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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 £96 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

  • 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

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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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.

Superhost
Apartment 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.

Superhost
An open-concept kitchen and dining area is displayed, featuring modern appliances and a sleek design. Large windows offer expansive views of the city skyline. A dining table with six chairs sits near the window, enhancing the spacious feel of the room.
Flat in Santurce
4.9 out of 5 average rating, 164 reviews

2Lvl CityView Penthouse on Beach, Rennovated 2022

Enjoy this Condado beach 2 level Penthouse heart of San Juan. Family friendly with 3bedrooms, 2baths, 6 beds (2 queens, one rollout daybed and 3 twins in bunk format). All you need including Living room, full kitchen, 3 TVs, high speed fiber wifi, in unit laundry, parking and building with one largest pools in Condado and located directly on beautiful beach, with gym & tennis. Walk to supermarkets, best restaurants and nightlife. Within 10 minute Uber to Airport, Isla Verde and Old San Juan.

Guest favourite
Loft in Santurce
4.94 out of 5 average rating, 546 reviews

⭐️SPECTACULAR CHIC STUDIO PROFESSIONALLY SANITIZED⭐️

You will love staying in this chic apartment that was carefully re-designed with a lot of passion & love ❤️. Rest assured that we take cleaning and sanitizing procedures very seriously and our Housekeeping Manager is freak about it. With beautiful blue sky & ocean views during the day and a magnificent city view during the night, just 10min from SJU airport, it will be your perfect spot is to enjoy the island at it's best. Walk and enjoy the beach, Casinos, Restaurants and shops around Condado.

Superhost
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
4.92 out of 5 average rating, 127 reviews

Romantic Oceanfront Private Patio Full Generator

** WE ARE NOT AFFECTED BY WATER DROUGHT OR POWER OUTAGES** Villa has power generator that covers the full inside plus an extra large water cistern 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 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.

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.

Guest favourite
An open terrace is highlighted with comfortable seating arrangements facing the Atlantic Ocean. Lush planters line the balcony, complementing the serene blue waters and clear sky. The inviting space offers a perfect setting for relaxing and enjoying the coastal views.
Flat in Santurce
4.96 out of 5 average rating, 103 reviews

Endless Horizon Ocean View 2br Pent House

In the heart of Condado, with direct private access to the Condado beach. The building is 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).

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
4.93 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.

Top guest favourite
Villa in Santurce
4.98 out of 5 average rating, 112 reviews

Beach Walk / Pool / Backup Power & Water

Walk to Isla Verde Beach, spend the day by the ocean, and come back to a heated pool. Villa Valeria combines a prime location with backup power and water, so your Puerto Rico vacation stays comfortable from arrival to departure. 🌴 Beach in minutes: 3 min to the beach 🛏️ 2BR/2BA comfort: King bed ensuite + 2 queens for flexible stays ❄️ Full A/C + Smart TVs 🚗 Easy arrival: Free parking, gated community, ~9 min to SJU

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).

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)

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

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