
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.

Spacious 1 Bed + Den + Downtown + Free Parking
Spacious 1 bed+den modern condo located in the heart of downtown. Steps from the lake, parks, recreation centers. Short walk to CN Tower, Union Station, Rogers Center, Convention Center. → FAST WIFI Perfect for WFH, video calls, & streaming → Approx size 620ft² / 57m² → Dedicated Working space → 60" QLED TV → *NEW 2024* Fully equipped kitchen w/ set of cookware → Walking distance to dining & night life option → Minutes away from grocery, liquor stores, & city transit network (94 Transit Score)

Spacious 1BR Loft • High Ceiling • Walk Everywhere
A bright and stylish urban loft in the heart of downtown! This sun-filled suite features soaring 12-ft ceilings, stunning floor-to-ceiling windows, and sleek hardwood floors. Relax on the oversized sofa, dine at the modern table, and cook in the fully stocked kitchen with stainless steel appliances. Sleep soundly on a plush Westin Heavenly queen bed, and refresh in the spa-like marble bathroom. Includes in-suite laundry, high-speed Wi-Fi, and an unbeatable location near vibrant King Street West!

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.

Uptown Separate Bright Suite ( Free Parking )
Great private and quiet bright furnished basement suite(just 6 steps under street level) with separate entrance in a classy and safe Bedford Park neighborhood in central Toronto,12 min walk to Lawrence subway station,2 min to bus station,3 min to Loblaws(best Canadian grocery store), 2 min walk to Yonge street with shops, bars and the best restaurants ,18 min drive to Pearson int airport and tennis courts nearby. Our place is perfect for couples, solo adventurers and business travelers.

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.

Bright Private Basement Suite | 1BR Near Subway
A newly renovated, private lower-level (basement) 1-bedroom, 1-bath suite located in Toronto’s Annex West, just a 3 minute walk to the subway and buses. Bright, quiet, and thoughtfully designed, this self-contained space is ideal for solo travelers, couples, or short business stays. Enjoy heated floors, unlimited hot water, fast Wi-Fi, a full kitchen, and comfortable living and dining areas—steps from restaurants, parks, shops, and beautiful residential streets.

Admire City Views from Bed at this Chic Apartment
The critics have spoken! This five star rated,professionally designed unit is fresh and functional . The art work and accessories were carefully chosen to accentuate your positive living experience. This is a one bedroom, one bathroom unit with kitchen living dining and den areas. There is a fully equipped gym on the 3rd floor for your use. Check in time is between 3 PM and 10 PM the day of arrival and check out time is 11 AM the day of departure.

Stylish 1870s Home near Distillery District & Old Toronto
Named a Top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s 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

Cozy Leslieville 2-Bedroom Home
Unique urban home located right next to Greenwood Park where the Leslieville Farmer's Market happens May - October. Perfect for families with children and dogs as the dog park is less than 1 minute away. Convenient access to Queen St. restaurants and the streetcar 5 minutes away. Be downtown Toronto in 15 minutes. Free parking behind house. Explore all Leslieville has to offer.

Liberty Village Luxurious 1 Bed + Free Parking
STR-2307-HDGHHW Welcome to Toronto! Enjoy a cozy 1-bedroom suite in vibrant Liberty Village. With free parking, it's perfect for solo travelers or couples. Explore nearby restaurants, bars, and shops, or take a short walk to the Entertainment District for more fun. Relax in comfort in this thoughtfully designed space. Can't wait to host you and make your Toronto stay memorable!

Bright & Stylish 1 Bedroom Condo in King West
My condo is at the heart of Toronto’s Entertainment/Fashion Districts and has everything you need for fantastic stay. The city’s trendiest restaurants and bars, theatres and sporting venues are steps away. Whether enjoying a short vacation or staying for an extended time, you’ll have all the comforts of home and access to the best Toronto has to offer. Welcome!

Large new 1-bdrm/1 bath - king bed & parking
Bright newly-renovated one-bedroom basement unit with king bed, full kitchen, and living room, and free dedicated parking spot. This backs onto Bickford park, is a 5 minute walk from Christie subway station, Korea town, and bustling Bloor street. A total of 700 square feet of space (65 sq meters), in-floor heating throughout. We welcome guests from all places.
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

The Fort York Flat

Lakeside Condo Studio In Downtown Toronto

Charming Condo w Parking, CN Tower View & Pool

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym

Stylish 1BR/2 bed CN Tower view, Free Parking
Family- and pet-friendly home rentals

Vibrant City Stay: Patio, Gym, and Pool Access

Modern Eclectic Condo in King West Area

A spectacular and authentic loft!

Comfy Oasis In Historic Downtown Neighborhood

Stylish Yorkville Studio: Near U of T & ROM

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

King West Triplex Main FLR PVT APT 1 BDRM Parking
Family-friendly home rentals with a pool

London Studio Designed by Architect

Cozy Condo Next to CN Tower

Stylish 2 Bdrm Gorgeous CN Tower View w/Parking!

Bright, spacious luxury basement apartment

Hidden gem in Humber bay shores Toronto w/ parking

Prime location • Amazing views • FREE parking

One Bedroom Condo In Downtown

Luxury Downtown Condo For 4 (CN Tower Views)
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £101 | £99 | £107 | £114 | £126 | £139 | £148 | £156 | £139 | £125 | £114 | £112 |
| 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 Toronto Eaton Centre
Destinations to explore
- House rentals Old Toronto
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- Bed and breakfasts 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
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Casino Niagara
- Things to do Old Toronto
- Things to do Toronto
- Nature and outdoors Toronto
- Art and culture Toronto
- Sports activities Toronto
- Sightseeing Toronto
- Food and drink Toronto
- Things to do Ontario
- Tours Ontario
- Art and culture Ontario
- Sightseeing Ontario
- Nature and outdoors Ontario
- Sports activities Ontario
- Entertainment Ontario
- Food and drink Ontario
- Things to do Canada
- Sports activities Canada
- Food and drink Canada
- Tours Canada
- Sightseeing Canada
- Entertainment Canada
- Art and culture Canada
- Nature and outdoors Canada




