Vacation rentals with a pool in Condado

4.95 out of 5 average rating, 506 reviews

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 Santurce

⭐️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.

A tranquil pool area is depicted, featuring a clear blue water surface. Several lounge chairs with blue cushions are arranged around the pool, and lush greenery adds a refreshing touch to the scene.

4.95 out of 5 average rating, 154 reviews

Condado, Walk to the Beach, on Ashford Avenue

Located in the heart of Condado, San Juan directly on Ashford Avenue! This condo is in one of the liveliest and most tourist-friendly areas of the entire island! It’s filled with bars, restaurants, casinos, shopping, and amazing beaches. And the beach is steps away! Located across from the San Juan Marriott Resort and Stellaris Casino. The condominium has amenities including a pool, a small gym, and a laundromat. Security 24/7. 10-15 minute taxi/Uber ride from San Juan’s airport (SJU).

Top 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.

4.93 out of 5 average rating, 130 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!

The pool area features a large swimming pool surrounded by lounge chairs with blue cushions. Several palm trees provide shade, and a blue umbrella is positioned beside a round table. A soft sunset glow casts a calming ambiance over the scene.

4.85 out of 5 average rating, 340 reviews

Beautiful apartment in Condado with beach access!

Beautiful studio apartment. Includes one queen and one twin Murphy bed. Also, the apartment has a washer/dryer. The condo features a pool, gym, tennis court, mini-market, and private beach access. The studio can be converted into two rooms with a door divider. The view from the sliding windows is of the city. Only one parking space is available with security. Great spot within walking distance of bars, restaurants, a supermarket, and ATMs. Feel free to contact me for any questions.

Superhost

A private pool area is surrounded by lush greenery and palm trees, providing a shaded retreat. Lounge chairs are arranged around the pool, reflecting a relaxed atmosphere. The clear water sparkles under bright sunlight, and the surrounding buildings are visible in the background.

4.85 out of 5 average rating, 400 reviews

Condado Ashford, Ocean-View, 1-Bedroom, parking

Fully Renovated apartment with brand new kitchen, new floor tiles and furniture. 1-bedroom apartment with breathtaking ocean view, located in the heart Condado, prime location. one free parking spot on-premise included :) 2-minute walk to the beach right across the street. Walking distance to all local restaurants, bars, casino. Health food store (called Fresh Mart, very similar to Whole Foods and Trader Joe's) right next to the lobby. Walgreens & CVS within 2 blocks walking.

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.

4.88 out of 5 average rating, 123 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).

A vibrant sunset creates a colorful sky above a large pool surrounded by palm trees. The beach is visible just beyond the pool, with waves gently lapping at the shore. Nearby buildings are positioned against the backdrop of the ocean.

4.86 out of 5 average rating, 137 reviews

Beach Front

Espectacular studio frente al mar. Condominio con seguridad 24 horas, con ascensor, ubicado en área turistica de San Juan, PR. Fácil acceso a restaurantes, vida nocturna, hospitales, farmacia y turismo. Breathtaking 5th floor 180-degree Ocean View studio, Direct Beach Access, 24-hr Security Guards, Elevators, Olympic Heated Pool, Tennis court. Walking distance from the grocery store, restaurants, boutiques, nightlife, La Placita and much others places.

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 Ocean Park

4.99 out of 5 average rating, 255 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.

A spacious interior is bathed in natural light from floor-to-ceiling windows, revealing ocean views. A large bed is accompanied by a cozy sitting area with modern furnishings. A round glass table sits in the center, surrounded by wicker chairs, promoting relaxation.

4.92 out of 5 average rating, 375 reviews

Casa Lola | Trendy Oceanview Studio

Casa Lola was our first property on Airbnb and the one we hold dearest. It has been thoughtfully designed for travelers looking for a trendy homebase during their visit to Puerto Rico. We offer a queen-sized bed, a stocked kitchen and spacious balcony for you to relax, enjoy the breeze and take in the stunning views. Oh and most importantly, the Airbnb is named after my lovely puppy, Lola.

A seaside view is presented through a window frame, showcasing a pool area surrounded by lounge chairs. Palm trees are visible, leading to a sandy beach with gentle waves. The sky is adorned with soft clouds illuminated by the warm glow of the setting sun.

4.85 out of 5 average rating, 123 reviews

Beachfront & Pool at the Best Location in Condado

Fully equipped efficiency with ocean view, pool, free parking and direct access to the beach. It's super convenient and ideally located in the heart of Avenida Ashford. ( communal laundry room at the lobby )/**During these months, remodeling work is being done in the building and work will be carried out Monday to Saturday from 9:00 to 5:00 and there could be related noises**

Top guest favorite

A refreshing pool is surrounded by a spacious deck furnished with lounge chairs. Lush greenery and palm trees create an inviting ambiance. The sky is bright with scattered clouds, and the surrounding buildings provide a backdrop to this relaxing outdoor area.

4.98 out of 5 average rating, 288 reviews

Contemporary Condado Beach Studio with Ocean View

Newly renovated studio apartment directly across the street from easily accessible Condado Beach in San Juan. It's less than 10 minutes away from the airport and centrally located within walking distance to restaurants, bars, casinos and shops. Enjoy the beautiful ocean views from the balcony, and the many amenities this property offers, including a “work from home” space.

Superhost

A large outdoor pool with clear blue water is framed by a spacious tiled deck. Several lounge chairs are arranged alongside the pool, and a small waterfall feature adds interest. Nearby, tropical plants provide a touch of greenery against the surrounding buildings.