Vacation rentals with a pool in Viejo San Juan

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Top-rated rentals with a pool in Viejo San Juan

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

An outdoor pool is visible in the foreground, surrounded by a spacious deck. Beyond the pool, a sandy beach is lined with palm trees and beach-goers enjoying the water. The ocean stretches out in the background, reflecting the sunlight.

Condo in Cangrejo Arriba

4.83 out of 5 average rating, 103 reviews

Amazing Designer Beach Front Loft Apt Open Space

Lovely Designer beach loft apt. Located in one of the most popular beaches in PR. El alambique is a preferred beach spot for people of all ages. We are located walking distance to the best hotels and restaurants in the isla verde area. We offer one assigned parking spot-and the building has private security 24/7. Across from the building we have a small shopping area with different restaurants and convince store. Has one bed for 2 adults & a convinient air matres Full size for a child if needed.

Superhost

A spacious pool area is surrounded by palm trees, with lounge chairs arranged neatly along the edge. The pool features clear turquoise water and has shallow entry points. A shaded gazebo can be seen in the background, providing an inviting space for relaxation.

Apartment in Cangrejo Arriba

4.87 out of 5 average rating, 230 reviews

Island Living: Beachfront Ocean View w/Parking

Hi. Looking for a beachfront apartment? Look no further! This is a beachfront 1 bedroom apartment that sleeps 2 in the best beach in San Juan! 15min from Old San Juan, 7min from the Airport, near shops, restaurants, hotels, casinos, nightlife, and a vibrant walking district. Hear the ocean waves, feel the breeze, enjoy the sun! The building has a private beach entrance, basketball court, tennis court (currently closed), pool, gazebos, bbq area, and more! Welcome to the Island Living experience!

Guest favorite

A clear swimming pool is featured in the foreground, surrounded by gray lounge chairs under a bright blue sky. Lush greenery and palm trees frame the area, while tall residential buildings provide a backdrop, enhancing the open and airy feel of the space.

Loft in San Juan

4.95 out of 5 average rating, 501 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 modern living area features a wall adorned with black and white stripes, complemented by a flat-screen TV mounted above a simple shelf. Two patterned chairs and a wooden coffee table are arranged around the space, with floor-to-ceiling sliding glass doors offering views of the outdoor balcony.

Apartment in San Juan

4.93 out of 5 average rating, 122 reviews

Ashford Imperial Condo- Oceanview & parking

Remodeled apartment with 24-7 security, pool, 5 min walk to beach & private parking. Just 5 miles from SJU airport, makes your arrival and departure a breeze. Whether you're here to enjoy the beach, explore the rainforest or visit Old San Juan, our location is unbeatable. Situated on Ashford Ave., steps from the beach and in the heart of Condado, you'll be surrounded by the best restaurants, bars, casino, outdoor activities and shopping. Perfect for an unforgettable stay in Puerto Rico!

Guest favorite

A balcony view features two wooden lounge chairs and a small table, overlooking a sandy beach lined with palm trees. The vibrant blue ocean stretches beyond, complemented by a clear sky with scattered clouds.

Apartment in Cangrejo Arriba

4.93 out of 5 average rating, 106 reviews

Beachfront Condo with Balcony 15 min from San Juan

Marvera is located just 5 minutes away from the SJU airport, our cozy OCEANFRONT one-bedroom, one-bathroom retreat is the perfect escape for both relaxation and adventure. Our prime location is only steps aways from Isla Verde beach and offers easy access to nearby hotels, casinos, and a variety of restaurants. For history enthusiasts, the charming streets and iconic landmarks of El Viejo San Juan are just a short 15 minute drive away. Follow us on IG @airbnbmarvera for videos!

Superhost

The open living-dining area features a spacious sofa and a dining table surrounded by four chairs. Large glass doors provide access to the balcony, where high-top chairs and a small table overlook the ocean. Modern pendant lights hang above the dining table.

Condo in San Juan

4.87 out of 5 average rating, 117 reviews

Palms & Ocean View 1br 1bth + Pool + Beach Access

In the heart of Condado, with direct private access to the Condado beach. The building is on Ashford Ave., surrounded by great restaurants, cafes, and bars. At walking distance, you have supermarkets (5 min), Calle Loiza St. with vibrant nightlife (6 min), and La Placita de Santurce with also great nightlife (15 min). At driving distance, you have the Convention Center & El Distrito (10 min), Old San Juan (15 min), Hato Rey Milla de Oro (15 min), and the airport (15 min).

Top guest favorite

A private outdoor area features a heated pool surrounded by a smooth patio. A hammock hangs nearby under a shaded pergola, while a dining table and lounge chairs are positioned for relaxation. Lush greenery enhances the tranquil atmosphere, offering a serene retreat.

Apartment in San Juan

4.99 out of 5 average rating, 249 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.

Guest favorite

An outdoor pool area is visible, featuring a swimming pool surrounded by a tiled deck. A circular table with chairs is positioned nearby, complemented by a pink umbrella. Lounge chairs are arranged along the side of the pool, set against a backdrop of buildings.

Apartment in San Juan

4.97 out of 5 average rating, 201 reviews

King Suite Steps from the Beach w/ Parking

Enjoy a stylish experience at this centrally-located studio. In the heart of the Condado neighborhood. As soon as you walk out the front door you are immediately immersed in the lively energy of Puerto Rico. It's steps from the beach and the neighborhood is filled with delicious restaurants and great bars. Please keep in mind the parking provided is not in the building. It is one block away at the Marriott Hotel.

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, 116 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.

Top guest favorite

Villa in Cangrejo Arriba

5 out of 5 average rating, 129 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

A large swimming pool is surrounded by palm trees and lounge chairs, with guests relaxing under the sun. The clear water invites leisure activities, while a low wall and several potted plants create a tropical ambiance nearby.

Condo in San Juan

4.94 out of 5 average rating, 386 reviews

Ashford, San Juan - “The Place”!

The heart of New San Juan... Fall in love with Condado, San Juan’s most exciting district. Condado’s oceanfront, tree-lined community offers an array of elegant hotels, restaurants, boutiques, and more. Everything is within walking distance, including stunning beaches where you can dine at beachside restaurants, go paddle boarding or just relax in the sun.

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 Cangrejo Arriba

4.98 out of 5 average rating, 115 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.