
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.

Cute Private Apartment near University of Toronto
This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

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.

*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.

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.

Private Coach House near the Bluffs
This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

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.

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
“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

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.

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.

Prime Condo Across CN Tower & MTCC
Right across from Metro Convention Centre, Rogers Centre (Skydome), CN Tower and Ripley's Aquarium. You are in the heart of the entertainment district! The movie theatre is only 2 blocks north and so is TIFF (Toronto International Film Festival). You get to experience Toronto for all its worth. Feeling Hungry?? This is not going to be an Issue! There are tons and tons of great food options available, from fine dining to eating on a budget, it's all so very very close.

Spacious Riverdale One Bedroom Garden Suite
This freshly renovated garden suite has everything you need while you enjoy your time in Toronto. Bright and stylishly designed in a classic Toronto Edwardian. The street car is just a few minutes away for a short ride to downtown or the subway. Our guest suite offers a full kitchen, washer and dryer, luxurious bed linens, a Casper queen bed, and a pullout sofa. The private entrance is just five steps down from the shared patio and garden.
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

Cozy Condo Next to CN Tower

Year-Round Heated Pool & Hot Tub Family Oasis

The Penty: Luxurious Penthouse with Pool, Hot Tub

Unwind on the Private Terrace of a Downtown Oasis

Lux Waterfront Condo Pool Hot Tub Free Parking

The Fort York Flat

Toronto's Perfect View Apartment
Family- and pet-friendly home rentals

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

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

Lovely Gardens. Best Location. HighParkHomes

Luxurious Annex/Yorkville 1300 Sq Ft & Parking

One bedroom vacation rental at The Beaches

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

Private, Peaceful Suite w/ Conveniences Steps Away

Spacious & Vibrant upstairs apartment
Family-friendly home rentals with a pool

City center/luxury amenities condo in Yorkville

Modern Condo | Breathtaking Views | CN Tower

Beautiful Condo Across CN Tower and MTCC

Cozy CN Tower Condo w Rooftop Pool!

Chic 1BR Luxury Condo • Sleeps 4 • Free Parking

Stylish 1 BDRM/ GYM/WIFI/ Laundry

Luxury 1BR Executive Condo • Panoramic City Views

Stylish Retreat Near Waterfront + 1 Free 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
- Townhouse rentals Old Toronto
- House rentals Old Toronto
- Rentals with pools Old Toronto
- Rentals with lake access Old Toronto
- Guest house rentals Old Toronto
- Rentals with an accessible-height toilet Old Toronto
- Loft rentals Old Toronto
- Rentals with a washing machine and dryer Old Toronto
- Bed and breakfasts Old Toronto
- Rentals with a patio Old Toronto
- Rentals with a kayak Old Toronto
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- Hotel rooms Old Toronto
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- Rentals with a sauna Old Toronto
- Rentals with a fireplace Old Toronto
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- Pet-friendly rentals Old Toronto
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- Ski-in/ski-out rentals Old Toronto
- Rentals with an EV charger Old Toronto
- Rentals with beach access Old Toronto
- Luxury rentals Old Toronto
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- Serviced apartment rentals Old Toronto
- Apartment rentals Old Toronto
- Rentals with an accessible-height bed Old Toronto
- Rentals with a hot tub 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
- Tours Toronto
- Sightseeing Toronto
- Food and drink Toronto
- Art and culture Toronto
- Nature and outdoors Toronto
- Sports activities Toronto
- Things to do Ontario
- Tours Ontario
- Food and drink Ontario
- Sports activities Ontario
- Sightseeing Ontario
- Nature and outdoors Ontario
- Art and culture Ontario
- Things to do Canada
- Entertainment Canada
- Tours Canada
- Food and drink Canada
- Sports activities Canada
- Nature and outdoors Canada
- Sightseeing Canada
- Art and culture Canada




