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Holiday 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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Flat in Santurce
4.82 out of 5 average rating, 101 reviews

Tiny Cozy Studio

This special studio is close to everything, making it easy to plan your visit to the metropolitan area of San Juan, Puerto Rico. The urban area where is located provide you the opportunity to move to differente attractions (Uber, walking, scooter or taxi). It is located just lees tan 15 minutes walking to La Placita de Santurce, Lote 23, The Ocean Park Beach, La Calle Loiza, Universidad de Sagrado Corazon and Much More. The studio is located at the same building that the owner has other 4 units.

Top guest favourite
A modern two-story building is set behind a low concrete wall, with palm trees and lush greenery enhancing the entrance. The façade features clean lines and light-colored walls, while shaded areas provide a welcoming atmosphere. A separate gate leads into the property.
Flat in San Juan
4.88 out of 5 average rating, 140 reviews

ATELIER 277 San Juan, Puerto Rico.

Our place offers a true great experience. Very centric house located at the heart of the urban area of San Juan. Just 15 min from the beach with exclusive pool access to guests. We assure you a unique apartment on the 3rd floor of the Atelier which has a separate entrance, with amenities for your comfort: Queen bed, TV, wifi, and AC, fully equipped kitchen, dining table, washing machine, and bathroom. Queen sofa bed and a balcony with a lovely view. 800 sq feet safety and quietness guaranteed.

Guest favourite
An open living space features a king bed with neutral bedding, accompanied by a large sofa and a 50-inch TV. A dining table for two is positioned near the well-equipped kitchen. Floor-to-ceiling windows allow natural light and views of surrounding greenery.
Flat in San Juan Antiguo
4.92 out of 5 average rating, 99 reviews

King Bed Loft | by Old SJ | Parking & Resort Pool

Keep it simple at this peaceful and centrally-located place. Condado is one of San Juan's high-end areas packed with tourists, so people are on the street 24/7. This listing is next to Old San Juan, E,scambrón Beach, and many other prime attractions! The building has a backup generator and water cistern in case of power and/or water outages. The unit is for two guests, and having more guests is prohibited. Additional guests who stay against the rules pay $50 per night.

Top guest favourite
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
4.95 out of 5 average rating, 173 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 favourite
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
4.99 out of 5 average rating, 267 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.

Guest favourite
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.
Apartment in Santurce
4.96 out of 5 average rating, 103 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 favourite
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.
Flat in Santurce
4.97 out of 5 average rating, 211 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.

Guest favourite
A spacious terrace is shown, featuring a dining table and white chairs, with views of the turquoise sea and skyline. Lush greenery is visible along the edge, and a small lounge chair is placed for relaxation under partially covered awning, inviting enjoyment of the outdoor space.
Apartment in San Juan Antiguo
4.97 out of 5 average rating, 103 reviews

Romantic Oceanfront Private Patio Full Generator

This oceanfront loft is in the cosmopolitan neighborhood of Condado (San Juan) and is walking distance to a great variety of restaurants, bars, entertainment venues, water sports, movie theaters, and zip lines. It has the most amazing terrace, partially uncovered, so you can sunbath in style while contemplating the turquoise sea. It offers stunning water views from the inside as well as from its patio.

Guest favourite
A spacious interior is bathed in natural light from floor-to-ceiling windows, revealing ocean views. A large bed is accompanied by a cozy sitting area with modern furnishings. A round glass table sits in the center, surrounded by wicker chairs, promoting relaxation.
Flat in Santurce
4.92 out of 5 average rating, 382 reviews

Casa Lola | Trendy Oceanview Studio

Casa Lola was our first property on Airbnb and the one we hold dearest. It has been thoughtfully designed for travelers looking for a trendy homebase during their visit to Puerto Rico. We offer a queen-sized bed, a stocked kitchen and spacious balcony for you to relax, enjoy the breeze and take in the stunning views. Oh and most importantly, the Airbnb is named after my lovely puppy, Lola.

Guest favourite
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.
Apartment in Santurce
4.84 out of 5 average rating, 131 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**

Top guest favourite
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.
Flat in Santurce
4.98 out of 5 average rating, 295 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 favourite
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, 153 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$519 SGD$539 SGD$526 SGD$553 SGD$358 SGD$298 SGD$339 SGD$420 SGD$339 SGD$276 SGD$399 SGD$428 SGD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

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

  • Total holiday rentals

    Explore 40 holiday rentals in Viejo San Juan

  • Nightly prices starting at

    Viejo San Juan holiday rentals start at $205 SGD 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

  • Wifi availability

    40 of Viejo San Juan holiday rentals include wifi 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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