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Holiday rentals with a pool in San Juan

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in San Juan

  • Total holiday rentals

    Explore 2,090 holiday rentals in San Juan

  • Nightly prices starting at

    San Juan holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 159,480 verified reviews to help you choose

  • Family-friendly holiday rentals

    900 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 510 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,290 properties have a dedicated workspace

  • Wifi availability

    2,060 of San Juan holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across San Juan rentals

  • 4.7 Average rating

    San Juan stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    San Juan’s top spots include Distrito T-Mobile, Paseo de la Princesa and Museo de Arte de Puerto Rico

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
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 swimming pool, a barbecue and an emergency electric generator, as well as a jetty for fishing with a view of Isla Verde. It also has a ramp to pull boats , TV in all the rooms , internet and bluetooth horns. There's a yacht on the pier that can accommodate two more guests at an extra cost. To add this service, please contact the host. For bookings of three nights or more, you get one hour of free use of a jet ski.

4.93 out of 5 average rating, 112 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.

4.99 out of 5 average rating, 144 reviews
Guest favourite
A spacious living area features large glass doors that invite natural light and provide views of palm trees outside. A sectional sofa is paired with accent chairs and a geometric coffee table, while a wall art piece adds subtle visual interest.
Apartment in Río Grande

Pristine 4 bdrm (all private) steps to beach/golf

Indulge in a breathtaking getaway nestled in the plush private golf/spa resort, Hyatt Regency Grand Reserve. The only resort in PR to host the Puerto Rico Open. This exquisite 4-bedroom (all bedrooms are private), 3 1/2 bath villa boasts scenic views of the lush El Yunque rainforest, a turquoise sea, 2 Tom Kite golf courses & a private pool. Gated, resort-style villas in Rio Grande, just 25 minutes from the SJU airport, 10 minutes from the El Yunque rain forest, and 35 minutes from San Juan.

4.95 out of 5 average rating, 103 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.

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.

4.9 out of 5 average rating, 125 reviews
Top guest favourite
An outdoor terrace features a wooden deck with a table and chairs, providing ample seating. A cozy swing chair hangs nearby, surrounded by lush greenery and expansive views of the mountainous landscape. Decorative string lights add warmth to the inviting setting.
Shipping container in Gurabo

Vista Linda Haus

At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

4.99 out of 5 average rating, 274 reviews
Top guest favourite
Townhouse in Santurce

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.

4.99 out of 5 average rating, 150 reviews
Top guest favourite
A serene outdoor space presents a heated pool surrounded by lush greenery. Comfortable seating is located under an umbrella on a wooden deck, while a large planter with tropical plants adds a natural touch. The setting is enhanced by vibrant pink flowers climbing the walls.
Home in San Juan

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

Enjoy added peace of mind with solar power, battery backup, a private water cistern, and fiber internet, amenities rarely found in Old San Juan. Stay in a 200-year-old historic home in the heart of Old San Juan, complete with a heated private pool and dedicated parking just steps away. This spacious two-story retreat blends historic architecture, curated Puerto Rican art, and modern comfort, all within walking distance of the city’s best restaurants, shops, and landmarks.

4.99 out of 5 average rating, 101 reviews
Guest favourite
Apartment in Carolina

BLUE DREAM Oceanfront W/ VIEW AT Isla VERDE 2BR

Excellent apartment in a spectacular area of Isla Verde Beach, located on the beach with direct access to it. The apartment has one bedroom suite with King Size bed, second bedroom with two Queen Size beds. There are two full bathroom. Toilette of reception. Fully equipped kitchen with dishwasher, Nespresso, toaster, oven, microwave, etc. It has a breakfast bar. Super comfortable and spacious modern living room. Incredible view of the SEA, balcony with table and chairs.

4.9 out of 5 average rating, 136 reviews
Top guest favourite
A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.
Villa in Carolina

Luxury waterfront villa with dock and heated pool

Enjoy uninterrupted water and power at Villa Jade, with a whole-house generator and 600-gallon water cistern for peace of mind. Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock on a serene lagoon. Just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

5.0 out of 5 average rating, 174 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.

4.99 out of 5 average rating, 136 reviews
Superhost
A sparkling swimming pool is illuminated by soft purple lights, creating a relaxing atmosphere in the evening. The pool is surrounded by smooth stone tiles and white walls, providing a sense of privacy and comfort.
Home in Carolina

The Leaves Apartments #2

We have an Electric Generator 🔌 (you won't run out of power) and a 💦 Water Tank. House with a 🏊‍♀️ SHARED Pool with other apartments. From this accommodation you will enjoy easy access to make your stay more pleasant. Just 5 minutes from the international airport, restaurants, shopping malls, beaches just 7 minutes away, gyms, pharmacies, supermarkets, hotels and casinos.

4.86 out of 5 average rating, 175 reviews

Popular amenities for San Juan rentals with a pool

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