
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.

Loft-Style Private Studio Little Italy/Ossington
From the exposed brick, to original artwork, to massive private bathroom with double vanity, this basement suite in our home has been renovated and decorated to feel like a loft. The double bed is brand new with a 16" mattress sure to deliver an excellent night's sleep. You will find a brand new, 42" smart TV resting on a unique mantlepiece refashioned from an antique upright piano, as well as a kitchenette with convection oven/air fryer, Keurig coffeemaker, and stainless steel mini fridge.

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.

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.

Two story home & garden in vibrant neighbourhood
Newly renovated heritage home in the heart of one of Toronto's most vibrant neighborhoods. Perfect for families, the home features hardwood floors, lots of natural light, and very comfy beds. Conveniently located steps from the subway on a residential street, you are close to many great restaurants & blocks from the U of T and Kensington market. Not far from Scotiabank arena & Rogers centre - for concerts and sporting events. Patio and garden are yours to enjoy. Pets welcome.

Bright, clean basement Little Portugal
Private, clean & bright basement studio apartment nestled in heart of Little Portugal/the Brockton Triangle. Private entrance, bathroom & laundry, fully equipped kitchen with gas stove. Central air conditioning. Entrance @ rear of house. Steps to groceries, 24-hr transit, park, rec centre, and hip West End cafes, shops, galleries, bars, etc. Twenty min transit to downtown; street parking permit available through city of Toronto website. Keypad lock, code changed regularly.

Cozy and Chic Gem in the City
Entire lower level unit. Very clean and cozy unit in a great friendly neighborhood. The unit is bright and airy. The bathroom and kitchen is yours to use. Separate entrance through the side door of the house. Closet space to store your luggage and clothes. Coffee machine with pods and kettle are at your disposable. Extra blankets and pillows are available upon request. While the unit offers a private setup, the main house may also be accessed or shared as per your needs.

Bright Modern Private Oasis Lower-Level 1BR 1BA
Newly renovated private lower-level apartment with 1 BR, 1 BA, full kitchen with living and dining area located downtown in the charming Annex West neighborhood. Ideal for quarantine/isolation Your space: - WiFi (75Mbps) - Cozy heated floors - Unlimited hot water - 2-3 min walk to subway and buses - Work remotely in comfort - Child friendly - 2 55" TV's This quiet corner of downtown Toronto sports lots of restaurants, shops, parks, and beautiful streets steps away.

Private, Spacious,Separate Entrance, Bath, Parking
My Airbnb is located in a green and safe valley between one of the biggest Toronto parks and Bloor West Village/Junction just steps away from trendy cafes and shops. Our Airbnb has a separate entrance. Stunning biking trails are 2 min walk at Etienne Brule gate and lead to Lake Ontario passing Old Mill or north, James' Gardens. You can see salmon traveling upstream of the Humber River in the Fall.

Lively 1+1 Lakeview Condo near CN Tower + Free Prk
Enjoy the stunning lake view in this open concept 700 sq ft condo with 9 ft ceilings, in the heart of the harbourfront. Right next to CN Tower, Rogers Centre, and Scotiabank Arena. Includes parking space, TV, and internet. Gym, indoor-out door pool, Variety of restaurants and grocery stores steps away. Minutes walk to subway, Union Station, the business district, and Billy Bishop City Airport.

A Superb Condo Across CN Tower,MTCC,Rogers Centre
*NO PARTIES OR NONSENSE TOLERATED - VIOLATORS WILL BE FINED UP TO $500 AND EVICTED*** A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This 650 sq ft condo unit has 8 ft ceilings, hardwood flooring , High-speed WiFi, Cable TV, and basic amenities will all be available.

Tree top gem - Downtown Toronto
A contemporary 75 sq m (800 sq ft) apartment located on the 3rd floor (stair access only) of a privately owned triplex. This unique space, within walking distance of everything, is a fully furnished unit equipped to make your stay both comfortable and enjoyable.

Spacious Private unit in Kensington Market
Welcome to Kensington Market! Spacious, clean and quiet private suite with private entrance. King size bed! Shopping, restaurants, and entertainment right at the door. The perfect unit for couples or anyone visiting the city for a night or a couple of weeks!
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

Lux Spacious 3 Beds w CN Tower View (Free Parking)

The Penty: Luxurious Penthouse with Pool, Hot Tub

Lux Waterfront Condo Pool Hot Tub Free Parking

The Fort York Flat

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

Charming Condo w Parking, CN Tower View & Pool

Luxury 1 Bedroom Suite In Heart Of Toronto
Family- and pet-friendly home rentals

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Lovely Gardens. Best Location. HighParkHomes

A spectacular and authentic loft!

Stunning Yorkville Townhome Backing onto Park

The Beaches pied-á-terre (Woodbine Beach)

One bedroom vacation rental at The Beaches

Stylish 1+1 Corner Suite |Steps to Lake&Downtown

Authentic Hard Loft in the Heart of Toronto
Family-friendly home rentals with a pool

City center/luxury amenities condo in Yorkville

Luxury condo near CN Tower

Modern Condo | Breathtaking Views | CN Tower

Beautiful Condo Across CN Tower and MTCC

Urban Gem, 3 Mins to Wellesley Station, Balcony

Chic 1BR Luxury Condo • Sleeps 4 • Free Parking

Chic, High-Rise Apartment with CN Tower Views

King West Triplex Main FLR PVT APT 1 BDRM 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 | $180 SGD | $178 SGD | $192 SGD | $204 SGD | $226 SGD | $248 SGD | $265 SGD | $280 SGD | $248 SGD | $230 SGD | $260 SGD | $193 SGD |
| 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 5,340 holiday rentals in Old Toronto

Verified guest reviews
Over 148,520 verified reviews to help you choose

Pet-friendly holiday rentals
Find 1,370 rentals that welcome pets

Holiday rentals with a pool
830 properties feature pools

Rentals with dedicated workspaces
3,120 properties have a dedicated workspace

Wifi availability
5,280 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
- Fitness-friendly rentals Old Toronto
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- Hotel rooms Old Toronto
- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara
- Royal Ontario Museum
- Things to do Old Toronto
- Things to do Toronto
- Nature and outdoors Toronto
- Tours Toronto
- Food and drink Toronto
- Sports activities Toronto
- Sightseeing Toronto
- Art and culture Toronto
- Things to do Ontario
- Tours Ontario
- Sightseeing Ontario
- Art and culture Ontario
- Food and drink Ontario
- Sports activities Ontario
- Nature and outdoors Ontario
- Things to do Canada
- Sightseeing Canada
- Food and drink Canada
- Art and culture Canada
- Sports activities Canada
- Nature and outdoors Canada
- Entertainment Canada
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