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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 $25 SGD 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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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
4.97 out of 5 average rating, 145 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.

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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
4.82 out of 5 average rating, 269 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.

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Top guest favourite
A modern A-frame cabin is situated in a natural setting, featuring large glass panels that offer views of the surrounding greenery. A wooden deck extends in front, adorned with planters and a sculpture, inviting guests to enjoy the serene outdoor space.
Chalet in Río Grande
4.96 out of 5 average rating, 101 reviews

Romantic Chalet with Pool by the River

Tierra Linda – A Sanctuary by the Water Immerse yourself in the enchanting surroundings of this new hidden gem in nature. A space designed with love, serenity, and charm, where the river takes center stage. Experience an intimate and natural escape, created for those who wish to reconnect with themselves, their loved ones, and the essence of life. Get ready to discover a new version of magic… flowing at the water’s edge. The Tierra Linda experience continues, and we want you to be part of it.

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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
4.9 out of 5 average rating, 125 reviews

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.

ValueFamilyHospitality

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
4.99 out of 5 average rating, 274 reviews

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.

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Top guest favourite
Townhouse in Santurce
4.99 out of 5 average rating, 148 reviews

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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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
4.99 out of 5 average rating, 101 reviews

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.

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Guest favourite
Casa particular in Santurce
4.93 out of 5 average rating, 112 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.

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Guest favourite
Apartment in Carolina
4.9 out of 5 average rating, 134 reviews

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.

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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
4.99 out of 5 average rating, 136 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.

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Top guest favourite
An aerial view captures a private pool surrounded by a tiled patio. The pool, featuring steps for easy access, is bordered by fencing for safety. Two reclining chairs are positioned nearby, with lush greenery visible beyond the pool area.
Home in Carolina
4.96 out of 5 average rating, 118 reviews

Traveler’s cozy house | Private Pool Near Airport

Welcome to La Casa del Viajero! Cozy house with unique design, 2 bedrooms with direct access to the pool and outdoor area to relax. Located in a quiet neighborhood, less than 10 minutes from San Juan Airport (by car). Close to beaches, restaurants and tourist areas such as Old San Juan, Isla Verde, Condado and Piñones. Easy access to the PR-66 to Luquillo, Río Grande and the East Coast.

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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
4.86 out of 5 average rating, 174 reviews

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.

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Popular amenities for San Juan rentals with a pool

When is the best time to visit San Juan?

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