
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.

🔥Modern High Floor Deluxe King Suite /w City Views
The perfect getaway in the heart of downtown Toronto! - Rare High floor. Deluxe king bed and a queen sofabed, full bathroom, full kitchen, cozy suite with floor-to-ceiling windows with a gorgeous city skyline view. - 10/10 walk score to Eaton Center, Dundas Square, Ed Mirvish Theatre, Allan Gardens, Nathan Philips Square - On Yonge TTC Subway Line: Queen station, Dundas station - A walk to Union Station, CN Tower, Lakeshore, Queen Street, King Street - Public transit access from the condo lobby

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.

Chic High Rise Urban Retreat with CN Tower View
Imagine waking up to the breathtaking sight of the CN Tower piercing the skyline, its reflection dancing on Lake Ontario. After a day exploring Toronto's vibrant streets and visiting landmarks like the Rogers Centre, the Scotiabank Centre & the magical Ripley's Aquarium, unwind in the living area with panoramic views, or stroll to nearby restaurants and nightlife. Equipped with basic cooking and dining utensils, towels, linens, and bath essentials. Catch your favourite show on the smart TV.

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

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

Central Family Friendly 3BR | Steps to Subway
Make yourself at home in this beautifully renovated, family friendly house. Centrally located and just steps from Coxwell Station, Downtown Toronto is a short subway ride away. Vibrant walkable area, minutes to great restaurants, pubs, shops, parks, local farmers markets, and Michael Garron Hospital. This home is full of charm and natural light, featuring a spacious kitchen, cozy gas fireplace and a sunroom that opens onto a patio. Unwind in the spa bathroom with a soothing soaker tub.

“Amazing 2 Bedrooms Condo” in Downtown Toronto”
Enjoy your luxury condo in heart of Entertainment District. Best location in the downtown! Very close to all major attractions but silence and comfortable to enjoy city life. Breathtaking view, step away from CN Tower, Aquarium, Metro Convention Centre, Rogers Centre, TiFF, Union Station, Scotiabank Arena, Lake Ontario and others Outdoor pool in 15th floor with CN Tower view (seasonally open), gym area with new equipments, hot tub, steam room and other amenities ready for your leisure

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.

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.

Beautiful Suite in Historic Cabbagetown
Beautifully renovated 1 bed 1 bath lower level in historic Cabbagetown. Tastefully designed and updated throughout. Cabbagetown is a largest protected Victorian Heritage area in North America with houses dating back to the 1800s. One of Toronto's founding neighbourhoods, it's ideal to visit being very close to the downtown core while maintaining an authentic neighbourhood feel. Walking distance to shops and restaurants, and nature with Riverdale Farm and the Don Valley.

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

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

The Farmer's Cottage

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

The Fort York Flat

Canadiana Downtown Condo w/King Bed + Free Parking

Stylish Downtown Toronto Condo with Free Parking

Beautiful Lake View Studio Condo + 1 free Parking
Family- and pet-friendly home rentals

Cozy Leslieville 2-Bedroom Home

Chic Garden Suite. Walk to City's Best Areas.

Toronto style condo
Garden Home @ Trinity Bellwoods Park

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

Midtown Luxury Yonge/Lawrence Close to Downtown

Lakeside in the city

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

Cozy Condo Next to CN Tower

The Penty: Luxurious Penthouse with Pool, Hot Tub

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

Lux Waterfront Condo Pool Hot Tub Free Parking

Hidden gem in Humber bay shores Toronto w/ parking

Bright, spacious luxury basement apartment

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

2BR Across from CN Tower & MTCC
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 SGD | $174 SGD | $188 SGD | $200 SGD | $221 SGD | $243 SGD | $260 SGD | $274 SGD | $243 SGD | $219 SGD | $200 SGD | $196 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 5,610 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
- Bed and breakfasts 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
- Port Credit
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Niagara Falls State Park
- Financial District
- Casa Loma
- Lakeridge Ski Resort
- Dufferin Grove Park
- Downsview Park
- Toronto City Hall
- Things to do Old Toronto
- Things to do Toronto
- Food and drink Toronto
- Sports activities Toronto
- Nature and outdoors Toronto
- Sightseeing Toronto
- Art and culture Toronto
- Things to do Ontario
- Food and drink Ontario
- Art and culture Ontario
- Nature and outdoors Ontario
- Sports activities Ontario
- Sightseeing Ontario
- Entertainment Ontario
- Tours Ontario
- Things to do Canada
- Food and drink Canada
- Entertainment Canada
- Sports activities Canada
- Tours Canada
- Art and culture Canada
- Sightseeing Canada
- Nature and outdoors Canada




