
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.

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

Luxury Downtown Waterfront Condo + Free Parking
Luxury 1BR downtown condo, steps to Scotiabank Arena, Rogers Centre & Harbourfront. Ideal for business trips, couples & Toronto getaways. Located in Toronto’s Entertainment & Financial District, this modern waterfront condo puts you near top attractions, transit, restaurants, and nightlife. Enjoy 5-star building amenities, a spotless, well-designed space, and a comfortable hotel-style stay. Perfect for business travelers, couples, and tourists looking for a central downtown Toronto stay.

Modern Condo w/Balcony Very Close To CN Tower!
A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. Its located very close to all the major restaurants, bars and clubs. We provide High-speed WiFi, Cable TV/SHARP Roku Smart TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 1.1km - CN tower/Rogers Centre 750m - Union Station 1.3km - Air Canada Centre 1.6km - TIFF Bell Lightbox 350m

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.

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
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

Cozy space in one of Toronto's best neighbourhoods
My place is a clean and quiet spot in the heart of Toronto's entertainment district. Location, location, location! Access the CN Tower, Ripley's Aquarium, The Royal Ontario Museum, The Art Gallery of Ontario and many more within a short walk or commute. The neighbourhood contains many restaurants and bars showcasing Toronto's cuisine and culture. My place is in the King West neighbourhood of downtown Toronto and is very convenient to access.

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.

Spacious 1BD in downtown city core
Secure historical building, this condo has 12-14 foot ceilings and is fully equipped to meet the needs of both business and pleasure travellers. Located in the bustling financial district literally around the corner from City Hall and the Eaton Centre. Hot water IS INCLUDED (glitch on Airbnb). There is NO self check in option so please ensure you contact host regarding check in after normal hours.
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

Canadiana Downtown Condo w/King Bed + Free Parking

Luxury Condo with FreeParking. CN Tower Lake View

Beautiful Lake View Studio Condo + 1 free Parking

Artsy and Comfy Home with a View

Charming Condo w Parking, CN Tower View & Pool

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

Luxury Downtown Condo For 6 (CN Tower View)
Family- and pet-friendly home rentals

A spectacular and authentic loft!

Stunning Yorkville Townhome Backing onto Park

Toronto style condo
Garden Home @ Trinity Bellwoods Park

The Gallery

The Beaches pied-á-terre (Woodbine Beach)

One bedroom vacation rental at The Beaches

Trendy & Cozy 1BD Condo in the Heart of Toronto
Family-friendly home rentals with a pool

Stunning Skyline View Condo, Steps to CN Tower

Midtown Toronto Condo!

Central downtown condo next2 CNtower+free parking

Beautiful Condo Across CN Tower and MTCC

The Farmer's Cottage

The Fort York Flat

Bright, spacious luxury basement apartment

Large & Bright 2BR+Den in Midtown w/ 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 | £104 | £102 | £110 | £117 | £130 | £143 | £152 | £161 | £143 | £128 | £117 | £115 |
| 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
- Rentals with a fireplace Old Toronto
- Rentals with a cinema Old Toronto
- Rentals with an accessible-height toilet Old Toronto
- Loft rentals Old Toronto
- Boutique hotels Old Toronto
- Rentals with an accessible-height bed Old Toronto
- Pet-friendly rentals Old Toronto
- Rentals with lake access Old Toronto
- Waterfront rentals Old Toronto
- Beachfront rentals Old Toronto
- Townhouse rentals Old Toronto
- Rentals with a washing machine and dryer Old Toronto
- Rentals with breakfast Old Toronto
- Rentals with a firepit Old Toronto
- Private suite rentals Old Toronto
- Flat rentals Old Toronto
- Rentals with pools Old Toronto
- Rentals with an EV charger Old Toronto
- Bed and breakfasts Old Toronto
- Rentals with a patio Old Toronto
- Hotel rooms Old Toronto
- Rentals with a kayak Old Toronto
- Apartment rentals Old Toronto
- Smoking-friendly rentals Old Toronto
- Ski-in/ski-out rentals Old Toronto
- Guest house rentals Old Toronto
- Rentals with a sauna Old Toronto
- Serviced apartment rentals Old Toronto
- Rentals with a hot tub Old Toronto
- Aparthotel rentals Old Toronto
- Rentals with outdoor seating Old Toronto
- Rentals with beach access Old Toronto
- Fitness-friendly rentals Old Toronto
- House 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
- Metro Toronto Convention Centre
- BMO Field
- Distillery District
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Niagara Falls State Park
- Financial District
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- York University
- Casino Niagara
- Things to do Old Toronto
- Things to do Toronto
- Sightseeing Toronto
- Sports activities Toronto
- Food and drink Toronto
- Nature and outdoors Toronto
- Art and culture Toronto
- Things to do Ontario
- Sightseeing Ontario
- Nature and outdoors Ontario
- Food and drink Ontario
- Art and culture Ontario
- Entertainment Ontario
- Tours Ontario
- Sports activities Ontario
- Things to do Canada
- Food and drink Canada
- Tours Canada
- Art and culture Canada
- Sports activities Canada
- Entertainment Canada
- Nature and outdoors Canada
- Sightseeing Canada




