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Holiday rentals with a pool in San Juan

Find and book unique homes with a pool on Airbnb

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
Villa in Santurce
5 out of 5 average rating, 118 reviews

Gated Parking Heated Pool Generator Beach Walk

Everything you need for an effortless Puerto Rico stay. Minutes to Isla Verde Beach, with pool access and all your beach essentials ready. 🌊 Walk to Isla Verde Beach: close to top spots 🏊‍♀️ Heated pool access; sparkling clean, perfect to unwind 🧼 Impeccably clean: spotless and exactly as pictured 🔐 Easy, stress-free arrival 🏖️ Beach essentials included: chairs, umbrella, towels + cooler ⚡ Reliable essentials: Power generator backup + water cistern 💬 Super responsive host: fast, attentive

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
4.98 out of 5 average rating, 311 reviews

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!

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
4.98 out of 5 average rating, 246 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.

Top Guest favourite
A contemporary house is positioned atop a hill, surrounded by lush greenery and palm trees. A winding pathway leads to the entrance, while panoramic ocean views extend in the background, highlighting the beauty of the surrounding landscape.
Home in Ceiba
4.99 out of 5 average rating, 136 reviews

La Casita: Private Heated Pool W/ Ocean Views

Nestled atop a lush hill at the beachfront town of Ceiba, this 2-bedroom house is a haven of luxury & tranquility, offering a spectacular panoramic view of the ocean, the rainforest, mountains & neighboring islands. As you approach the property, a winding driveway bordered by vibrant, blooming flowers leads you to the entrance, setting the tone for the enchanting retreat that awaits. Just a 1-hour drive from SJU's International Airport & half hour ride from El Yunque National Rainforest.

Top Guest favourite
The serene private patio features a shallow plunge pool surrounded by tropical plants and decorative stones. A textured green outdoor shower is visible, and a low wall separates the space from the vibrant greenery beyond, creating a secluded retreat for relaxation.
Bungalow in Ocean Park
4.99 out of 5 average rating, 104 reviews

Jungle Bungalow | 1BR Suite | Private Plunge Pool

Located just blocks from the vibrant Ocean Park Beach, our chic studio bungalow perfectly combines urban convenience with tropical serenity. Step into your private plunge pool or explore Calle Loiza's bustling streets, famous for eclectic dining and unique shopping. Your queen-sized bed features plush comfort with en-suite bathroom, providing a personal retreat. Enjoy the lush garden patio hanging egg-chairs for serene evenings, making every day of your stay memorable and relaxing.

Top Guest favourite
The two-story property is surrounded by lush greenery, featuring a serene pond reflecting the building and sky. Lounge chairs are positioned on the grass, offering a relaxing spot to enjoy the natural surroundings.
Home in Río Grande
4.95 out of 5 average rating, 187 reviews

Hacienda Azucena, Río Grande, Yunque Rain Forest

An Exquisite vacation home in El Yunque Tropical rainforest. Discover Puerto Rico's enchanting beauty at Hacienda Azucena. Enjoy a private getaway in this 4-bedroom, 2 full bathrooms and 3 half bathrooms villa. This spectacular property offers incredible green views just minutes from El Yunque National Forest, one of the finalists for the New 7 Wonders of Nature. Perfect for friends and family gatherings or peaceful getaways. Close to beaches, outlets mall, and horseback rides.

Guest favourite
A modern living area features a large flat-screen TV mounted on a white wall unit, displaying a serene beach scene. Below the TV, a sleek entertainment console provides storage. A compact dining table and bright white chairs are positioned in the corner, complementing the overall design.
Condo in Carolina
4.92 out of 5 average rating, 342 reviews

Isla Verde Studio @ St. Tropez, Steps to the Beach

Welcome to Paradise Island! This stylish 446 sq. ft. studio in Isla Verde, next to Fairmont El San Juan Hotel, offers easy access to restaurants, shops, and Isla Verde Beach. Just a 5-min drive from the airport! Enjoy a worry-free stay with a high-capacity battery backup that powers the entire apartment—including A/C, stove, and water heater—during outages. Perfect for a beach getaway with vibrant nightlife nearby. Book now and experience the best of Isla Verde!

Top Guest favourite
Home in Carolina
4.99 out of 5 average rating, 165 reviews

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport

✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

Top Guest favourite
A panoramic view showcases the vibrant skyline of Condado, with modern buildings lined along the streets. The Atlantic Ocean glistens in the background under a partly cloudy sky, while the lush greenery of local areas adds a touch of nature to the urban landscape.
Condo in Santurce
4.98 out of 5 average rating, 115 reviews

Vista Boriken: 24 Hr. Doorman, Pool, Laundry, Gym

Vista Borinken is located on one of the top floors of the swanky Ashford Imperial, one of the most secure and luxurious buildings in Condado with 24/7 security. Recently renovated, our studio (non-smoking) comfortably sleeps up to 2 guests and boasts beautiful panoramic views of the island, from the mountains to the ocean and has access to a pool, gym, and laundry room. Restaurants, shops, the beach and local parking are all just steps away from the building.

Top Guest favourite
A tranquil private pool reflects the clear blue sky, surrounded by lush greenery and palm leaves. The modern apartment's large glass windows allow for abundant natural light, while a shaded outdoor seating area and hammock can be seen beside the pool.
Apartment in Ocean Park
4.99 out of 5 average rating, 276 reviews

Best location with pool, steps from beach!

Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

Top 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.
Condo in Carolina
4.92 out of 5 average rating, 399 reviews

★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.

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
5 out of 5 average rating, 154 reviews

Luxury waterfront villa with dock and heated pool

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

Popular amenities for San Juan rentals with a pool

When is the best time to visit San Juan?

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Avg. price$276 AUD$270 AUD$273 AUD$263 AUD$250 AUD$247 AUD$253 AUD$257 AUD$237 AUD$222 AUD$243 AUD$262 AUD
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Quick stats about holiday rentals with a pool in San Juan

  • Total holiday rentals

    Explore 2,230 holiday rentals in San Juan

  • Nightly prices starting at

    San Juan holiday rentals start at $29 AUD per night before taxes and fees

  • Verified guest reviews

    Over 142,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    830 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 470 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,240 properties have a dedicated workspace

  • Wi-Fi availability

    2,190 of San Juan holiday rentals include Wi-Fi 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

Destinations to explore