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 🏖️.

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, 270 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.

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, 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!

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, 399 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, 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).

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, 254 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, 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 pool area features a bright blue pool surrounded by light-colored stone tiles. Several lounge chairs are positioned around the pool, providing ample space for relaxation. Nearby, tall buildings rise in the background, creating a vibrant urban atmosphere.

4.9 out of 5 average rating, 159 reviews

Condado - Ashford Imperial - Epic ocean views

The Condo is located on the 22nd floor and has one of the best ocean views in Condado. Amenities include a comfortable studio apartment with amenities to cook, a beautiful lounge area, large pool and reading room. Hi speed WiFi and cable are also included. We are located directly on the main strip within walking distance to all stores and restaurants including Starbucks, Walgreens and an organic foods market.

Superhost

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.

4.9 out of 5 average rating, 269 reviews

Condado Beach Views by Cesar 2501

Immerse yourself in our cozy studio, with mesmerizing ocean and city views plus the calming sea sounds of Condado Beach. Our secure building offers 24/7 security, a doorman, and reserved parking. Steps away from the beach, trendy shops, and delicious dining, our condo blends urban excitement with beachside tranquility. Enjoy the magical city lights from our balcony, inviting you to cherish every moment.

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.

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, 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.