Some info has been automatically translated. Show original language

Vacation rentals with a pool in San Juan

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in San Juan

  • Total vacation rentals

    Explore 2,010 vacation rentals in San Juan

  • Nightly prices starting at

    San Juan vacation rentals start at G$4,180 GYD per night before taxes and fees

  • Verified guest reviews

    Over 150,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    870 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 470 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,150 properties have a dedicated workspace

  • Wi-Fi availability

    1,990 of San Juan vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across San Juan rentals

  • 4.8 Average rating

    San Juan stays are highly rated by guests—averaging 4.8 out of 5!

  • 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.

1 of 1 pages1 / 1
Guest favorite
A panoramic view captures the bright blue Atlantic Ocean meeting a clear sky, framed by the coastal buildings of Condado. The scene presents a sense of height and openness from the 24th floor, showcasing the vibrant colors of the ocean and surrounding architecture.
Apartment in Santurce
4.94 out of 5 average rating, 231 reviews

Exec. Suite Condado 24fl ocean Vast Balc Pool, Pkg

Beautiful studio in dead center prime Condado beach strip, on 24th floor. Perfect for solo travelers , couples and can accommodate 2 children in futon that opens to full size. 20 foot long road balcony, ocean view suite, reserved parking and self check-in. Tall view over ocean. Pool, Wi-Fi, cable, full kitchen, bathroom, walk-in closet, equipped and Business Ready. Open air restaurants, parks, casinos, groceries, dining, nightlife, family activities and the Atlantic Ocean are on block.

Guest favorite
Loft in Santurce
4.95 out of 5 average rating, 539 reviews

⭐️SPECTACULAR CHIC STUDIO PROFESSIONALLY SANITIZED⭐️

You will love staying in this chic apartment that was carefully re-designed with a lot of passion & love ❤️. Rest assured that we take cleaning and sanitizing procedures very seriously and our Housekeeping Manager is freak about it. With beautiful blue sky & ocean views during the day and a magnificent city view during the night, just 10min from SJU airport, it will be your perfect spot is to enjoy the island at it's best. Walk and enjoy the beach, Casinos, Restaurants and shops around Condado.

Guest favorite
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, 331 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!

Superhost
A tranquil pool area is highlighted by a stylish stone water feature, where water cascades gently into the pool. Lush, tropical plants are visible in the background, complementing the serene atmosphere of the space.
Home in Levittown
4.9 out of 5 average rating, 162 reviews

La Pompa Beach House Beautiful Residence with Pool

Whether it's work or a family experience, it's the perfect place. This beautiful property has an excellent location minutes from Punta Salinas Beach and steps from restaurants, supermarkets, pharmacies and nightclubs. La Pompa Beach House is an Eco friendly residence that operates and produces solar energy. Fun, Elegance and Hospitality is a priority that is why we have a beautiful kitchen, private pool, luxury rooms, GYM equipment, parking plus work area. Close to highway and Old San Juan.

Top guest favorite
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, 264 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 favorite
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
4.98 out of 5 average rating, 149 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 favorite
Home in Carolina
4.99 out of 5 average rating, 179 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 favorite
Guest suite in Luquillo
5 out of 5 average rating, 222 reviews

Casa Encanto Rainforest Retreat

Nestled in the lush foothills of El Yunque Rainforest, this private guest suite occupies the lower level of our luxury villa, Casa Encanto. Enjoy the perfect blend of tranquility and adventure, just minutes from Luquillo Beach, Las Paylas, Carabalí Adventure Park, snorkeling, and more. Relax by the pool and spa while enjoying the peace of a tropical retreat powered by solar energy, Tesla battery backup, and a dedicated water reserve.

Top guest favorite
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, 164 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!

Guest favorite
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
4.89 out of 5 average rating, 117 reviews

Mid-Century Modern house

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, (2 per room).

Guest favorite
Tent in Guaynabo
4.88 out of 5 average rating, 290 reviews

"Stellita Glamping"

Disconnect from the routine and enjoy the tranquility of the countryside in the city of Guaynabo, Puerto Rico, with a private pool and different decks where you can relax. The tent has a cozy queen bed, one air conditioners, books and board games. You'll also have your private bathroom and outdoor area with bbq, refrigerator, pool and a cozy seating area.

Top guest favorite
A refreshing pool area is surrounded by natural greenery, with stone accents and a sunlit patio. The pool features clear water and a small seating area, creating an inviting outdoor space. Lush foliage frames the scene, enhancing the serene atmosphere.
Home in Carolina
4.98 out of 5 average rating, 219 reviews

Villa Estrella PR (near Airport & Beach)

Diviértete con toda la familia en este alojamiento con estilo. Esta cerca de todo lo esencial como el Aeropuerto y Playas (5 minutos), Viejo San Juan, Plaza Las Américas (15 minutos). Localizado cerca de varios restaurantes con prestigio como Bebo’s BBQ, Metropol, y el área turística de Piñones donde podrán encontrar comida típica de nuestra isla.

Popular amenities for San Juan rentals with a pool

When is the best time to visit San Juan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$39,707 GYDG$40,334 GYDG$41,797 GYDG$37,617 GYDG$35,737 GYDG$35,319 GYDG$36,155 GYDG$36,782 GYDG$33,856 GYDG$31,766 GYDG$34,692 GYDG$37,409 GYD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

Destinations to explore