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Holiday rentals with a pool in Viejo San Juan

Find and book unique homes with a pool on Airbnb

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 $221 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,080 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Viejo San Juan holiday rentals include Wi-Fi 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

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
Condo in Santurce
4.83 out of 5 average rating, 145 reviews

Breathtaking Ocean View 3BR/2BA in Condado Beach

Enjoy breathtaking ocean views from this fully remodeled 3-bedroom, 2-bathroom apartment located in Condado, one of San Juan’s most desirable beachfront areas. Relax and enjoy the combination of comfort, convenience, and island living. Ideal for family vacations, couples getaways, or trips with friends. The building offers an Olympic-size pool, beach access, gym, and coin laundry. Surrounded by top restaurants, bars, casinos, pharmacies, supermarkets, and nightlife, many within walking distance.

Top Guest favourite
A bright outdoor area features a rectangular pool surrounded by light-colored tiles. White walls enhance the spacious feel, while an adjoining open-air space reveals a modern kitchen area with a shaded seating area. Lush greenery provides a natural accent, complemented by a clear blue sky.
Home in Santurce
4.99 out of 5 average rating, 143 reviews

Casa Reyes

Welcome to Casa Reyes! A spacious and relaxing family home fully renovated and redesigned to meet our guests’ vacation needs. Casa Reyes offers all the amenities for you and your family to relax on your stay. Located in one of San Juan’s most vibrant neighborhoods, Ocean Park, Casa Reyes is in between the tourist areas of Condado and Isla Verde. It’s walking distance to the beach, fine dining restaurants, clubs, nightlife, and many tourist attractions making it perfect for your vacation stay.

Top Guest favourite
Townhouse in Santurce
4.99 out of 5 average rating, 147 reviews

Ocean Park Beachfront & Pool | Steps to the Sand

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.

Top Guest favourite
A serene outdoor space presents a heated pool surrounded by lush greenery. Comfortable seating is located under an umbrella on a wooden deck, while a large planter with tropical plants adds a natural touch. The setting is enhanced by vibrant pink flowers climbing the walls.
Home in San Juan
4.99 out of 5 average rating, 100 reviews

Old San Juan Gem | Backup Power/Water, Pool + Pkg

Enjoy added peace of mind with solar power, battery backup, a private water cistern, and fiber internet, amenities rarely found in Old San Juan. Stay in a 200-year-old historic home in the heart of Old San Juan, complete with a heated private pool and dedicated parking just steps away. This spacious two-story retreat blends historic architecture, curated Puerto Rican art, and modern comfort, all within walking distance of the city’s best restaurants, shops, and landmarks.

Superhost
Apartment in San Juan
4.84 out of 5 average rating, 107 reviews

Centric Paradise Villa | Pool | Cruise ports

WATER & POWER BACKUP — Property equipped with water cistern and backup systems. Our guests are not currently affected by scheduled water rationing. 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 kitchenette. 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.

Top Guest favourite
Apartment in Santurce
4.96 out of 5 average rating, 114 reviews

Epic Ocean View, 23 floor, Balcony & Free Wi-fi

The unit is conveniently located on Ashford Avenue in the fashionable Condado district of San Juan, one of Puerto Rico's most popular beachfront destinations. Known for its beautiful beaches, vibrant nightlife, and lively atmosphere, Condado offers the perfect blend of relaxation and entertainment Whether you choose to explore the island or simply relax by the ocean, this location provides the perfect balance of convenience, comfort, and authentic Puerto Rican charm.

Guest favourite
A view from the balcony is framed by palm trees, revealing the serene waterway beyond. The landscape includes lush greenery and distant buildings, creating a calming backdrop that highlights the natural beauty of the surroundings.
Apartment in San Juan
4.74 out of 5 average rating, 205 reviews

OCEAN FRONT, 5 STAR LOCATION

Studio apartment featuring a queen-size bed and a sofa bed for kids, right in the heart of San Juan. Next to Paseo Caribe, an exciting area with a variety of restaurants and shops, and adjacent to the Caribe Hilton Hotel, where you can dance in the lively lobby bar. Enjoy breathtaking views and a prime location: a 20-minute walk or a quick 6-minute Uber to Old San Juan, 15 minutes from the airport, and just 10 minutes to Condado. Walk to two nearby beaches.

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.
Condo in Santurce
4.93 out of 5 average rating, 142 reviews

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Ocean Park Beach is right at your doorstep. Every color and detail in this studio 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.

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 Santurce
4.88 out of 5 average rating, 136 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.

Guest favourite
The living area features a brown leather couch complemented by a round coffee table and decorative elements. A ceiling fan and modern light fixtures are present, along with plants that enhance the space. Glass doors open to a private outdoor area, blending indoor and outdoor environments.
Home in San Juan
4.9 out of 5 average rating, 125 reviews

Mid-Century Modern house

Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people, (2 per room).

Guest favourite
A bright living area showcases expansive glass doors that open to a private balcony with views of the ocean. Comfortable seating arrangements include a sectional sofa and two outdoor chairs. A modern coffee table sits centrally on a textured rug, enhancing the open and inviting atmosphere.
Condo in Carolina
4.96 out of 5 average rating, 157 reviews

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

🏝️Apartment Steps of the Beach 🏖️😎 🛫3 minutes Away from Airport ✈️ Deja Blue is an amazing recently remodeled BeachFront Apartment with 2 bedrooms and 1 bath on Isla Verde Beach. You will love the views from every room in the apartment and our recently renovated living room and kitchen. Enjoy morning or sunset walks on the beach.

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 Carolina
4.98 out of 5 average rating, 235 reviews

Villa Estrella PR (near Airport & Beach)

Have fun with the whole family at this stylish place. It's close to all the essentials such as the Airport and Beaches (5 minutes), Old San Juan, Plaza Las Américas (15 minutes). Located near several prestigious restaurants such as Bebo's BBQ, Metropol, and the Piñones tourist area where you can find typical food from our island.

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$572 NZD$706 NZD$708 NZD$568 NZD$523 NZD$468 NZD$448 NZD$555 NZD$448 NZD$326 NZD$411 NZD$507 NZD
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