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 bright sleeping area features a spacious bed layered with a soft throw. Large floor-to-ceiling windows provide a stunning view of the city skyline, while a small table and chair complement the modern decor. Light curtains frame the windows, adding to the serene ambiance.
Apartment in Downtown Toronto
4.91 out of 5 average rating, 162 reviews

🔥Modern High Floor Deluxe King Suite /w City Views

The perfect getaway in the heart of downtown Toronto! - Rare High floor. Deluxe king bed and a queen sofabed, full bathroom, full kitchen, cozy suite with floor-to-ceiling windows with a gorgeous city skyline view. - 10/10 walk score to Eaton Center, Dundas Square, Ed Mirvish Theatre, Allan Gardens, Nathan Philips Square - On Yonge TTC Subway Line: Queen station, Dundas station - A walk to Union Station, CN Tower, Lakeshore, Queen Street, King Street - Public transit access from the condo lobby

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 Centre Island
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.

Superhost
A panoramic view captures the CN Tower prominently against a clear blue sky. The reflective surfaces of nearby buildings glisten, while the shoreline of Lake Ontario merges with the cityscape. The Rogers Centre stands out with its distinctive domed structure in the foreground.
Apartment in Harbourfront
4.88 out of 5 average rating, 132 reviews

Chic High Rise Urban Retreat with CN Tower View

Imagine waking up to the breathtaking sight of the CN Tower piercing the skyline, its reflection dancing on Lake Ontario. After a day exploring Toronto's vibrant streets and visiting landmarks like the Rogers Centre, the Scotiabank Centre & the magical Ripley's Aquarium, unwind in the living area with panoramic views, or stroll to nearby restaurants and nightlife. Equipped with basic cooking and dining utensils, towels, linens, and bath essentials. Catch your favourite show on the smart TV.

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

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 Toronto
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

Top guest favourite
A cozy living room is illuminated by natural light, featuring a modular grey sofa with vibrant orange and white accents. A modern gas fireplace provides warmth against a textured wall, while shelves display books and decor. A flat-screen television is mounted above the fireplace.
Home in Toronto
5 out of 5 average rating, 100 reviews

Central Family Friendly 3BR | Steps to Subway

Make yourself at home in this beautifully renovated, family friendly house. Centrally located and just steps from Coxwell Station, Downtown Toronto is a short subway ride away. Vibrant walkable area, minutes to great restaurants, pubs, shops, parks, local farmers markets, and Michael Garron Hospital. This home is full of charm and natural light, featuring a spacious kitchen, cozy gas fireplace and a sunroom that opens onto a patio. Unwind in the spa bathroom with a soothing soaker tub.

Top guest favourite
A spacious living room features a modern sectional sofa with decorative pillows, accompanied by a round coffee table atop a patterned area rug. Large windows offer skyline views, while vibrant artwork adorns the wall, adding a pop of color to the neutral decor.
Apartment in Entertainment District
4.98 out of 5 average rating, 130 reviews

“Amazing 2 Bedrooms Condo” in Downtown Toronto”

Enjoy your luxury condo in heart of Entertainment District. Best location in the downtown! Very close to all major attractions but silence and comfortable to enjoy city life. Breathtaking view, step away from CN Tower, Aquarium, Metro Convention Centre, Rogers Centre, TiFF, Union Station, Scotiabank Arena, Lake Ontario and others Outdoor pool in 15th floor with CN Tower view (seasonally open), gym area with new equipments, hot tub, steam room and other amenities ready for your leisure

Guest favourite
A bright living room is highlighted by a cozy sofa and a sleek coffee table. Two yellow chairs face large windows, allowing natural light to fill the space. A flat-screen TV is mounted on the wall, and a decorative plant adds a touch of greenery.
Home in Roncesvalles
4.99 out of 5 average rating, 177 reviews

Luxury modern Victorian - private parking included

This recently renovated gem has all of the comforts of home, with a fully appointed kitchen that has everything you need to cook a great meal. Nespresso coffee and a selection of teas are also included. Two Smart TVs and a Bluetooth speaker for entertainment. Two comfortable beds and a spacious spa bathroom will make your stay feel like home. A work remote work set up is available for those who require it. The private backyard includes a gas BBQ and private parking is included.

Top 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, 594 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.

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.

Guest favourite
A cozy living area features a gray sectional couch and a patterned area rug in warm tones. A wall-mounted flat-screen TV is positioned above a wooden media console. The open layout allows for visibility of the dining area and kitchen in the background, with artwork adorning the walls.
Guest suite in Cabbagetown
4.85 out of 5 average rating, 155 reviews

Beautiful Suite in Historic Cabbagetown

Beautifully renovated 1 bed 1 bath lower level in historic Cabbagetown. Tastefully designed and updated throughout. Cabbagetown is a largest protected Victorian Heritage area in North America with houses dating back to the 1800s. One of Toronto's founding neighbourhoods, it's ideal to visit being very close to the downtown core while maintaining an authentic neighbourhood feel. Walking distance to shops and restaurants, and nature with Riverdale Farm and the Don Valley.

Top guest favourite
Home in Corktown
4.99 out of 5 average rating, 242 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

When is the best time to visit Old Toronto?

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Avg. price$177 SGD$174 SGD$188 SGD$200 SGD$221 SGD$243 SGD$260 SGD$274 SGD$243 SGD$219 SGD$200 SGD$196 SGD
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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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