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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.

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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, 449 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
A spacious room is furnished with a cozy double bed covered in a textured gray quilt. To the side, a wooden dresser complements colorful artwork on the walls. Soft blue curtains frame the window, while a small kitchenette with white cabinetry is visible in the background.
Guesthouse in San Juan Antiguo
4.89 out of 5 average rating, 109 reviews

#6 - Gallery Suite, Artists' House

Cozy & fully equipped room for 2 guests with A/C, private bathroom & WIFI in the historical Puerta de Tierra, next to Old San Juan, Condado & Miramar. > 1-min to breakfast spot > 5-min to grocery mkt or pharmacy > 10-min to Playa Peña & Capitol Bldg > 10-min to Escambrón Surf Beach > 15-min to Playita Condado > 15-min to Plaza Colon > 5-min Uber to El Morro, Condado, La Placita, Cerra Art St, Theaters Perfect for smart travelers: safe, clean & great value to explore PR! *Please read reviews :)

Guest favorite
Apartment in San Juan Antiguo
4.92 out of 5 average rating, 235 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.

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, 142 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.

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, 244 reviews

Old San Juan PH with Ocean View Private Terrace

**Ocean View Terrace PH in Old San Juan** Welcome to your dream getaway in the heart of Old San Juan! This luminous penthouse offers the best views of the historic city, where you can soak in the breathtaking sunrises and sunsets from your own spacious, private ocean view terrace. This charming one-bedroom penthouse is designed for comfort and relaxation in the heart of Old San Juan. Come enjoy the rich history, colorful architecture, and vibrant culture that this iconic city has to offer.

Superhost
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
4.89 out of 5 average rating, 445 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!!

Superhost
Apartment in San Juan Antiguo
4.81 out of 5 average rating, 193 reviews

Charming Luna apartment

This Charming Luna apartment is a cozy 1 bedroom 1 bathroom apartment with a queen day bed in the living area, located in the heart of Old San Juan. It has a fully equipped kitchen with Wi-Fi and a TV on the bedroom. This vacation rental is perfect for a couple, group of friends or small family seeking to explore and enjoy what the San Juan area has to offer, from historic forts to a myriad of restaurants and bars. This location is convenient to the pharmacy and full grocery as well.

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
4.93 out of 5 average rating, 112 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 room is characterized by its neutral-toned walls and soft lighting. A modern sofa and armchair are positioned around a wooden coffee table. A television is displayed on a sleek console, while large doors open to a balcony, enhancing the room's openness.
Condo in San Juan Antiguo
4.98 out of 5 average rating, 246 reviews

Spacious one bedroom apt in Old San Juan with a/c

Historic art deco apartment located in a quiet residential area. Walking distance to local restaurants, shopping, bars, nightlife and the beautiful cobblestones of Old San Juan. This apartment has all the basic needs for a great stay while being just steps away from all the action. It is 20 minutes from the airport and a 10 minute car ride to Escambron Beach, so you can enjoy both city and beach during your stay.

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
4.85 out of 5 average rating, 114 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.

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, 181 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.

Superhost
A cozy studio space is presented with a queen-sized bed, flanked by two dark sofas. A kitchenette is visible in the background, featuring wooden cabinetry and essential appliances. Natural light enters through a window, complemented by light curtains and a decorative wall piece.
Apartment in San Juan Antiguo
4.82 out of 5 average rating, 438 reviews

Posada Amparo - Apartment # 2

Small private studio for two, facing Cristo Street in Old San Juan. Includes private entrance, A/C, ceiling fan, WiFi, 32" TV, free Netflix, queen sized bed, kitchenette (with oven, gas range, sink, fridge and microwave oven), two closets, full bathroom, towels and toiletries.

Popular amenities for Viejo San Juan family-friendly rentals

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 R348 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!

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