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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, 113 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
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

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.

4.96 out of 5 average rating, 104 reviews
Top guest favourite
Apartment in Luquillo

Beachfront Apt. Ocean-Facing Bed & City Views+Pool

Enjoy breathtaking ocean and city views from this corner 12th-floor fully equipped beachfront apartment. The exclusive ocean-facing bedroom features a private balcony, perfect for morning coffee, sunrises/sunsets, and relaxing to the sound of the waves. Enjoy the added convenience of a pool 🏊‍♂️ and direct beach 🏖️ access for a refreshing break. Located near restaurants and local food trucks, and just a short drive from El Yunque, Bio Bay, and the ferry terminal to Culebra and Vieques.

4.89 out of 5 average rating, 444 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
A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.
Tiny home in Fajardo

Magical! Ocean view Cabana w/ Pool Spa on mountain

This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

4.98 out of 5 average rating, 358 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, 275 reviews
Top guest favourite
An aerial view showcases a modern hacienda set on a spacious lawn surrounded by lush greenery and mountains. The property features a turquoise pool and a shaded outdoor seating area, all under a clear blue sky adorned with scattered clouds.
Home in Carolina

Hacienda w/Pool | 18 min Airport | Ocean+Mntn View

✈️ 18 minutes from the airport & 🏖️ 20 minutes from top beaches 🏡 1-acre retreat with ocean & El Yunque mountain views 🏊 35’ x 15’ pool + gazebo, BBQ & hammock 🎮 Game room with Pacman arcade, foosball & more 🛏 5 bedrooms, 7 beds, 4 bathrooms, 2 kitchens – sleeps up to 14 🍽 Fully equipped kitchen + multiple lounging areas ⚡ Fast WiFi, A/C throughout, gated parking & washer/dryer 🪑 Beach chairs, towels & cooler for your outings 📍 Minutes from restaurants, shops & top attractions

5.0 out of 5 average rating, 100 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
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
Guest favourite
A modern living room features turquoise accent walls, a comfortable sofa adorned with decorative pillows, and a neutral area rug. A coffee table sits in the center, surrounded by a few decorative elements. A Smart TV is mounted on the wall, and ambient lighting enhances the space.
Apartment in Carolina

★Luxurious Beachfront Apt in Isla Verde+free pkg★

Enjoy your Caribbean dream vacation in this luxury hotel-style apartment in the heart of Isla Verde. Amazing views from your own balcony of the ocean and city. You will be in the heart of the tourist area with direct access to the beach and surrounded by everything you need to complete your vacation. There are close hotels and within walking distance, there are plenty of restaurants, car rentals, and souvenir shops.

4.92 out of 5 average rating, 423 reviews
Superhost
A custom soaking tub is set in a sunlit corner, surrounded by greenery and textured walls. A tall plant stands nearby, accompanied by a terracotta pot. Natural light filters through the overhead skylight, casting soft shadows across the space.
Hotel room in Santurce

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.

4.88 out of 5 average rating, 138 reviews

Popular amenities for San Juan rentals with a pool

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