Vacation rentals with a pool in Condado

A modern living area is depicted with a spacious blue sofa facing a wall-mounted Smart TV. A wooden coffee table sits atop a textured area rug. Soft, light-filtering curtains frame the window, lending a cozy ambiance to the room.

4.92 out of 5 average rating, 203 reviews

San Juan-Condado Ashford Ave. Best Studio!

We want you to feel like you're at home! 🏡 Just remodeled studio-apartment with an ocean view 🌊. This new and modern open loft studio has all the hotel amenities you need, including: pool 🏊‍♂️, jacuzzi 🛁, gym 💪, 24/7 Security 🔒. It is located in the heart of Condado, San Juan’s main tourist district 🌆. The most dynamic, trendy, and multicultural city area, close to the spectacular historic Old San Juan City 🏰. Nearby restaurants 🍽️, markets 🛒, and just a block away from the beach 🏖️.

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, 128 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!

A spacious outdoor pool is surrounded by lounge chairs, complemented by palm trees swaying gently. The clear blue water reflects the sky, while a patterned table is situated nearby. A fence provides a boundary, enhancing the private feel of the pool area.

4.87 out of 5 average rating, 255 reviews

Condado Beach Front - Free Parking & Netflix

Beautiful beachfront studio located at the Condado del Mar Condo complex, beach cabana section. It comes with one parking. The complex has two (2) pools right beside the beach, an olympic size and a small one for children. Other amenities include 24-hour security service, a BBQ area, tennis court, gym, game room with ping pong, air hockey and pool tables. Also close to the building lobby you could find a coin laundromat and a convenience store with luggage storage services.

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, 122 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, 136 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.

4.99 out of 5 average rating, 254 reviews

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

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.

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.

4.97 out of 5 average rating, 207 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.

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, 373 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 serene view of the outdoor pool is displayed, featuring clear blue water surrounded by well-maintained green grass and palm trees. Lounge chairs are positioned nearby for relaxation, while the backdrop includes a tranquil waterfront scene with distant city buildings.

4.89 out of 5 average rating, 185 reviews

Vacation mode: La Rada 220!

Location, Location, Location!! Enjoy your stay in La Rada 220 in this cozy, newly renovated studio apartment centrally located in the heart of Condado (San Juan, PR). This studio apartment with all the comforts and quickly access to all the most attractive places of the city like our historic Old San Juan. You’ll find a great variety of restaurants, cafes and shops at your doorsteps.

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, 287 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.

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.

4.78 out of 5 average rating, 282 reviews

Ashford Imperial. Best Location.

Great studio apartment in the heart of condado. You won't find a better location!! Right in front of el Marriott hotel. One street away from the beach. You have everything and anything at a walking distance. Starbucks is a minute away. The condominium has a gorgeous lobby with wifi. An amazing pool and jacuzzi, a gym and a laundromat! Security 24/7. You'll love our place.