reliable stay. Located in a secure gated community, you’re just 15 minutes from the beach and airport, offering both privacy and convenience for your getaway.
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Mid-Century Modern house
Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people, (2 per room).
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Popular amenities for San Juan rentals with a pool
House rentals with a pool

Luxury Villa: PrivatePool, Generator&Water Cistern
LocationValueHospitality

Casa Saulia ⭐️ Private Pool and Jacuzzi ⭐️
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Casa Kenia
ValueLocationComfort

Hidden Coast
FamilyValueSleep quality

Old San Juan Gem | Backup Power/Water, Pool + Pkg
LocationFamilyAccess

Turquoise Villa Private pool nearby airport
FamilyValueBathroom

Casa Hélice 3 min from airport -Placas Solares-
LocationFamilyKitchen

Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen
LocationFamilyHiking
Condo rentals with a pool

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)
LocationValueBeach

★Luxurious Beachfront Apt in Isla Verde+free pkg★
LocationFamilyBathroom

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

Beachfront 2b/2b * Walk 2 Eat * Isla Verde Beach
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Vista Boriken: 24 Hr. Doorman, Pool, Laundry, Gym
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💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR
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WoW! 6 Min Ride To Airpt | Parking | Security |
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Ocean View - Prime Location - Parking - ORO SUITE
LocationValueCleanliness
Other holiday rentals with a pool

Beach Walk / Pool / Backup Power & Water
LocationValueCheck-in

King Suite Steps from the Beach
ValueLocationHospitality

Red Door Lovely 1 Bedroom unit with small patio
LocationFamilyLong stay

Cozy Casa Yane
FamilyLocationAir conditioning

Luxurious Apartment-Isla Verde #2
LocationValueCondition

Epic Ocean View, 23 floor, Balcony & Free Wi-fi
LocationValueKitchen

Jungle Bungalow | 1BR Suite | Private Plunge Pool
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Island Living: Beachfront Ocean View w/Parking
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