
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.

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.

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.

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

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.

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

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.

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.

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.

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.

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.

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.

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
Family-friendly home rentals with a hot tub

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

Scotiabank Arena/Union Station

The Penty: Luxurious Penthouse with Pool, Hot Tub

Canadiana Downtown Condo w/King Bed + Free Parking

Stylish Downtown Toronto Condo Free Parking | FIFA

Large & Bright 2BR+Den in Midtown w/ Free Parking

Charming Condo w Parking, CN Tower View & Pool

Stylish 1+1 Corner Suite |Steps to Lake&Downtown
Family- and pet-friendly home rentals

Stunning Yorkville Townhome Backing onto Park
Garden Home @ Trinity Bellwoods Park

One bedroom vacation rental at The Beaches

Trendy & Cozy 1BD Condo in the Heart of Toronto

Downtown Toronto Heritage Home

4 BR, 3BA Modern Toronto Home | Espresso, Records

Large Artsy Loft w 30ft Ceilings and Natural Light

1100sq True Loft with Parking!
Family-friendly home rentals with a pool

Stunning Skyline View Condo, Steps to CN Tower

Beautiful Condo Across CN Tower and MTCC

2BR Across from CN Tower & MTCC

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST

Boutique 1BR | Parking•Subway | Pool•Gym•Sauna

Skyline Views, Pool, Sauna, Gym & Downtown Perks

Centrally located downtown Toronto condo

Stunning condo @ heart of Toronto (w/ parking)
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £105 | £103 | £112 | £118 | £131 | £144 | £154 | £162 | £144 | £130 | £118 | £116 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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
Destinations to explore
- Rentals with lake access Old Toronto
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- Pet-friendly rentals Old Toronto
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- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Niagara Falls State Park
- Massey Hall
- Casa Loma
- Downsview Park
- Horseshoe Falls
- Dufferin Grove Park
- Casino Niagara
- Lakeridge Ski Resort
- Things to do Old Toronto
- Things to do Toronto
- Art and culture Toronto
- Sightseeing Toronto
- Tours Toronto
- Food and drink Toronto
- Nature and outdoors Toronto
- Sports activities Toronto
- Things to do Ontario
- Food and drink Ontario
- Tours Ontario
- Sports activities Ontario
- Nature and outdoors Ontario
- Entertainment Ontario
- Sightseeing Ontario
- Art and culture Ontario
- Things to do Canada
- Food and drink Canada
- Sightseeing Canada
- Tours Canada
- Entertainment Canada
- Art and culture Canada
- Sports activities Canada
- Nature and outdoors Canada




