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Family-friendly holiday rentals in Viejo San Juan

Find and book unique family-friendly homes on Airbnb

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 $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 23,280 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    260 of Viejo San Juan holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.8 Average rating

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

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.
Apartment in San Juan
4.9 out of 5 average rating, 486 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 favourite
Flat in San Juan
4.96 out of 5 average rating, 209 reviews

Historic 2BR~Walk Everywhere• Balconies • King Bed

Historic 2BR Spanish Colonial home in the heart of Old San Juan—walk everywhere, enjoy authentic architecture, and take in the city from balconies overlooking the street. ♦️ Walk to restaurants, cafés, nightlife & historic sites • Walk Score 98 ♦️ Quiet King bedroom + Queen bedroom with balcony views ♦️ Soaring 18-ft ceilings, arches, beams & original character ♦️ A/C, fast Wi-Fi, workspace, full kitchen & nearby laundry ♦️ Great for families, couples & small groups who want to walk everywhere

Top guest favourite
Flat in San Juan
4.95 out of 5 average rating, 178 reviews

Classic Old San Juan •1rst Floor•Best Location•

Best in Old San Juan! Classy and beautifully restored colonial‑style building. Our 2BR apartment blends historic charm with modern comfort. Perfect for cruise ship visitors, vacationers, romantic couples, business travelers, or a family getaway. Easy, well‑lit access, no stairs; arrival will be smooth at any hour. You’ll find a spacious living room, fully equipped kitchen, a brand-new bathroom, and a tranquil interior patio/linai for unwinding after adventuring the old city. Book with us today!

Guest favourite
Flat in San Juan
4.81 out of 5 average rating, 213 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.

Guest favourite
Flat in San Juan
4.92 out of 5 average rating, 276 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.
Apartment in San Juan
4.93 out of 5 average rating, 175 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.

Superhost
The living area features a black sofa adorned with colorful Moroccan cushions, complementing the vibrant tiled flooring. A small dining table for two is set beside the open doors, allowing natural light to fill the space. Traditional wall art adds to the cultural ambiance.
Flat in San Juan
4.83 out of 5 average rating, 108 reviews

Morocco Loft Old San Juan

Discover our charming Moroccan-style Home in the heart of Old San Juan! This vibrant city is alive with music, celebration, and joy around every corner. Its cobblestone streets, warm people, and rich culture make it an unforgettable destination. Our space features handcrafted tiles, exotic lamps, and colorful décor throughout. Just steps from historic forts, top restaurants, and unique shops. Experience the magic of Morocco right here in Old San Juan Puerto Rico this is prime location!

Guest favourite
A light-filled living area showcases a gray sectional sofa and a blue accent chair. A wooden coffee table with decorative items is centered in the space. A lush plant adds a touch of greenery, while artwork enhances the wall. The staircase leads to an upper level.
Flat in San Juan
4.94 out of 5 average rating, 128 reviews

Enchanting Spanish Colonial Loft in Old San Juan

Discover the enchantment of Old San Juan in this charming Spanish colonial apartment, perfectly nestled in the historic heart of Puerto Rico’s most iconic city. Walk everywhere, from historic parks and landmarks, restaurants, coffee shops, and shopping. Just steps away from Playa del Capitolio or a longer scenic walk to the Escambron beach and recreation area. The apartment is a tranquil loft insulated from the heat and busy streets when you need a break to recharge on your trip.

Guest favourite
The living area features a cozy grey sofa adorned with yellow pillows, complemented by a wooden dining table. A vibrant artwork hangs on the wall, while a Smart TV is positioned nearby. Natural light illuminates the space from a front door with decorative wooden details.
Apartment in San Juan
4.84 out of 5 average rating, 222 reviews

★Dorado★ History & The City Luxury Condo

Dorado is our apartment located in the heart of Old San Juan. Staying at our stylish and properly decorated all in Golden you will enjoy the old city experience. Our apartment is very convenient when it comes to accommodation since it has a separate bedroom with a queen bed, Smart TV on living room and bedroom, dedicated workspace and a balcony that overlooks the Cathedral. Being in the center makes this place one of the best properties in Old San Juan you can stay in.

Top guest favourite
A vibrant yellow façade with classic Spanish colonial architecture is highlighted in the morning light. The entrance features an elegant archway, leading into a spacious interior. The street gently slopes down towards the water, surrounded by lush greenery and cobblestones.
Home in San Juan
4.95 out of 5 average rating, 235 reviews

Casita del Sol☀️couples’ HOUSE-rooftop, water views

Casita del Sol offers a rare opportunity to rent an entire house in Old San Juan. Classic Spanish colonial architecture with multiple water views and huge rooftop deck. With an entirely removed secondary suite, it can be spacious enough for two couples or cozy enough for one. On a quiet and peaceful residential block, it is still just a short walk from the liveliest restaurants, bars, and shops and offers the best of life in Old San Juan.

Guest favourite
A cozy sleeping area is highlighted by a spacious bed covered in a beige quilt. An orange decorative pillow adds a pop of color against the neutral linens. Two framed prints adorn the wall above the bed, while a bedside lamp provides subtle lighting.
Flat in San Juan
4.96 out of 5 average rating, 147 reviews

Lively Chic Old San Juan Balcony Suite

This newly remodeled suite is located in the perfect location to explore Old San Juan. Trendy restaurants, hip bars, coffee shops and mini market are all less than a block away. With city views from the balcony, it features high ceilings, comfortable queen bed, smart TV, air conditioner, emergency water storage tank and a fully equipped kitchen with complimentary Puerto Rican coffee and treats.

Guest favourite
A modern living space features a gray sofa next to a round white dining table with two white chairs. A small wooden side table holds a potted plant. The walls are adorned with artwork, providing a blend of style and comfort.
Flat in San Juan
4.86 out of 5 average rating, 474 reviews

Old San Juan, El rincón. Location!! Location!!

In the heart of old San Juan! Second floor apartment, one bedroom, kitchen, washer, bathroom, wifi, cable and a futon in the living room. Walking distance to el Morro, art places, monuments, amazing restaurants and great nightlife ambiance! Access to public transportation, taxis and uber. Discover the old San Juan in the best location!

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$483 SGD$385 SGD$410 SGD$355 SGD$305 SGD$291 SGD$317 SGD$339 SGD$297 SGD$282 SGD$323 SGD$371 SGD
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