
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

“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

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.

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

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.

The Roncy Retreat
Our one-bedroom unit is perfectly situated in the heart of popular Roncesvalles Village. In fact, we believe we might live on the best street in the 'hood... The space is bright, clean, spacious and comfortable. Perfect for a solo traveler, couple, or even a small family. Each area is well-appointed and well-stocked; set-up to make you feel right at home in our home!
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 1+Den condo steps away from CN Tower & Lake

The Fort York Flat

Canadiana Downtown Condo w/King Bed + Free Parking

Stylish Downtown Toronto Condo Free Parking | FIFA

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

Charming Condo w Parking, CN Tower View & Pool

Stylish 1+1 Corner Suite |Steps to Lake&Downtown
Family- and pet-friendly home rentals

Stunning Yorkville Townhome Backing onto Park

Toronto style condo
Garden Home @ Trinity Bellwoods Park

The Beaches pied-á-terre (Woodbine Beach)

One bedroom vacation rental at The Beaches

Trendy & Cozy 1BD Condo in the Heart of Toronto

Downtown Toronto Heritage Home

4 BR, 3BA Modern Toronto Home | Espresso, Records
Family-friendly home rentals with a pool

Stunning Skyline View Condo, Steps to CN Tower

Lovely Downtown Suite with Private Balcony

The Penty: Luxurious Penthouse with Pool, Hot Tub

Artsy and Comfy Home with a View

2BR Across from CN Tower & MTCC

Luxurious heart of downtown condo next to CN Tower

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST

Modern Custom Built Walkout to Marble Pool Game RM
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 | £103 | £111 | £118 | £130 | £143 | £153 | £161 | £143 | £129 | £118 | £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 kayak Old Toronto
- Aparthotel rentals Old Toronto
- Rentals with a fireplace Old Toronto
- Rentals with a cinema Old Toronto
- House rentals Old Toronto
- Rentals with an accessible-height toilet Old Toronto
- Loft rentals Old Toronto
- Rentals with lake access Old Toronto
- Pet-friendly rentals Old Toronto
- Rentals with a washing machine and dryer Old Toronto
- Rentals with a firepit Old Toronto
- Private suite rentals Old Toronto
- Beachfront rentals Old Toronto
- Rentals with an EV charger Old Toronto
- Flat rentals Old Toronto
- Bed and breakfasts Old Toronto
- Rentals with an accessible-height bed Old Toronto
- Waterfront rentals Old Toronto
- Rentals with breakfast Old Toronto
- Boutique hotels Old Toronto
- Rentals with a sauna Old Toronto
- Rentals with pools Old Toronto
- Rentals with a patio Old Toronto
- Hotel rooms Old Toronto
- Serviced apartment rentals Old Toronto
- Rentals with beach access Old Toronto
- Fitness-friendly rentals Old Toronto
- Apartment rentals Old Toronto
- Townhouse rentals Old Toronto
- Guest house rentals Old Toronto
- Rentals with a hot tub Old Toronto
- Ski-in/ski-out rentals Old Toronto
- Smoking-friendly rentals Old Toronto
- Rentals with outdoor seating 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
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Massey Hall
- Financial District
- Casa Loma
- Downsview Park
- Horseshoe Falls
- Dufferin Grove Park
- Lakeridge Ski Resort
- Casino Niagara
- Things to do Old Toronto
- Things to do Toronto
- Nature and outdoors Toronto
- Sightseeing Toronto
- Art and culture Toronto
- Sports activities Toronto
- Food and drink Toronto
- Things to do Ontario
- Food and drink Ontario
- Sports activities Ontario
- Tours Ontario
- Entertainment Ontario
- Nature and outdoors Ontario
- Art and culture Ontario
- Sightseeing Ontario
- Things to do Canada
- Sightseeing Canada
- Art and culture Canada
- Entertainment Canada
- Food and drink Canada
- Sports activities Canada
- Tours Canada
- Nature and outdoors Canada




