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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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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.
Flat 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.

Top guest favourite
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
4.81 out of 5 average rating, 282 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.

Guest favourite
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.
Flat in Santurce
4.92 out of 5 average rating, 132 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 easy. Whether you're here to enjoy the beach, visit Old San Juan or explore the rainforest, our location is unbeatable. Right on Ashford Ave., just 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.

Guest favourite
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.
Flat 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 favourite
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.
Flat in Santurce
4.87 out of 5 average rating, 262 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.

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, 261 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 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, 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 favourite
A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.
Villa in Carolina
5 out of 5 average rating, 139 reviews

Luxury waterfront villa with dock and heated pool

Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock to a serene lagoon. It is just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. Equipped with a generator and cistern for peace of mind. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

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
4.85 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**

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, 290 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, 142 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$526 SGD$546 SGD$533 SGD$561 SGD$363 SGD$302 SGD$343 SGD$425 SGD$343 SGD$280 SGD$405 SGD$433 SGD
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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 $208 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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