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Family-friendly holiday 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 favourite
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
4.9 out of 5 average rating, 460 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.

Top Guest favourite
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, 280 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 favourite
Apartment in San Juan Antiguo
4.92 out of 5 average rating, 241 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 favourite
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, 150 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 favourite
A cozy bedroom features a plush queen bed adorned with light linens. A bedside table holds a lamp, while wall art conveys a calming message. A stylish wooden cabinet and dark wooden doors add character to the space, complemented by the contrasting black and white checkered floor.
Apartment in San Juan Antiguo
4.97 out of 5 average rating, 170 reviews

Romantic Getaway in the Heart of Old San Juan

Welcome to your intimate, historic retreat in Old San Juan! ♥️ Peaceful, quiet & romantic~ nestled behind ancient brick walls ♥️ Just steps from local cafes, shops, nightlife & Old San Juan’s iconic sights ♥️ Plush Queen bed for ultimate comfort ♥️ Historical treasure with Old World charm & decor ♥️ Modern amenities: A/C, high speed WiFi & workspace ♥️ Fully equipped kitchen ♥️ Large bathroom with essentials ♥️ Secure self-check in ♥️ On-site washer/dryer Book your romantic getaway today!

Superhost
A small table is set on a balcony, accompanied by two chairs. Potted greenery is displayed at the center of the table. The view includes vibrant historic buildings and lush trees, with a cloudy sky overhead.
Apartment in San Juan Antiguo
4.84 out of 5 average rating, 124 reviews

Casa Perfecto : In the Heart of Old San Juan

Welcome to Casa Perfecto! A completely renovated apartment located in the heart of historical Old San Juan. Inside you can make yourself at home by cozying up in the reading nook, or unwinding on the balcony and enjoying the sights and sounds of Old San Juan. Walking distance to historic sights, restaurants, and shops. Walk or catch the bus to the safe, public beach-- Playa El Escambrón. *Please note you must be able to climb stairs. There is no elevator and several flights of stairs.

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
4.88 out of 5 average rating, 456 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, 196 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 favourite
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, 129 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!

Top Guest favourite
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, 254 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 favourite
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
4.83 out of 5 average rating, 127 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.

Superhost
A cozy living area is highlighted by a futon couch and a small table. A desk with a monitor is positioned against the wall. Large windows with dark curtains allow natural light to enter, complementing the terracotta tile flooring and exposed wooden beams above.
Apartment in San Juan Antiguo
4.8 out of 5 average rating, 428 reviews

Posada Amparo - Apartment 1

Small private studio for two, located on Cristo Street in Old San Juan. Includes private entrance, A/C, ceiling fan, WiFi, 32" TV, free Netflix, full loft bed, futon couch, kitchenette (with oven, stove, sink, fridge and microwave oven), two closets, full bathroom, towels and toiletries.

Popular amenities for Viejo San Juan family-friendly rentals

When is the best time to visit Viejo San Juan?

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Avg. price$617 NZD$521 NZD$525 NZD$478 NZD$410 NZD$391 NZD$426 NZD$455 NZD$400 NZD$391 NZD$441 NZD$509 NZD
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Quick stats about holiday rentals that are family-friendly in Viejo San Juan

  • Total holiday rentals

    Explore 260 holiday rentals in Viejo San Juan

  • Nightly prices starting at

    Viejo San Juan holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 19,050 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    260 of Viejo San Juan holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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