Family-friendly holiday rentals in Old Toronto

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Old Toronto

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

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Guest favourite
A modern living area features a sectional couch adorned with colorful throw pillows, complemented by a glass coffee table. A piece of pop art hangs on the wall, and natural light is provided by a nearby window. Exposed brick adds texture to the stylish space.
Home in Toronto
4.96 out of 5 average rating, 115 reviews

Bold, Colourful Home in Leslieville, Toronto

Wake up to coffee at the breakfast bar, unwind with late afternoon drinks on the sunny deck or chill out with a movie on the large screen TV on a cold day. This stylish open-plan apartment features pop art, original brick walls, and whimsical touches to bring a homey atmosphere to the neutral color scheme. This stylish, self contained 2nd & 3rd floor 2 bedroom apartment is fully equipped to supply you with a home away from home. 3rd floor -- 1/2 bath and master bedroom with firm queen bed and fold down chaise - suitable for occasional, additional overnight guests (with our approval). 2nd floor -- 2nd bedroom with pillow-top queen bed, gorgeous bathroom (large rain head shower - no bathtub), living room with HUGE TV, laundry facilities and a full kitchen complete with beautiful stainless fridge with ice maker, gourmet chef's gas range, microwave, dishwasher, & quartz counters with 4 stools. Incredible 2nd floor deck for outdoor space. Coffee & Tea to get you started. Fully separate and complete 2 bedroom apartment on the 2nd and 3rd floor of our home. Onsite parking can be arranged for guests with cars however there are 3 apartments in the building and only 2 spots so it is reserved on a first come, first served basis. Please enquire at time of reservation. Although we don't live at this house full-time, we are always available by phone or email. We do come and go throughout the week so we will make every effort to meet you at some point. Guest will use a lockbox to access keys. Located in the vibrant Leslieville area, the apartment is a short distance to the Indian Bazaar, the busy vibe of Chinatown East, the quaint shops of Queen Street East, and the eateries of Greektown on the Danforth. Or spend the day at the lake - walking distance to Abridges bay, Woodbine Park and the beach! Toronto's diversity at its' best. Literally seconds to the 24 hour streetcar stop which will take you downtown in about 15 minutes. 20 minute walk or 5 minute bus ride to the closest Subway station (Greenwood). 88 Walking score - Very Walkable (Most errands can be accomplished on foot). 84 Transit Score - Excellent Transit (Transit is convenient for most trips). 87 Bike Score - Very Bikeable (Flat as a pancake, excellent bike lanes). This home has been our renovation project for the past 3 years. Everything in this apartment is new or close to it. We are currently working on a separate apartment in this home. Please be respectful of noise travel to other apartments.

Top guest favourite
A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.
Guest suite in Toronto
4.94 out of 5 average rating, 213 reviews

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Top guest favourite
A well-lit living area features a large window draped with light curtains, allowing natural light to fill the space. A stylish sectional sofa is positioned beside a contemporary coffee table adorned with decorative glass pieces. A TV and chest of drawers complete the inviting setting.
Home in Downtown Toronto
4.99 out of 5 average rating, 131 reviews

Stylish Home in Downtown Toronto, Walkable area

Discover Toronto from our newly renovated, spacious apartment with a private balcony on Queen Street W! Steps to trendy spots (bars, restaurants, attractions, groceries, LCBO) and easy streetcar access for city exploration. Enjoy morning Nespresso™ coffee with CN Tower views on the balcony. Key Locations: 2 mins walk to Queen St W and Portland St 8 mins walk to King St W and Portland St 13 mins walk to Trinity Bellwoods Park 13 mins walk to Art Gallery of Ontario 10 mins drive to CN Tower

Guest favourite
Flat in Entertainment District
4.92 out of 5 average rating, 121 reviews

Toronto style condo

Welcome to Toronto! This spot is located in a prime location for all your travel needs. Great for a business or leisurely trip. We are located 5 minutes from the Rogers Centre/CN Tower, TIFF, and much more! BTW, Toronto's Nobu is next door! The bathroom is fully equipped, and the kitchen is fully stocked with everything you'd need to cook/bake for your and your family. We are close to public Transportation such as Streetcars & Subways outdoor/ indoor dining in the Entertainment District.

Top guest favourite
A modern living area features a sleek brown leather couch with decorative pillows, positioned across from a dark wooden coffee table. Bright natural light enters through large bay windows, complemented by light-filtering curtains. A decorative wall map and a large green plant add character to the space.
Home in York
4.99 out of 5 average rating, 204 reviews

Welcome to Greenhills, a Charming Home w/ Parking

Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

Guest favourite
A modern kitchen area features stainless steel appliances and sleek cabinetry, complemented by a glass dining table with two chairs. Wooden flooring adds warmth to the space, while a glass partition allows views of the adjoining bedroom.
Apartment in Entertainment District
4.92 out of 5 average rating, 269 reviews

Luxury Downtown Waterfront Condo + Free Parking

Luxury 1BR downtown condo, steps to Scotiabank Arena, Rogers Centre & Harbourfront. Ideal for business trips, couples & Toronto getaways. Located in Toronto’s Entertainment & Financial District, this modern waterfront condo puts you near top attractions, transit, restaurants, and nightlife. Enjoy 5-star building amenities, a spotless, well-designed space, and a comfortable hotel-style stay. Perfect for business travelers, couples, and tourists looking for a central downtown Toronto stay.

Guest favourite
A bright sleeping area features a spacious bed with crisp white linens and two fluffy pillows. A neat stack of white towels is arranged at the foot of the bed. Natural light pours in through a large window dressed with blue curtains, offering a view of tree-lined streets.
Flat in Downtown Toronto
4.93 out of 5 average rating, 121 reviews

Toronto Center, No-fuss home away from home

We are doing our best to help you enjoy Toronto with the comforts of home when you stay at our spacious and serene apartment. With its queen bed, twin bunk bed and full kitchen, it’s perfect for families or couples. - NO CLEANING FEE! No hidden costs or strange rules, federal and Provincial taxes included in price. Our place is close to the vibrant Church-Wellesley, Cabbagetown, and Yorkville neighbourhoods. This is a smoke-free unit. No pets. No parties. No parking on premise.

Top guest favourite
A sunset over the water is portrayed, with a golden sun reflecting on the calm surface. The horizon features a silhouette of trees, creating a serene atmosphere. Soft waves ripple gently in the foreground, enhancing the tranquil setting.
Flat in Toronto
4.95 out of 5 average rating, 110 reviews

Toronto Island Wonderland View

Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Guest favourite
An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.
Home in Cabbagetown
4.94 out of 5 average rating, 596 reviews

Comfy Oasis In Historic Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

Top guest favourite
A cozy living area features a red sectional sofa and a black couch, positioned around a glass coffee table. Natural light filters through large, vertical blinds, illuminating the space. A potted plant adds greenery, while framed artwork decorates the beige walls. A wall clock is visible.
Flat in Old Town
4.95 out of 5 average rating, 525 reviews

St Lawrence Market | DT Toronto | Free Parking|Gym

Five minute walk to the world renowned St Lawrence Market and only 10 minutes to the Eaton Centre Toronto is at your doorstep. This bright and airy suite has everything you will need to explore the city and relax in comfort and style. In a modern building with exceptional security and amenities and a spectacular view of the city and lake you will be sure to enjoy your stay here. Change your point of “VÜ” enjoy staying in one of the most exciting neighbour hoods in downtown Toronto.

Guest favourite
A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.
Flat in Cabbagetown
4.93 out of 5 average rating, 172 reviews

Modern Victorian

Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

Top guest favourite
Home in Corktown
4.99 out of 5 average rating, 243 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Named a Top 1% by Airbnb, former Plus listing & top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown steps from St. Lawrence Market, the Distillery District, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Popular amenities for Old Toronto family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Old Toronto

  • Total holiday rentals

    Explore 5,610 holiday rentals in Old Toronto

  • Verified guest reviews

    Over 153,190 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 1,440 rentals that welcome pets

  • Holiday rentals with a pool

    870 properties feature pools

  • Rentals with dedicated workspaces

    3,300 properties have a dedicated workspace

  • Wifi availability

    5,540 of Old Toronto holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Toronto rentals

  • 4.8 Average rating

    Old Toronto stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Old Toronto’s top spots include CN Tower, Rogers Centre and Scotiabank Arena

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