Some info has been automatically translated. Show original language

Family-friendly vacation rentals in Viejo San Juan

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Viejo San Juan

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
A quaint indoor balcony area is showcased, featuring a round glass table surrounded by woven chairs. A vase of tropical flowers adds a touch of color. In the background, a well-lit bedroom is visible through shuttered doors.
Condo in San Juan Antiguo
4.89 out of 5 average rating, 456 reviews

Colonial Old San Juan Apartment

Location The apartment is located in Puerto Rico's political and cultural capital, San Juan. It's within walking distance of the best locations Old San Juan has to offer. Great bars and restaurants, hotels, casinos, San Critobal Castle, Paseo La Princesa , plazas and the cruise terminal are only steps away. In its sorroundings there are also farmacies, transportation services, a post office, stores for shopping,beaches and Cathedrals. The apartment is a 10 minutes drive to the Convention Center and 20 minutes to the international airport,. Spaces Typical of Spanish Colonial architecture the apartment spaces include an indoor balcony, perfect for relaxing, and tall ceilings, up to 20 feet high, sporting traditional Ausubo wood beams. Amenities Full kitchen with an industrial stove and oven, microwave, refrigerator, coffee maker and dinnerware. The cozy bedroom has a comfortable queen bed, a/c and drawers for storage. Living room with Flat HDTV, Blue Ray, DVD player, WI-Fi, Satellite dish. Laundry access in the hall.

Guest favorite
Apartment in San Juan Antiguo
4.79 out of 5 average rating, 165 reviews

Cozy Historic Ruin Apartment

Located in the heart of Old San Juan, this unique and special place enables you to experience a fully authentic colonial experience- the most authentic you will get in Old San Juan. This renovated ruin apartment conserves the historical architecture from Old San Juan at a maximum potency, while offering a comfortable and cozy stay. Perfect for any small family, couple or group of friends seeking to enjoy what Old San Juan has to offer, from restaurants to forts, in a fully cultural experience.

Top guest favorite
A charming building with a purple facade features large arched windows and a wrought iron balcony adorned with greenery. The door is flanked by local merchandise on display, while the Puerto Rican flag adds a vibrant touch. Cobblestone streets enhance the historic ambiance.
Apartment in San Juan Antiguo
4.91 out of 5 average rating, 276 reviews

Del Cristo Tiny Studio @the❤ofOSJ

Beautiful location to explore the Colonial & Historical cobblestone streets of OSJ. Supermarket, shops, restaurants and bars close by. Just a few steps from some of the oldest structures in PR and America like El Convento, San Juan Baptiste Cathedral & La Capilla de Cristo. Close to other Forts, Museums & more. We are about a 20 minute drive from the airport and closest beach is either a 20 minute walk or 5 minute drive. This place is good for couples, solo adventurers and business travelers.

Guest favorite
Apartment in San Juan Antiguo
4.92 out of 5 average rating, 240 reviews

In the Heart of Old San Juan!

Experience the charm of Old San Juan in this colorful apartment, housed in a historic 17th-century building with characteristics that come with its age! To brighten the space, simply open the doors and windows to let the natural light flood in as the shutters do not open. Located just a block from the vibrant nightlife on “Calle San Sebastian” and a short stroll from the “Castillo El Morro”. Enjoy plazas, dining, and shopping all within walking distance in the heart of this famous walled city.

Top guest favorite
A spacious bedroom features a wooden bed with a white quilt and decorative pillows. Yellow walls provide a bright backdrop, while framed artworks add character. A mirror and a blue nightstand are present, alongside a small basket and a white rug, with natural light filtering through the window.
Condo in San Juan Antiguo
4.94 out of 5 average rating, 148 reviews

Colonial Luxury in the Heart of the Old San Juan

Live in the heart of the colonial city of the historic Old San Juan. Explore its narrow streets with centuries of history while enjoying of all the day and night life in this touristic zone. This apartment has an enviable location in the center of all points of interest, restaurants, bars and even night life. From this apartment you may walk to all points in the zone from El Morro Castle to the Cruise port and more. This luxury like apartment offer a colonial style with modern amenities.

Guest favorite
An airy living space features high ceilings and terra cotta tile flooring. A stylish console table is positioned against the wall, complemented by framed artwork. Comfortable seating is provided by a cozy armchair and additional chairs, with large windows allowing natural light to fill the area.
Apartment in San Juan Antiguo
4.88 out of 5 average rating, 452 reviews

The Balconies, Old San Juan Best location!!

Beautiful second floor apartment in the heart of the Old San Juan. A spacious one bedroom apartment with a mezzanine that works as a open extra bedroom. One bed, two sofa beds. One full kitchen, and one bathroom. From the balcony you can get a breathtaking view of the Atlantic Ocean. Excellent location! Walking distance to el Morro, art places, historical monuments, bars and excellent restaurants. Close to the airport, public transportation and taxis. You won't find a better location!!

Top guest favorite
A comfortable living area is furnished with a futon and an armchair adorned with bright cushions. Art on the wall adds a touch of color, and natural light filters through wooden shutters, creating a cozy atmosphere in the space.
Apartment in San Juan Antiguo
4.88 out of 5 average rating, 337 reviews

Historic 1BR with Old San Juan at your Doorstep

Our apartment offers easy access to everything Old San Juan has to offer! It's situated a block from the Old San Juan Cathedral and El Convento Hotel, and only a couple of blocks away from the Plaza de Armas, the City Hall, the Fortaleza –Governor’s Mansion- and the famous Calle San Sebastián. It is walking distance to historic sites like the El Morro and the traditional Parque de las Palomas. A short walk will also take you to Paseo La Princesa and the Old San Juan Port.

Top guest favorite
A row of beautifully restored colonial-style buildings is lined along a quiet street. The architecture features arched entryways and intricate wrought iron balconies. Bright colors and textures of the façades create an inviting atmosphere under clear blue skies.
Apartment in San Juan Antiguo
4.94 out of 5 average rating, 126 reviews

Classic Old San Juan; Best Location

Experience Old San Juan from this beautifully restored colonial-style building. Our cozy 2-bedroom apartment offers charm, comfort, and an unbeatable location—perfect for vacationing, a romantic getaway, a business trip, or a quick escape. Enjoy a spacious living room, a fully equipped kitchen, a comfortable bathroom, and a tranquil interior patio where you can relax and unwind. Book your stay today and make your visit truly unforgettable!

Guest favorite
The living area features a comfortable sofa and a classic dining table surrounded by chairs. Natural light enters through the large open doors, highlighting the wooden accents and greenery within the space. The kitchen is visible in the background, offering a cozy, functional atmosphere.
Condo in San Juan Antiguo
4.9 out of 5 average rating, 419 reviews

Exquisitely decorated loft, great for couples!

Tastefully decorated charming condo apartment has an ample living area with a classic Puerto Rican Isabelino-style dining table and chairs from San German. The apartment includes a fully equipped kitchen and bathroom. The sleeping area consists of a Spanish mahogany bed and it is located in a renovated mezzanine, accessed by a creative spiral staircase.

Top guest favorite
A spacious terrace is showcased, featuring a sectional sofa with colorful cushions and a coffee table. A large umbrella provides shade, with a view of the sky and ocean in the background. The patterned terracotta floor complements the outdoor seating area.
Apartment in San Juan Antiguo
4.94 out of 5 average rating, 249 reviews

Old San Juan PH with Ocean View Private Terrace

Ocean Terrace Sanctuary in the Heart of Old San Juan Ocean-view terrace penthouse in the heart of Old San Juan. Sunrises, sea breeze, and silence above the city. Bright, air-conditioned loft with a king bed and a bookshelf that steals scenes. Third-floor walk-up (steep last flight), a short climb to another world.

Guest favorite
A view from the unit showcases the serene waters of Condado Bay, framed by large glass windows. The bright blue sky, dotted with fluffy clouds, enhances the calming atmosphere. The distant skyline of San Juan can be seen across the bay, adding a picturesque backdrop.
Apartment in San Juan Antiguo
4.84 out of 5 average rating, 122 reviews

Pelican Suite | Ocean View | Pool | King Bed

Unit 512, a stone's throw from Caribe Hilton and Old San Juan's entrance, offers a fusion of history and luxury. This king suite features a full bath, kitchenette, and laundry. Enjoy DirectTV on the Smart TV or work remotely at our desk. Explore Puerto Rico and relax in comfort at our perfectly situated condo.

Top guest favorite
A door with wooden shutters opens to a small outdoor area filled with greenery in pots. A cup rests on a decorative table, which features a sign that reads about appreciating the little things. Natural light brightens the interior space.
Apartment in San Juan Antiguo
4.93 out of 5 average rating, 184 reviews

Cozy & Lovely 1 bdr apt at Old San Juan

Take it easy at this unique and tranquil getaway. Connect with yourself while enjoying the magic of Old San Juan. This special space provides you the opportunity of getting the best of both worlds, tranquility to relax inside and the greatest outdoor activities at the best location.

Popular amenities for Viejo San Juan family-friendly rentals

When is the best time to visit Viejo San Juan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR6,013 ZARR5,081 ZARR5,115 ZARR4,658 ZARR3,997 ZARR3,811 ZARR4,150 ZARR4,438 ZARR3,896 ZARR3,811 ZARR4,302 ZARR4,963 ZAR
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

Quick stats about vacation rentals that are family-friendly in Viejo San Juan

  • Total vacation rentals

    Explore 260 vacation rentals in Viejo San Juan

  • Nightly prices starting at

    Viejo San Juan vacation rentals start at R339 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 19,050 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    260 of Viejo San Juan vacation rentals include wi-fi access

  • Popular amenities for guests

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

  • 4.8 Average rating

    Viejo San Juan stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

  1. Airbnb
  2. Puerto Rico
  3. San Juan Region
  4. Viejo San Juan
  5. Family-friendly rentals