Some info has been automatically translated. Show original language

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.

1 of 1 pages1 / 1
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.

Top guest favourite
Flat in San Juan
4.97 out of 5 average rating, 203 reviews

Quiet Romantic Retreat: Walk Everywhere · Historic

Quiet, romantic retreat in the heart of Old San Juan~ walk everywhere, enjoy historic charm, & come home to peace & quiet after a day exploring. ❤️ Tucked away from street noise yet steps to cafés, shops, nightlife & iconic sights • Walk Score 98 ❤️ Warm historic charm with a peaceful atmosphere ❤️ Comfy Queen bed, A/C, fast WiFi, Smart TV, kitchen & self check-in ❤️ Downstairs yoga patio adds to the building's serene atmosphere ❤️ Ideal for couples seeking charm, walkability, and restful nights

Top guest favourite
Flat in San Juan
4.95 out of 5 average rating, 174 reviews

Classic Old San Juan • Best Location • 1rst Floor

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!

Top 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, 275 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.

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, 107 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
Flat in San Juan
4.88 out of 5 average rating, 495 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!!

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.

Top guest favourite
A spacious living area features a modern sectional sofa and a wooden coffee table. Textured wall art hangs above, while terracotta tiles contribute to the room's warm ambiance. An arched doorway leads to additional spaces, highlighting the building's classic architecture.
Apartment in San Juan
4.9 out of 5 average rating, 105 reviews

Cozy Loft in Old San Juan – Prime Location!

Immerse yourself in the charm of Old San Juan in this stunning Spanish colonial loft! Featuring classic architecture, exposed beams & vibrant tile work, this space offers serenity. Nestled on the cobblestone streets, you're steps from iconic landmarks, exceptional dining & the ocean's edge. Enjoy year round tropical weather and an unbeatable location where culture, beauty and tranquility come together to create unforgettable memories. Come experience the beauty of Old San Juan!

Guest favourite
The entrance features a vibrant turquoise wall contrasted by white trim. A single black door with decorative grilles is flanked by two narrow planters containing small green plants. A lantern hangs above the door, providing a welcoming illumination.
Flat in San Juan
4.94 out of 5 average rating, 160 reviews

Old San Juan Ocean View With Outstanding Location

Welcome to “Casa Azulia”, Old San Juan, Puerto Rico. Newly restored luxury apartment, PRIME LOCATION, within a short walking distance to: • 3 min walk to Saint Cristobal Fort. • 10 min walk to El Morro Fort. • 2 min away from the most renowned local bars, restaurants and hangouts. • Just steps away from the apartment the most impressive ocean view walk in the whole city. • Around the corner from where the viral “Despacito” music video was filmed.

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, 233 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.

Popular amenities for Viejo San Juan family-friendly rentals

When is the best time to visit Viejo San Juan?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$483 SGD$385 SGD$409 SGD$355 SGD$305 SGD$290 SGD$316 SGD$338 SGD$297 SGD$281 SGD$323 SGD$370 SGD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

Destinations to explore