
Holiday rentals with a pool in San Juan
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Top-rated rentals with a pool in San Juan
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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
4.93 out of 5 average rating, 134 reviews
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.
4.99 out of 5 average rating, 143 reviews
Luxury Villa: PrivatePool, Generator&Water Cistern
Beautiful luxury two story house with private pool located 20 min from the airport and beach, at a community with double gated security entrances. Perfect for families/corporate groups. The house has a huge kitchen, open spaces, office, terrace, wood playhouse for children and private pool. Master bedroom has a beautiful big bathroom with bathtub and double shower. WE HAVE POWER GENERATOR/ WATER CISTERN. ONLY REGISTERED GUESTS ARE ALLOWED ON THE PROPERTY, EXCEPT PREVIOUSLY NOTIFIED VISITORS
4.92 out of 5 average rating, 227 reviews
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.
4.82 out of 5 average rating, 269 reviews
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!
4.96 out of 5 average rating, 102 reviews
Urban Paradise
Water tank and generator. Early check-in (3pm) available subject to bookings. A unique property of 3/4 acre where you can enjoy nature in the city. Just 5 minutes from the airport, beaches, restaurants and night life. Short commute to Old San Juan and even El Yunque Rainforest. Main house consists of 5 bedrooms and 4 bathrooms, capacity for 16 guests. Guest house has 2 bedrooms, kitchenette and a bath. Heated pool, cinema, gazebo, pool table and basketball. Great for family/friends!
4.85 out of 5 average rating, 144 reviews
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.
4.89 out of 5 average rating, 120 reviews
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.
4.93 out of 5 average rating, 112 reviews
Casa Kenia
Enjoy a stylish experience at this centrally-located, elegant, and fun place. We are just 8 minutes from the airport, 10 minutes from the Mall of San Juan, 20 minutes from Old San Juan, and 9 minutes from Condado and its beaches. English Enjoy a great experience in this centrally located, stylish, loving, comfortable, and well-equipped home. Located near Luis Muñoz Marín airport. Minutes from beautiful beaches, restaurants, shops, the Condado area, and Old San Juan.
4.95 out of 5 average rating, 138 reviews
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.
4.98 out of 5 average rating, 137 reviews
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).
4.9 out of 5 average rating, 125 reviews
Villa Estrella PR (near Airport & Beach)
Have fun with the whole family at this stylish place. It's close to all the essentials such as the Airport and Beaches (5 minutes), Old San Juan, Plaza Las Américas (15 minutes). Located near several prestigious restaurants such as Bebo's BBQ, Metropol, and the Piñones tourist area where you can find typical food from our island.
4.98 out of 5 average rating, 235 reviewsPopular amenities for San Juan rentals with a pool
House rentals with a pool

Casa Hélice 3 min from airport -Placas Solares-
4.94 out of 5 average rating, 112 reviews
Turquoise Villa Private pool nearby airport
4.97 out of 5 average rating, 146 reviews
Hidden Coast
4.94 out of 5 average rating, 204 reviews
Old San Juan Gem | Backup Power/Water, Pool + Pkg
4.99 out of 5 average rating, 100 reviews
Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen
4.9 out of 5 average rating, 288 reviews
MY BEAUTIFUL SUMMER
4.95 out of 5 average rating, 128 reviews
Amazing Home! Pool + Backup Water & Power + WiFi
4.9 out of 5 average rating, 153 reviews
Pool House by Airport | Central A/C & BBQ Grill
4.87 out of 5 average rating, 109 reviewsCondo rentals with a pool

★Luxurious Beachfront Apt in Isla Verde+free pkg★
4.92 out of 5 average rating, 420 reviews
Deja Blue BeachFront Apartment @ Isla Verde (Green Island)
4.96 out of 5 average rating, 157 reviews
The best, Amazing Designer Beach Front Loft Apt
4.85 out of 5 average rating, 133 reviews
Beautiful apartment in Condado with beach access!
4.85 out of 5 average rating, 414 reviews
Isla Verde Beachfront Studio near restaurants,bars
4.95 out of 5 average rating, 193 reviews
Palms & Ocean View 1br 1bth + Pool + Beach Access
4.89 out of 5 average rating, 160 reviews
Coral Beach “Suite 1509”
4.79 out of 5 average rating, 130 reviews
Ocean & City View Studio in Condado, San Juan
4.82 out of 5 average rating, 130 reviewsOther holiday rentals with a pool

Beach Walk / Pool / Backup Power & Water
4.98 out of 5 average rating, 112 reviews
Rainbow Luxury Villa Beach House 🏝
4.95 out of 5 average rating, 237 reviews
Cozy Casa Yane
4.94 out of 5 average rating, 349 reviews
Beach Vacay!
4.97 out of 5 average rating, 269 reviews
ATELIER 277 San Juan, Puerto Rico.
4.89 out of 5 average rating, 148 reviews
Pelican Suite | Ocean View | Pool | King Bed
4.85 out of 5 average rating, 163 reviews
NEW! 3 Bedroom 2 Bath Townhouse! GREAT LOCATION! 5min from Isla Verde & Airport! Walk to Mall of SJ to Shop & Eat!
4.89 out of 5 average rating, 125 reviews
Ocean Park Beachfront & Pool | Steps to the Sand
4.99 out of 5 average rating, 147 reviewsDestinations to explore
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