
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.

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.

Stunning Skyline View Condo, Steps to CN Tower
Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

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

New! Private 1BR in Toronto by Danforth, Sleeps 4
Welcome to our stunning, newly renovated home in Toronto’s Old East York neighborhood, just a two minute walk from trendy Danforth Avenue and Pape Subway Station. This bright and airy, coastal-inspired retreat blends the comfort of home with the soothing simplicity of Maritime charm. This private oasis spans 750 square feet and is ideal for those seeking a peaceful escape in East York, with easy access to the best of Toronto. We'd put our accommodations up against the hotels of Toronto!!!

*Gorgeous & professional condo in Yorkville*
Owned by a traveller and importer who spends a lot of his time in the Mediterranean, this residence poises your downtown Toronto stay smack-dab in the heart of one of North America’s most prodigious communities, Yorkville, while simultaneously experiencing comfortable and cultivated condominium ambiance. This residence is perfect for travellers for short-term stays and business professionals working remotely for longer-term stays who need a comfortable and intelligent living environment.

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.

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.

Beautiful Condo Across CN Tower and MTCC
A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This condo has 10 ft ceilings and over 700 sq ft We provide High-speed WiFi, Cable TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 30m - CN tower/Rogers Centre 210m - Union Station 500m - Harbourfront Centre 700m - Air Canada Centre 900m - TIFF Bell Lightbox

Luxury 4BR Oasis: Year Round Heated Pool & Hot Tub
A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

Amazing 2 Storey Loft 3 BED In Central Downtown
This unique 2 storey loft is super stylish and a rare find in downtown Toronto. This two storey loft has amazing 9 foot high ceilings finished fully modern kitchen and bathrooms. This super luxurious loft is perfect for nights out or gatherings. Ottoman in the living room is a pullout as well as the chair upstairs in the bedroom, just inform if you want setup and the air bed in the master upstairs is also a twin Equipped with a balcony.

Cozy suite in Downtown Toronto
Brand new unit in the best location is ready for rent, walkable distance to the subway station and public transportation,stone throw away from CN tower,aquarium,metro Toronto convention centre,TIFF Bell Lightbox and so many attractions,in the middle Riz-Carlton Toronto, InerContinental Toronto Hotel,club,bars and Starbucks just around the corner,many restaurants surrounding the building such as PAI Thai and so much more

Modern and bright private suite.
Enjoy a newly built, professionally designed, roomy 1-bedroom basement apartment in East York Toronto. Conveniently located near the Danforth, Woodbine Beach, parks, and trails, the apartment is a short bus/subway ride or a 15 min drive from Downtown Toronto. Self-contained and spacious, it offers a fully equipped kitchen, new laundry facilities, a queen-sized bed, ample storage, and plenty of natural light.
Popular amenities for Old Toronto family-friendly rentals
Family-friendly home rentals with a hot tub

The Farmer's Cottage

Modern 1+Den condo steps away from CN Tower & Lake

1 Bedroom Suite DT Core - (Office/Bidet/Balcony)

The Fort York Flat

Canadiana Downtown Condo w/King Bed + Free Parking

Stylish Condo | Walk to BMO Field + Free Parking

Charming Condo w Parking, CN Tower View & Pool

Closest condo to Rogers Centre/CN tower in Toronto
Family- and pet-friendly home rentals

Luxury and Spacious 1BR + Den - Financial District

Cozy Leslieville 2-Bedroom Home

Comfy Oasis In Historic Downtown Neighborhood

Stylish Yorkville Studio: Near U of T & ROM

One bedroom vacation rental at The Beaches

Trendy & Cozy 1BD Condo in the Heart of Toronto

Custom Luxury 2BR | Marble Pool | Games | Fire Pit

Midtown Luxury Yonge/Lawrence Close to Downtown
Family-friendly home rentals with a pool

Lux amenities/fast WIFI/walking to sub Yorkville

Waterfront Condo Pool/Hot Tub/Free Parking/BMO Field

Beautiful Yorkville Luxury Condo

Artsy and Comfy Home with a View

2BR Across from CN Tower & MTCC

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

Luxury Downtown Condo For 6 (CN Tower View)

“Amazing 2 Bedrooms Condo” in Downtown Toronto”
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £102 | £101 | £109 | £115 | £128 | £140 | £150 | £158 | £140 | £126 | £115 | £113 |
| 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 5,810 holiday rentals in Old Toronto

Verified guest reviews
Over 153,810 verified reviews to help you choose

Pet-friendly holiday rentals
Find 1,450 rentals that welcome pets

Holiday rentals with a pool
990 properties feature pools

Rentals with dedicated workspaces
3,520 properties have a dedicated workspace

Wifi availability
5,740 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
- Townhouse rentals Old Toronto
- Rentals with lake access Old Toronto
- House rentals Old Toronto
- Rentals with an accessible-height bed Old Toronto
- Rentals with an accessible-height toilet Old Toronto
- Loft rentals Old Toronto
- Rentals with a fireplace Old Toronto
- Rentals with a cinema Old Toronto
- Guest house rentals Old Toronto
- Hotel rooms Old Toronto
- Rentals with beach access Old Toronto
- Bed and breakfasts Old Toronto
- Boutique hotels Old Toronto
- Ski-in/ski-out rentals Old Toronto
- Rentals with a firepit Old Toronto
- Private suite rentals Old Toronto
- Rentals with a patio Old Toronto
- Rentals with breakfast Old Toronto
- Rentals with pools Old Toronto
- Rentals with a sauna Old Toronto
- Flat rentals Old Toronto
- Serviced apartment rentals Old Toronto
- Rentals with a washing machine and dryer Old Toronto
- Rentals with an EV charger Old Toronto
- Luxury rentals Old Toronto
- Pet-friendly rentals Old Toronto
- Beachfront rentals Old Toronto
- Rentals with a hot tub Old Toronto
- Aparthotel rentals Old Toronto
- Rentals with outdoor seating Old Toronto
- Rentals with a kayak Old Toronto
- Smoking-friendly rentals Old Toronto
- Fitness-friendly rentals Old Toronto
- Waterfront rentals Old Toronto
- Apartment rentals Old Toronto
- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Financial District
- Massey Hall
- Downsview Park
- Casa Loma
- Dufferin Grove Park
- Casino Niagara
- Lakeridge Ski Resort
- Things to do Old Toronto
- Things to do Toronto
- Nature and outdoors Toronto
- Sports activities Toronto
- Tours Toronto
- Art and culture Toronto
- Food and drink Toronto
- Sightseeing Toronto
- Things to do Ontario
- Food and drink Ontario
- Tours Ontario
- Sightseeing Ontario
- Entertainment Ontario
- Nature and outdoors Ontario
- Sports activities Ontario
- Art and culture Ontario
- Things to do Canada
- Sightseeing Canada
- Food and drink Canada
- Nature and outdoors Canada
- Tours Canada
- Sports activities Canada
- Entertainment Canada
- Art and culture Canada




