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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 San Juan Antiguo
4.86 out of 5 average rating, 99 reviews

Coastal Summer Villa: Pool/Kitchen/Patio

Welcome to our inviting accommodations. Details below. Reach out with any inquiries. This is our spacious suite with a King-size bed and fully equipped kitchen. Next to Paseo Caribe and Caribe Hilton, dine at nearby restaurants just a 5-min walk away. Between Old San Juan and Condado, experience the heart of the action. Explore beautiful beaches and a nearby lagoon. Backup generator and cistern for emergencies. Relax or have fun—your choice. Enjoy the pool, hot tub, and ocean view bliss.

Top guest favourite
The serene private patio features a shallow plunge pool surrounded by tropical plants and decorative stones. A textured green outdoor shower is visible, and a low wall separates the space from the vibrant greenery beyond, creating a secluded retreat for relaxation.
Bungalow in Ocean Park
4.99 out of 5 average rating, 101 reviews

Jungle Bungalow | 1BR Suite | Private Plunge Pool

Located just blocks from the vibrant Ocean Park Beach, our chic studio bungalow perfectly combines urban convenience with tropical serenity. Step into your private plunge pool or explore Calle Loiza's bustling streets, famous for eclectic dining and unique shopping. Your queen-sized bed features plush comfort with en-suite bathroom, providing a personal retreat. Enjoy the lush garden patio hanging egg-chairs for serene evenings, making every day of your stay memorable and relaxing.

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, 292 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 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, 127 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
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.
Apartment in Santurce
4.89 out of 5 average rating, 135 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 favourite
A bright studio space features large sliding glass doors that lead to a private balcony with ocean views. The bedroom is furnished with a spacious bed, and a cozy seating area consists of a patterned bean bag chair. Light-colored walls enhance the airy atmosphere.
Apartment in Santurce
4.87 out of 5 average rating, 149 reviews

Beach Front

Espectacular studio frente al mar. Condominio con seguridad 24 horas, con ascensor, ubicado en área turistica de San Juan, PR. Fácil acceso a restaurantes, vida nocturna, hospitales, farmacia y turismo. Breathtaking 5th floor 180-degree Ocean View studio, Direct Beach Access, 24-hr Security Guards, Elevators, Olympic Heated Pool, Tennis court. Walking distance from the grocery store, restaurants, boutiques, nightlife, La Placita and much others places.

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, 271 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 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, 218 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
4.96 out of 5 average rating, 110 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.

Top 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, 140 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, 303 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.

Guest favourite
A spacious studio is enhanced by large windows flooding the room with natural light. A comfortable brown sofa is positioned beside a modern king-sized bed. The backdrop features artistic blue tones, and the view includes cityscape and ocean glimpses.
Flat in Santurce
4.95 out of 5 average rating, 110 reviews

Casa Arena | Elegant Ocean Views

Casa Arena is our second property on Airbnb and our latest family endeavor. It has been thoughtfully designed for travelers seeking an upscale studio during their visit to Puerto Rico. We offer a king-sized bed, a stocked kitchen and spacious balcony for you to relax, enjoy the breeze and take in the stunning views.

Popular amenities for Viejo San Juan rentals with a pool

When is the best time to visit Viejo San Juan?

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Avg. price$511 SGD$531 SGD$518 SGD$545 SGD$353 SGD$293 SGD$334 SGD$413 SGD$334 SGD$243 SGD$306 SGD$378 SGD
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Quick stats about holiday rentals with a pool in Viejo San Juan

  • Total holiday rentals

    Explore 30 holiday rentals in Viejo San Juan

  • Nightly prices starting at

    Viejo San Juan holiday rentals start at $164 SGD per night before taxes and fees

  • Verified guest reviews

    Over 830 verified reviews to help you choose

  • Wifi availability

    30 of Viejo San Juan holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.6 Average rating

    Viejo San Juan stays receive an average rating of 4.6 out of 5 from guests

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