Family-friendly holiday rentals in Downtown Toronto, Old Toronto

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Downtown Toronto, Old Toronto

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Guest favourite
Home in Toronto
Annex Garden Coach House
The house is well stocked and can comfortably convert the 2 extra long single beds into 1 king. It holds brand new appliances, utensils, television, mattresses, furniture, linens, towels, board games and books. The kitchen is outfitted with all that you'll need to make a great meal and an outdoor bbq is available too. Off the master bedroom is a charming perch of a balcony with an alcove for setting up your laptop. We offer cable 4K TV, Netflix, laundry, iron and steamer. This home will appeal to those seeking a quiet, quality, cosy space in a central location. We hope you enjoy your home away from home! As a guest, you have full access to everything in the home like cable TV, wifi, kitchen appliances, laundry, and outdoor BBQ. We also have a list of additional items we can provide if you could use them, like a printer, PS4, Kitchen-Aid mixer, blender. We are pleased to meet with you upon arrival, but it is not necessary. Our own home is next door, so we are close at hand should you need us while being respectful of your privacy. Hidden from street view, the house is in a family-friendly central neighbourhood bordering U of T. The leafy tree-lined streets with brick Victorian houses lead to a wide selection of affordable cafes and bars along Bloor, Bathurst and Dupont. With a Walkscore of 98 out of 100 and a Riderscore of 100, the Annex is a walker's and cyclist's paradise where daily errands do not require a car. Conveniently located seven minutes from three different subway stations that take you directly to almost everything - Bathurst, Spadina and Dupont Stations - so a car is not necessary to get around, but parking is available for one car. We live on the other side of this semi-detached home, so you'll likely encounter us during your stay, playing basketball in our drive or having a morning coffee on our front porch. As an alternative, the two twin beds in the second bedroom are extra long for the option to form a king bed when put together with a king mattress pad. If you would prefer it set up that way, just let us know before your arrival.
26 May – 2 JunIndividual Host,
£168 per night
5.0 out of 5 average rating, 186 reviews
Guest favourite
Apartment in Toronto
Luxury Toronto 1BR- Best location in the city
Beautiful and spotless 1 bedroom condo located in the prestigious Maple Leaf Square. Located next to Scotiabank Arena, and steps to Union Station, Rogers Centre, Ripleys Aquarium, CN Tower, Metro Toronto Convention Centre, and more. Floor to ceiling windows. Hi-Speed Internet/ Wi-Fi, 42" Flat Screen Cable TV, fully-stocked kitchen and washer/dryer in the unit. Spectacular view from your private balcony. A grocery store, liquor store, bank and restaurants are also located within the building.
2–9 JanIndividual Host,
£180 per night
4.99 out of 5 average rating, 106 reviews
Superhost
Apartment in Toronto
CENTRAL DOWNTOWN LUXURY APT STEPS TO CN TOWER/LAKE
This beautiful modern 1 bed & q bath suite is located in the heart of downtown Toronto's Entertainment & Financial District - in the prestigious 300 Front Street building in the core of the city. Enjoy a nice dinner on the balcony with a lake and CN Tower view! The building has a fully equiped Fitness center, Outdoor Pool with a 360 degree of the whole city, Steamroom, Whirlpool and BBQ (Amenities currently closed due to the pandemic) If you’re looking for a long term stay, reach out to me!
28 Jun – 5 JulIndividual Host,
£393 per night
4.89 out of 5 average rating, 271 reviews

Popular amenities for Downtown Toronto, Old Toronto family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Apartment in Toronto
College Park :2Bd+2bth + Free parking
23–30 SeptIndividual Host,
£317 per night
4.93 out of 5 average rating, 189 reviews
Guest favourite
Apartment in Toronto
1 Bedroom Suite - Downtown Core
11–18 JulIndividual Host,
£283 per night
4.89 out of 5 average rating, 791 reviews
Guest favourite
Flat in Toronto
Honey House in the Beach
25 Oct – 1 NovIndividual Host,
£78 per night
4.91 out of 5 average rating, 250 reviews
Guest favourite
Apartment in Downtown Toronto
Beautiful Condo + CN Tower View + Free Parking
16–23 JulIndividual Host,
£528 per night
4.98 out of 5 average rating, 286 reviews
Superhost
Apartment in Toronto
Luxury heart of downtown by CN Tower/ MTCC/Union
19–26 OctIndividual Host,
£288 per night
4.87 out of 5 average rating, 290 reviews
Superhost
Apartment in Toronto
Spacious Downtown (midtown) 2bed 2 bath free parki
13–20 MayIndividual Host,
£202 per night
4.78 out of 5 average rating, 297 reviews
Superhost
Apartment in Toronto
Modern 1 Bdrm Suite Downtown (Financial District)
21–28 AprIndividual Host,
£401 per night
4.84 out of 5 average rating, 121 reviews
Guest favourite
Apartment in Downtown Toronto
Explore the City Centre from Condo with Views
15–22 MarIndividual Host,
£251 per night
4.92 out of 5 average rating, 78 reviews
Guest favourite
Apartment in Toronto
Premium Executive Unit - Entertainment District
28 Jul – 4 AugIndividual Host,
£247 per night
4.98 out of 5 average rating, 51 reviews
Superhost
Apartment in Downtown Toronto
Casa Di Mama | Beautiful 2BR Downtown-Free Parking
5–12 MayIndividual Host,
£251 per night
4.86 out of 5 average rating, 72 reviews
Guest favourite
Flat in Humber Bay
New condo w/ gorgeous lake views
20–27 AprIndividual Host,
£163 per night
4.9 out of 5 average rating, 51 reviews
Guest favourite
Home in Toronto
Great Davenport Hillcrest House
9–16 JulIndividual Host,
£275 per night
4.94 out of 5 average rating, 35 reviews

Family- and pet-friendly home rentals

Guest favourite
Home in Roncesvalles Village
Cozy one bedroom apartment in Roncesvales village
25–30 MayIndividual Host,
£97 per night
4.94 out of 5 average rating, 104 reviews
Guest favourite
Home in Toronto
Classic 1 Bedroom Suite
15–22 SeptIndividual Host,
£173 per night
4.92 out of 5 average rating, 173 reviews
Guest favourite
Apartment in Toronto
Beautiful suite in Downtown Toronto
6–11 JunIndividual Host,
£228 per night
4.93 out of 5 average rating, 139 reviews
Guest favourite
Apartment in Toronto
Vibrant downtown place
11–18 MayIndividual Host,
£185 per night
4.93 out of 5 average rating, 215 reviews
Superhost
Apartment in Downtown Toronto
Boutique Loft Condo Downtown Toronto
10–17 AprIndividual Host,
£230 per night
4.86 out of 5 average rating, 167 reviews
Guest favourite
Apartment in Downtown Toronto
Modern Eclectic Condo in King West Area
7–14 JunIndividual Host,
£253 per night
4.82 out of 5 average rating, 155 reviews
Guest favourite
Townhouse in Toronto
Family Friendly 4BR house /w deck, close to Eatons
25 Jan – 1 FebIndividual Host,
£569 per night
4.99 out of 5 average rating, 135 reviews
Superhost
Flat in Milton
Studio Apt in Milton Dorset Park
20–27 AprIndividual Host,
£74 per night
4.7 out of 5 average rating, 141 reviews
Guest favourite
Tiny home in Schomberg
RAVEN CABIN(rustic, 'off-the-grid')
11–18 JanIndividual Host,
£126 per night
4.99 out of 5 average rating, 283 reviews
Guest favourite
Home in Richmond Hill
Luxury 5 beds, 6 Baths custom home
25 Nov – 2 DecIndividual Host,
£531 per night
4.88 out of 5 average rating, 124 reviews
Guest favourite
Guest suite in King City
Spacious guest apartment on beautiful greenspace
23–30 JulIndividual Host,
£124 per night
4.98 out of 5 average rating, 177 reviews
Guest favourite
Home in Roncesvalles Village
Cottage in the City
7–14 MayIndividual Host,
£112 per night
4.9 out of 5 average rating, 21 reviews

Family-friendly home rentals with a pool

Superhost
Townhouse in Toronto
King West Triplex Main FLR PVT APT 1 BDRM Parking
22–29 MarIndividual Host,
£118 per night
4.74 out of 5 average rating, 150 reviews
Guest favourite
Apartment in Downtown Toronto
Chic, High-Rise Apartment with CN Tower Views
2–9 JulIndividual Host,
£293 per night
4.97 out of 5 average rating, 214 reviews
Superhost
Flat in Toronto
Stylish 1BR Executive Suite with Parking!
28 Mar – 4 AprIndividual Host,
£214 per night
4.9 out of 5 average rating, 109 reviews
Guest favourite
Guest suite in Mississauga
Full apt on Upper floor near HWY - S Mississauga
6–13 OctIndividual Host,
£114 per night
4.92 out of 5 average rating, 130 reviews
Superhost
Apartment in Toronto
Airbnb Friendly- Sleeps 6 With FreeParking!
10–17 JunIndividual Host,
£408 per night
4.73 out of 5 average rating, 308 reviews
Superhost
Apartment in Toronto
Large Downtown Condo - 3 BR + 2BA + Free Parking!
13–20 SeptIndividual Host,
£557 per night
4.73 out of 5 average rating, 317 reviews
Guest favourite
Guest suite in Scarborough
Comfortable Suite in the Prestigious Bluffs Area
26 Jul – 2 AugIndividual Host,
£148 per night
4.86 out of 5 average rating, 83 reviews
Guest favourite
Home in Toronto
Relaxing city retreat with year round swim spa
24–31 MayIndividual Host,
£294 per night
4.89 out of 5 average rating, 18 reviews
Guest favourite
Bungalow in Milton
Milton Home- a Family Oasis
26 Oct – 2 NovIndividual Host,
£214 per night
4.89 out of 5 average rating, 27 reviews
Apartment in Markham
LUXURY CLEAN PENTHOUSE AT YONGE AND STEELES
24–31 MayIndividual Host,
£122 per night
4.83 out of 5 average rating, 169 reviews
Apartment in Toronto
CORE downtown 1 BDRM w/ Den LAKE VIEW & PARKING
19–26 AugIndividual Host,
£178 per night
4.58 out of 5 average rating, 108 reviews
Apartment in Fort York
Modern 1 Bedroom Downtown Condo w free parking
13–20 JulIndividual Host,
£236 per night
4.74 out of 5 average rating, 172 reviews

Quick stats about holiday rentals that are family-friendly in Downtown Toronto, Old Toronto

Total rentals

2.6K properties

Wifi availability

2.5K properties include access to wifi

Rentals with dedicated workspaces

1.5K properties have a dedicated workspace

Rentals with a pool

670 properties have a pool

Pet-friendly rentals

630 properties allow pets

Total number of reviews

67K reviews

Destinations to explore

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  2. Canada
  3. Ontario
  4. Toronto
  5. Downtown Toronto
  6. Family-friendly rentals