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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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Superhost
A bright living area showcases panoramic ocean views through floor-to-ceiling windows. A white sofa is complemented by a vibrant area rug and decorative pillows. A sleek dining table for two is positioned near the window, with coastal artwork adorning the walls.
Apartment in San Juan Antiguo
4.87 out of 5 average rating, 223 reviews

Ocean View 21st Floor with Parking

Conveniently located on the most upscale avenue in the San Juan Metro area. This bright, elegantly-furnished 21 floor studio is your home away from home situated in the heart of bustling & hip Condado (across the street from the Marriott Hotel & Casino). We completed full renovations in 2015 with a brand-new kitchen & bathroom, new floor-to-ceiling windows, new furniture, lighting and large closet. The studio apartment consists of a compact kitchen, comfortable yet chic living/dining area with a futon that folds out to sleep 2 & 2 matching side chairs.

Guest favorite
An open-concept living space features a light, airy design with a comfortable gray sofa and two blue armchairs. A white coffee table sits in the center, complemented by a modern dining area with wooden chairs. An inviting kitchen area is equipped with contemporary appliances.
Apartment in Ocean Park
4.79 out of 5 average rating, 229 reviews

Beachside Oasis | 1BR, Pool + 2min Walk to Sand

Just 2 minutes from Ocean Park Beach, this stylish 1-bedroom retreat is your perfect home base in San Juan. Located in a secure gated community with private parking, this unit features a modern kitchen, strong A/C, a peaceful vibe—and access to a shared pool and rooftop terrace. Walk to coffee shops, bars, and Loíza Street, or relax inside with fast Wi-Fi, beach gear, and a sparkling-clean interior. Ideal for couples, solo travelers, or small families looking for comfort, security, and location.

Top guest favorite
A spacious studio showcases a queen-size bed with a patterned blanket and white pillows. A modern couch, dining table, and shelves with beach towels are present. Light-colored walls and polished floors enhance the open feel, illuminated by ceiling fans and natural light from the windows.
Apartment in Santurce
4.92 out of 5 average rating, 119 reviews

Escape to paradise by the beach in Condado del Mar

Escape to this gorgeous studio with access to beach that sleeps 2 and view of the ocean from the living room. Internet, 50” smart TV, washer &dryer, blinds, linens, towels, kitchen utensils, small cooler and 1 parking. On 3rd floor cabañas bldg, must go up 3 flights of stairs, no elevator, next to the tennis court. Condado del Mar has: Security, pool & lounge chairs, kid’s pool, grills, picnic tables,gym,pool table,ping pong, coin laundry,basketball and tennis court; 15 mins drive LMM airport.

Guest favorite
A balcony view features two wooden lounge chairs and a small table, overlooking a sandy beach lined with palm trees. The vibrant blue ocean stretches beyond, complemented by a clear sky with scattered clouds.
Apartment in Isla Verde
4.94 out of 5 average rating, 116 reviews

Beachfront Condo with Balcony 15 min from San Juan

Marvera is located just 5 minutes away from the SJU airport, our cozy OCEANFRONT one-bedroom, one-bathroom retreat is the perfect escape for both relaxation and adventure. Our prime location is only steps aways from Isla Verde beach and offers easy access to nearby hotels, casinos, and a variety of restaurants. For history enthusiasts, the charming streets and iconic landmarks of El Viejo San Juan are just a short 15 minute drive away. Follow us on IG @airbnbmarvera for videos!

Guest favorite
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 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, 125 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 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, 170 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
4.97 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.

Top 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, 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.

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 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. priceﺩ.ﺇ1,484ﺩ.ﺇ1,542ﺩ.ﺇ1,506ﺩ.ﺇ1,583ﺩ.ﺇ1,025ﺩ.ﺇ852ﺩ.ﺇ970ﺩ.ﺇ1,201ﺩ.ﺇ970ﺩ.ﺇ790ﺩ.ﺇ1,142ﺩ.ﺇ1,223
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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 ﺩ.ﺇ588 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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