Holiday rentals with a pool in Condado

A Puerto Rican flag waves gently near a rocky shoreline, with vibrant blue ocean waters and lightly rolling waves in the background. The sandy beach extends along the coast, contrasting with the dark rocks, under a bright blue sky sprinkled with soft clouds.

4.95 out of 5 average rating, 159 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).

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.

4.89 out of 5 average rating, 141 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.

An aerial view captures a modern high-rise hotel building with numerous balconies overlooking the turquoise ocean. The surrounding area includes palm trees and a parking structure, while the sandy beach is a short distance away, enhancing the coastal atmosphere.

4.97 out of 5 average rating, 234 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.

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, 263 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.

Natural light fills the open living space, highlighting a spacious sofa and modern dining area. Large windows offer a panoramic ocean view, while a well-equipped kitchen with a central island is visible in the background.

4.84 out of 5 average rating, 258 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.

A comfortable gray sofa is adorned with decorative pillows featuring various patterns and colors. A tall, modern floor lamp stands beside the sofa, providing soft illumination. The wall displays a series of beach-themed photographs, enhancing the coastal decor of the space.

4.92 out of 5 average rating, 198 reviews

Cozy 1 Bedroom Villa @ Condado Direct Beach Access

Super Cozy and Private bedroom cabana in the heart of Condado The Cabana or Villa has one queen bed and one queen sofa bed in separate areas -Ocean Front -Steps to the beach -Pool, Tennis court, Gym, Library, Billiard & Ping Pong Table -Walking distance to great restaurants, bars & casinos -10 minute drive to old San Juan -Wi-Fi -Fully Equipped Kitchen -24/7 Security with Gated Entrance and two guards on premises -One PARKING SPOT on-premises (Upon request)

4.99 out of 5 average rating, 262 reviews

A tranquil private pool reflects the clear blue sky, surrounded by lush greenery and palm leaves. The modern apartment's large glass windows allow for abundant natural light, while a shaded outdoor seating area and hammock can be seen beside the pool.

Flat 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.

A spacious bedroom features a comfortable bed adorned with soft pillows and an artistic mural reflecting tropical themes. Natural light floods the room through glass doors, which offer a view of the ocean. A cozy seating area complements the vibrant decor.

4.97 out of 5 average rating, 98 reviews

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Ocean Park Beach is right at your doorstep. Every color and detail in this apartment is inspired by the mesmerizing sunsets of Puerto Rico, offering a stay that's as visually stunning as it is comfortable. Wake up each morning in a bedroom where the view of the ocean from your bed is as stunning as the sunrise colors in the sky. Your balcony is the perfect romantic backdrop for a tranquil morning coffee or an enchanting evening under the stars.

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.

4.92 out of 5 average rating, 132 reviews

Ashford Imperial Condo- Oceanview & Parking

Remodeled apartment with 24/7 security, pool access, a 5-min walk to the beach, and private parking. Only 5 miles from SJU airport for an easy arrival and departure. Ideal for beach days, Old San Juan, or rainforest adventures, our Condado location is unbeatable. Right on Ashford Ave., steps from the beach and surrounded by top restaurants, bars, a casino, outdoor activities, and shopping. Perfect for an unforgettable stay in Puerto Rico.

A light-filled sleeping area features a spacious bed with crisp linens and a decorative pillow. Large windows provide views of the surrounding area, while sheer curtains allow natural light to filter in. A bedside lamp and a small table add functional decor to the space.

4.97 out of 5 average rating, 209 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.

The illuminated pool glows in the night, surrounded by lounge chairs arranged neatly on the deck. The building features large windows reflecting city lights, while palm trees line the area, contributing to a serene atmosphere along the edge of the pool.

4.85 out of 5 average rating, 125 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**

A cozy balcony table set for two is visible, featuring two glasses positioned on a woven surface. The view includes hotels and the expansive ocean, with waves gently lapping at the shore under a clear blue sky.

4.98 out of 5 average rating, 291 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.

Popular amenities for Condado rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 109 reviews

The modern exterior of the house is featured, showcasing a sleek design with large glass garage doors and a stylish front door. Low-maintenance landscaping with small bushes lines the path, leading to the entrance, complemented by a concrete driveway.

Home in San Juan

MY BEAUTIFUL SUMMER

4.87 out of 5 average rating, 134 reviews

A vibrant outdoor space features a swimming pool illuminated with purple lighting. Comfortable lounge chairs are positioned in the shallow area. The patio showcases a pool table under a roof, with string lights adding subtle illumination for evening gatherings.

Home in Cangrejo Arriba

House of Angels

4.93 out of 5 average rating, 148 reviews

A tranquil pool area is highlighted by a stylish stone water feature, where water cascades gently into the pool. Lush, tropical plants are visible in the background, complementing the serene atmosphere of the space.

Home in Levittown

La Pompa Beach House Beautiful Residence with Pool

4.96 out of 5 average rating, 181 reviews

An outdoor seating area is featured with two comfortable, modern chairs and a matching sofa, placed around a coffee table. A lush potted plant adds greenery, and natural light filters through wooden beams overhead, casting soft shadows on the tiled floor.

Home in Ocean Park

Costa Escondida

4.93 out of 5 average rating, 172 reviews

An outdoor area features a private pool adjacent to a covered terrace. A billiard table and comfortable seating are visible, with ceiling fans providing airflow. The space is surrounded by greenery and offers easy access to the kitchen through large glass doors.

Home in Cupey

Luxury Casa Caliad

4.97 out of 5 average rating, 114 reviews

The evening patio is illuminated with soft lighting, highlighting a private pool with clear blue water. Lounge chairs with colorful towels surround the pool area, while a shaded seating arrangement is visible near a bar counter, creating a relaxing atmosphere for socializing.

Home in Carolina

Turquoise Villa Private pool nearby airport

4.88 out of 5 average rating, 104 reviews

A modern kitchen features sleek black cabinetry and a central island with two black bar stools. Stainless steel appliances, including a refrigerator and microwave, complement the open layout. Natural light enters through large windows covered with shades, enhancing the functional design.

Home in San Juan

Blessed Home…

4.91 out of 5 average rating, 102 reviews

An inviting outdoor space features a small pool alongside a circular dining table surrounded by black chairs. A large striped umbrella provides shade, while lush greenery and potted plants enhance the setting. The area is set against a clean white wall.

Home in Ocean Park

Luxury Beach House with Private Pool in Condado

Apartment rentals with a pool

4.87 out of 5 average rating, 278 reviews

A modern bedroom features a spacious bed adorned with decorative pillows in green, pink, and blue. Two side tables with mirrors flank the bed. Natural light filters through a green curtain on the balcony doors, brightening the light-colored walls and shiny tile floor.

Apartment in Isla Verde

Isla Verde-Alambique Beach Modern Condominium

The open-concept studio presents a vibrant seating area with a yellow couch and blue accent pillows. A spacious bed is seen in the background, complemented by large windows that offer natural light. A neutral dining table and chairs complete the modern design.

4.99 out of 5 average rating, 121 reviews

Ashford Imperial/New, modern, beach condo/King bed

4.95 out of 5 average rating, 170 reviews

A private balcony is depicted, featuring a small table and two chairs. A partial view of the sea and city skyline is visible in the background. The modern building and pool area can also be spotted from this vantage point.

Apartment in Isla Verde

Isla Verde Beachfront Studio near restaurants,bars

A spacious studio apartment is shown with a queen Murphy bed in the foreground, covered with a light comforter and arranged with two pillows. A twin Murphy bed is visible in a separate area, framed by light-filtering window shades. Decorative wall art complements the minimalist decor.

4.85 out of 5 average rating, 346 reviews

Beautiful apartment in Condado with beach access!

A bright dining area features a tall white table with two modern stools positioned against a large window. The ocean view is visible through the window, complemented by light blue curtains. A green chair with a decorative pillow adds a pop of color to the space.

4.91 out of 5 average rating, 482 reviews

Breathtaking Ocean View/ Beach Front Condado

A vibrant sunset casts warm golden hues over the cityscape from the balcony. The Marriott hotel stands prominently within view, alongside other modern buildings. The ocean can be seen in the distance, framed by palm trees and the bustling street below.

4.82 out of 5 average rating, 228 reviews

Ashford Imperial Ocean View 1 bed

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, 125 reviews

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

An open living area is visible, featuring a neutral color palette with a modern design. A cozy seating arrangement includes a light-colored sofa and decorative pillows. A round dining table with white chairs is positioned next to a wooden side table. Soft lighting is provided by recessed ceiling lights.

4.82 out of 5 average rating, 143 reviews

Laguna and beach front studio with pool

Other holiday rentals with a pool

A sandy beach is framed by palm trees swaying gently in the breeze. The clear blue ocean stretches into the distance, with soft waves lapping at the shore. A few beachgoers are visible in the scene, enjoying the sun and water.

4.9 out of 5 average rating, 205 reviews

Ocean front with city view Condado del Mar

A modern kitchen space features a sleek marble countertop with two wooden stools. Minimalist cabinetry is complemented by soft lighting, creating an inviting cooking area. The wall showcases a decorative element, enhancing the overall contemporary design of the space.

5 out of 5 average rating, 12 reviews

Modern Studio in Condado

A serene sleeping area features a light-colored quilted bed with two pillows. A large painting of sailboats hangs above the bed. A basket with colorful towels is positioned at the foot of the bed. Window coverings allow soft light to filter through.

4.86 out of 5 average rating, 162 reviews

Studio, a walk away from the Beach

A view from the condominium showcases the surrounding buildings and the ocean in the distance. Lush greenery is visible on the balconies of nearby structures, while a glimpse of the blue sky and the Atlantic Ocean can be seen beyond the rooftops.

4.84 out of 5 average rating, 303 reviews

Top Location! Steps from the Beach!

4.81 out of 5 average rating, 283 reviews

A balcony features a glass table set with two wine glasses and a bottle of red wine. A small vase with white flowers rests on the table. Lush palm trees and ocean waves are visible in the background under a clear blue sky.

Flat in San Juan Antiguo

Ocean Views Studio 1| 4 Guests | Relaxing

5 out of 5 average rating, 10 reviews

Beach Front Romantic Getaway!

An expansive ocean view is visible from the balcony, showcasing soft sandy beach and gentle waves. Pelicans can be seen near the water, while the coastline extends in both directions, framed by lush palm trees under a clear blue sky.

4.8 out of 5 average rating, 160 reviews

Oceanview Balcony & Beach Access 1 Bedroom Appt

A panoramic view captures the bright blue Atlantic Ocean meeting a clear sky, framed by the coastal buildings of Condado. The scene presents a sense of height and openness from the 24th floor, showcasing the vibrant colors of the ocean and surrounding architecture.