Vacation rentals with a pool in San Juan

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Top-rated rentals with a pool in San Juan

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Top 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

4.99 out of 5 average rating, 230 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 favorite

Apartment in Cabezas

4.97 out of 5 average rating, 149 reviews

Luxury Ocean Front Studio

Luxurious beachfront apartment to spend a beautiful day. It is located next to the Hotel El Conquistador with an incredible view. With a view to the sea, you can see Palomino Island, Icaco Cay, Island Culebra and Vieques. This apartment is unique, romantic and elegant to have a good time. It has different attractions nearby such as the Yunque, Seven Seas Beach,Snorkel and beach tours, Ferry to Culebra and Vieques. Different areas for night activities such as the Bio Bay in the Croabas.

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, 181 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.

Superhost

An open-concept living space features a light, airy design with a comfortable gray sofa and two blue armchairs. A white coffee table sits in the center, complemented by a modern dining area with wooden chairs. An inviting kitchen area is equipped with contemporary appliances.

Apartment in San Juan

4.78 out of 5 average rating, 219 reviews

Ocean Park Beach The Oasis (1 ) 2min 2 beach

☆☆☆☆☆Stylish 1BR Beach Oasis + Pool + Parking – steps to the beach, food, cafe and fun. Experience San Juan like a local in this sparkling clean, fully renovated 2BR retreat just steps from Ocean Park Beach. Enjoy brand-new A/C units, modern appliances, private parking, and a shared pool (waiver required). Ideal for couples, families, or business travelers seeking comfort, privacy, and style. Prime location: 3-min walk to trendy Loíza St. dining, 8-min drive to airport & Old San Juan.

Top guest favorite

A serene outdoor area features a sparkling pool surrounded by lush greenery and tropical plants. A shaded seating area is provided by a large umbrella, along with a cozy hanging chair in the background. The peaceful ambiance is enhanced by bright blue skies.

Guest suite in Luquillo

5 out of 5 average rating, 170 reviews

Casa Encanto - Experience El Yunque Rainforest.

This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup

Superhost

An infinity pool stretches across the image, reflecting the sky and surrounding landscape. Lush green hills roll into the distance under a clear blue sky, showcasing the natural beauty of the area. The tranquil water invites relaxation, providing expansive views of the horizon.

Tiny home in Gurabo

4.86 out of 5 average rating, 331 reviews

The Best View of PR and Infinity Pool with Heater!

Campo Cielo, es el lugar perfecto para desconectarte y estar en completa conexión con la naturaleza. Disfrutarás del más bello amanecer, desde las montañas del Bosque Nacional El Yunque. Te relajarás y recargarás con aire puro y fresco, mientras te deleitas con la mejor vista en la piscina infiniti y en la terraza. La mejor experiencia para disfrutar de la naturaleza y sentirte a un solo paso del cielo, lo encontrarás en nuestro tesoro escondido, Campo Cielo Mountain Retreat.

Guest favorite

A charming wooden chalet is set against a lush mountainous backdrop, showcasing a private pool and patio area. A well-maintained garden surrounds the home, with tropical plants adding greenery. The structure features a sloped roof and multiple outdoor seating options, providing a relaxing space to enjoy the view.

Chalet in Naranjito

4.97 out of 5 average rating, 231 reviews

Beautiful View Chalet

Enjoy the lovely setting of this romantic & magical cozy home . Hidden in the mountains of Naranjito . 45 minutes from the airport, you can immerse yourself in a unique, romantic experience in PR surrounded by nature. The view from the moment you enter our property is magical. Here you can find a hugely inspiring environment for your writing, reading, music, to spend quality time with your partner, to spend time alone. A magical place of art, peace, and inspiring.

Superhost

A private pool is surrounded by light-colored walls and lush greenery. A wooden pergola sits adjacent to the pool, offering a shaded area with a spacious lounge bed. Sunlight reflects off the water, creating a serene outdoor space.

Apartment in Trujillo Bajo

4.88 out of 5 average rating, 199 reviews

Bohemian I King Bed Suite with Private heater pool

Bohemian Suite with private pool heated and great outdoor area to take a good tan Located 12 minutes from San Juan Airport, 14 Minutes from Isla Verde, 18 Minutes from Condado Beach and 22 Minutes from Old San Juan. Take a short 18 minutes drive to Calle Loiza, La placita and Condado. There's two parking available for a vehicle or you can Easily Uber anywhere. Uber is available and will get you to the place, but we definitely recommend a rental car

Guest favorite

A balcony view showcases the vibrant turquoise waters of the lagoon, framed by a clear blue sky with scattered clouds. A wooden table is set with two chairs, providing a serene space for enjoying the scenic landscape of the surrounding area.

Apartment in San Juan

4.87 out of 5 average rating, 103 reviews

Manatee Suite | Ocean View | King Bed | Pool

Thank you for considering our place at Condado Lagoon Villa #511. Perfect for exploring Old San Juan and Condado, it boasts a full kitchen and dining area for four. The highlight is the balcony, offering a picturesque view of the “Dos Hermanos” Bridge and Condado Lagoon. It's an idyllic spot for sunrise breakfasts or sunset dinners. We're dedicated to providing an exceptional stay. Feel free to ask any questions!

Guest favorite

A serene outdoor space features a sculptural pool surrounded by white walls. A gentle staircase leads up from the pool area. Lush plants are positioned thoughtfully alongside a wooden chair, inviting relaxation under the bright sky.

Hotel room in San Juan

4.88 out of 5 average rating, 111 reviews

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.

Guest favorite

The outdoor pool area features clear blue water, bordered by light-colored stone tiles. Several dark chairs are positioned along the side, providing seating for relaxation. Green foliage is visible in the background, complementing the bright sky.

Home in Carolina

4.86 out of 5 average rating, 110 reviews

The Leaves Apartments #2

Tenemos Generador Eléctrico 🔌 (no te quedarás sin luz) y Cisterna de 💦 agua. Casa con Piscina 🏊‍♀️ COMPARTIDA! con otros apartamentos. Desde este alojamiento disfrutaras del fácil acceso para hacer de su estadia una mas placentera. A solo 5 minutos del aeropuerto internacional, restaurantes, centros comerciales, playas a solo 7 minutos, gimnasios, farmacias, supermercados, hoteles y casinos.

Guest favorite

Dome in Caguas

4.9 out of 5 average rating, 219 reviews

Secret Dome 2

Reconnect with nature at this unforgettable escape. Secret Glamping was born from two 100% Puerto Rican people, entrepreneurs and lovers of the innovative. Our desire is to ensure that guests can connect with nature, peace and tranquility, as well as delight in the beautiful views and landscapes of our surroundings.