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.

4.93 out of 5 average rating, 201 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 🏖️.

4.95 out of 5 average rating, 503 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 San Juan

⭐️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 large swimming pool is surrounded by tropical foliage and palm trees, reflecting the blue sky. The building’s architecture features a blend of white walls and glass doors, providing a view of the inviting outdoor area. People can be seen enjoying the pool.

4.95 out of 5 average rating, 103 reviews

Perfect apt for a stay in San Juan!

Cozy 1 br/1 bth apartment. Semi-loft style with sofa bed in living room. Located in San Juan's trendy Condado Beach neighborhood. Building designed by acclaimed architect Henry Klumb, this apartment comes fully equipped and is walking distance to the beach, lagoon, restaurants, cafes, and bars. Condado is just 4 miles from the airport and Old San Juan. There's a large pool and bistro café. Paid parking is available right next door and there are two car rental spots less than a 5 min walk.

Superhost

A serene outdoor pool area is surrounded by palm trees and well-maintained greenery. Multiple lounge chairs are arranged poolside, and a spacious deck offers a calm retreat. The sky is clear, and mid-rise buildings provide a backdrop to the inviting swimming area.

4.87 out of 5 average rating, 265 reviews

*NEW* OCEAN VIEW l KING BED l PARKING - ORO SUITE

The ORO Suite is part of the Ashford Imperial Luxury Collection, the newly remodeled suite is designed by a well-known local designer inspired by her travels. The Suite is sparkled with white & gold while facing a magnificent full frontal ocean view. The only thing better than the view is the location (heart of Condado on Ashford Ave) everything is just a walk away. If you can't find your date see our Santorini Suite (directly next door) or the Tropical Suite by clicking on our host photo.

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, 124 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 scenic view showcases a large swimming pool surrounded by lush greenery, with palm trees lining the area. The backdrop features the Condado Lagoon and distant city skyline under a partly cloudy sky, providing a calming natural setting.

4.88 out of 5 average rating, 133 reviews

Sol Mate/ Pool, Lagoon view and steps to the Beach

Enjoy a modern tropical 1 bdr. apt. at building with pool, in Condado's main avenue, across the Vanderbilt and Ocean Club Hotels. Walking distance to the beach, lagoon, many restaurant, stores, pharmacies, bars, amenities and minutes from Old San Juan and the Convention District. Fully equipped kitchen. Beach chairs, towels and cooler. Modern bathroom with shower jets. Nice atmosphere to relax and enjoy a drink with gorgeous view of the sunset in the lagoon. High speed internet and 2 tvs.

Top guest favorite

A serene swimming pool is surrounded by sun loungers, arranged neatly around the deck. Lush greenery and cacti are planted near the pool's edge, enhancing the inviting setting. The clear blue water reflects the sunlight, creating a tranquil atmosphere.

4.97 out of 5 average rating, 230 reviews

Great Ocean View (King Bed/WIFI/ Parking) Condado

Renovated apartment in the heart of Condado. Enjoy Puerto Rico staying on the prime area of Condado. Leave your car behind and walk to all main attractions, on one of the only buildings with 24 hours security and in front of the Marriot. Walk a few steps to the beach, enjoy great restaurants, coffee shops, take a bike to old San Juan. Sleep on a King Bed with pillowtop mattress or enjoy the Comfy sofa bed - Queen Size Bed. Save money with the full kitchen - microwave, fridge, and oven.

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.

4.87 out of 5 average rating, 119 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).

Superhost

A private pool area is surrounded by lounge chairs and tropical greenery. Sunlight reflects off the clear blue water, creating a relaxing atmosphere. Tall buildings can be seen in the background, suggesting a central location.

4.83 out of 5 average rating, 249 reviews

Luxury Ocean-View @ Condado Ashford, free parking

Modern & fully renovated apartment with new kitchen, new bathroom and new furniture. Luxury Studio apartment with ocean view, located in the heart Condado, prime location. One free parking spot 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.

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.

4.99 out of 5 average rating, 252 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.

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, 202 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 panoramic view from a high-rise balcony captures the expansive coastline meeting the city's skyline. Various buildings, including modern high-rises and low-rise structures, line the streets, with the ocean stretching towards the horizon under a cloudy sky.