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Vacation rentals with a pool in Viejo San Juan

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Viejo San Juan

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Apartment in San Juan Antiguo
4.81 out of 5 average rating, 283 reviews

Ocean Views Studio 1| 4 Guests | Relaxing

5 STARS" – PRIME LOCATION IN PUERTO RICO! Oceanfront corner apartment with balcony for expansive views, perfectly situated in the heart of San Juan. Enjoy walking access to Old San Juan, Condado, and Paseo Caribe—a vibrant area filled with restaurants, shops, and live music. Relax on the balcony with a glass of wine as you watch the waves, or unwind at the building’s pool, jacuzzi, and tropical gardens. Just steps away, a large lagoon awaits for kayaking and paddle boarding adventures.

Top guest favorite
An aerial view captures the beachfront townhouse, showcasing its private rooftop and surrounding palm trees. The tranquil ocean extends in the background, blending with soft blue skies. The townhouse features a combination of outdoor terraces and green space, emphasizing its proximity to the beach.
Townhouse in Ocean Park
4.98 out of 5 average rating, 114 reviews

Ocean Park: Beach Front Luxury Town House

This Beach Front Townhouse is located in Ocean Park. One of Puerto Rico’s sought out locations! It is perfect for group trips as well as families looking for the perfect getaway! The Town House is in a gated community which means you will be guaranteed a safe trip. Private parking will be provided. The unit is a 10 minute drive from the airport as well as Old San Juan. You will have a private rooftop facing the ocean and a shared pool on the ground floor to use at your convenience.

Superhost
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.
Apartment in Santurce
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.

Guest favorite
The entrance showcases a modern design with a sleek glass door framed by a wooden pergola. A small potted plant is positioned beside a stone step, leading up to a metallic staircase that connects to the upper level.
Apartment in Ocean Park
4.84 out of 5 average rating, 207 reviews

Ocean Park Nest • A/C • Pool • Walk to Beach

Welcome to The Oasis Studio — a modern and compact beach retreat just 2 minutes from Ocean Park Beach. Whether you’re here for work, a romantic escape, or a solo recharge, this private and secure space delivers comfort, style, and unbeatable location. You’ll love the shared pool, peaceful gated neighborhood, and being just steps from Loíza Street’s best restaurants and nightlife. It’s clean, well-equipped, and designed for travelers who want to explore and unwind with ease.

Guest favorite
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.
Condo in Santurce
4.88 out of 5 average rating, 127 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).

Guest favorite
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.
Condo in Isla Verde
4.95 out of 5 average rating, 172 reviews

Isla Verde Beachfront Studio near restaurants,bars

Free parking.Direct private access to the Beach. Very comfortable and bright studio apartment with sea partial view and city view. Exclusive access to the pool. Just step outside and jump in the beach. You will find beach-lounge and umbrella rental, food kiosks, Jetski rental, banana boat and lot of fun. Condo is locate within walking distance of hotels,shops and restaurants(fast food as well fine/casual dining,excellent local cuisine)bars, casinos,pharmacy & ATM

Top guest favorite
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.
Apartment in Ocean Park
4.99 out of 5 average rating, 264 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.

Top guest favorite
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.
Condo in Santurce
4.96 out of 5 average rating, 100 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.

Guest favorite
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.
Apartment in Santurce
4.97 out of 5 average rating, 210 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.

Superhost
A custom soaking tub is set in a sunlit corner, surrounded by greenery and textured walls. A tall plant stands nearby, accompanied by a terracotta pot. Natural light filters through the overhead skylight, casting soft shadows across the space.
Hotel room in Ocean Park
4.88 out of 5 average rating, 121 reviews

Design Suite「 POOL」Walk to Beach | DUNA by DW

If this apartment-plus were a perfume it would smell like juniper, cactus water, fennel seeds, slot canyons and homemade tortillas clasped in warm sunlit terracotta. Everything about this king-size suite is deep, sandy, and divine. With two private terraces, a bedroom, bath, full kitchen, custom soaking tub, hammocks, and more, the Dreamer can mesmerize up to three guests with elegant, laidback allure.

Top guest favorite
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.
Apartment in Santurce
4.98 out of 5 average rating, 292 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.

Top guest favorite
A refreshing pool area is surrounded by natural greenery, with stone accents and a sunlit patio. The pool features clear water and a small seating area, creating an inviting outdoor space. Lush foliage frames the scene, enhancing the serene atmosphere.
Home in Cangrejo Arriba
4.99 out of 5 average rating, 144 reviews

Villa Estrella PR (near Airport & Beach)

Diviértete con toda la familia en este alojamiento con estilo. Esta cerca de todo lo esencial como el Aeropuerto y Playas (5 minutos), Viejo San Juan, Plaza Las Américas (15 minutos). Localizado cerca de varios restaurantes con prestigio como Bebo’s BBQ, Metropol, y el área turística de Piñones donde podrán encontrar comida típica de nuestra isla.

Popular amenities for Viejo San Juan rentals with a pool

When is the best time to visit Viejo San Juan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 348€ 362€ 353€ 371€ 240€ 200€ 228€ 282€ 228€ 185€ 268€ 287
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

Quick stats about vacation rentals with a pool in Viejo San Juan

  • Total vacation rentals

    Explore 40 vacation rentals in Viejo San Juan

  • Nightly prices starting at

    Viejo San Juan vacation rentals start at € 138 per night before taxes and fees

  • Verified guest reviews

    Over 760 verified reviews to help you choose

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Viejo San Juan vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Viejo San Juan rentals

  • 4.7 Average rating

    Viejo San Juan stays receive an average rating of 4.7 out of 5 from guests

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