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.

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Guest favourite

Home in San Juan

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

ValueLocationAir conditioning

4.93 out of 5 average rating, 137 reviews

Guest favourite

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

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

LocationValueKitchen

4.92 out of 5 average rating, 229 reviews

Top Guest favourite

A bright outdoor area features a rectangular pool surrounded by light-colored tiles. White walls enhance the spacious feel, while an adjoining open-air space reveals a modern kitchen area with a shaded seating area. Lush greenery provides a natural accent, complemented by a clear blue sky.

Home in Santurce

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.

FamilyLocationWi-Fi

4.99 out of 5 average rating, 144 reviews

Guest favourite

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

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.

LocationFamilyAir conditioning

4.82 out of 5 average rating, 269 reviews

Guest favourite

The living area features a brown leather couch complemented by a round coffee table and decorative elements. A ceiling fan and modern light fixtures are present, along with plants that enhance the space. Glass doors open to a private outdoor area, blending indoor and outdoor environments.

Home in San Juan

Water Cistern • Mid-Century Modern House

No need to worry about unexpected water outages, the house has an automatic water cistern that keeps the water running if service is interrupted. 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.

LocationFamilyParking

4.9 out of 5 average rating, 125 reviews

Guest favourite

Home in San Juan

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!

ValueLocationOutdoor spaces

4.96 out of 5 average rating, 102 reviews

Superhost

A heated swimming pool is showcased in the foreground, reflecting clear blue skies. Surrounding greenery enhances the scene, with a white structure visible nearby featuring multiple windows. A gazebo is situated to the right, complementing the outdoor space.

Home in San Juan

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!

LocationValueComfort

4.84 out of 5 average rating, 146 reviews

Guest favourite

A private pool is set against a backdrop of lush greenery and a vibrant tree with red flowers. Several lounge chairs are positioned nearby, inviting relaxation. The tranquil water reflects the soft colors of the sunset, completing the serene outdoor space.

Apartment in San Juan

One of a Kind Villa w/ Private Pool & Views in SJ

Escape to your own private mountain retreat where cool tropical breezes, lush surroundings, and breathtaking panoramic views create the perfect setting for an unforgettable stay. The property is perfectly tucked away in the hills while amazingly close to everything you need. It is a gem for those who wish to experience Puerto Rico on a deeper level, away from the tourist trap. Not only is it beautifully furnished, the apartment has the perfect private pool only 10mins away from SJU.

FamilyLocationCondition

4.94 out of 5 average rating, 133 reviews

Guest favourite

A modern kitchen features sleek black cabinetry and a central island with two black bar stools. Stainless steel appliances, including a refrigerator and microwave, complement the open layout. Natural light enters through large windows covered with shades, enhancing the functional design.

Home in San Juan

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.

ValueLocationNearby

4.89 out of 5 average rating, 120 reviews

Guest favourite

Casa particular in Santurce

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.

ValueFamilyKitchen

4.93 out of 5 average rating, 112 reviews

Guest favourite

A private outdoor area is illuminated by string lights, creating a warm ambiance at night. The pool, featuring shimmering blue lights, is bordered by sleek lounge chairs. A modern barbecue grill is visible in the distance, surrounded by lush greenery and a clean, well-maintained pathway.

Home in Carolina

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.

ValueLocationBathroom

4.95 out of 5 average rating, 138 reviews

Guest favourite

A serene outdoor space features a private pool with tranquil blue water, surrounded by lounge chairs and lush greenery. An inviting seating area is visible, alongside a bar with high stools. A well-lit space creates an atmosphere for relaxation and enjoyment.

Home in Carolina

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.

LocationFamilyAccuracy

4.99 out of 5 average rating, 136 reviews