
Kid-friendly holiday rentals in Midtown Toronto, Old Toronto
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Top-rated family-friendly rentals in Midtown Toronto, Old Toronto
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Popular amenities for Midtown Toronto, Old Toronto family-friendly rentals
Kid-friendly house rentals

C) Boutique Style BD/ Walk to Subway/Free Parking
Lucia was very welcoming during our stay and had lots of recommendations for local things to do. She checked on us regularly and made us feel at home during the entire stay.

Designer 6 Bedroom Sanctuary in Davisville
This is a wonderful apartment - the team behind it has been very nice and helpful. I highly recommend if you are staying in Toronto.

Modern Rustic Laneway Entire Home w/Patio
Great location accessible and equal distance to downtown and outlying neighborhood / suburban areas. Wonderful cozy home with nice back porch and grill, good sized master bedroom, useful second bedroom, amazing chef’s kitchen, and spa like bathroom. Parking municipal lot is offsite about a three minute walk away, but you pay hourly or overnight $3 rate (very reasonable, and can pay remotely with app). Some street parking too, but with time of day restrictions, etc. Overall amazing stay, high quality host, and great space layout / size.

Uptown Separate Bright Suite ( Free Parking )
We had a wonderful time. Would definitely stay again next time we’re in Toronto. Their place is close to many restaurants and grocery stores.

Luxe Forest Hill Retreat
Location, location, location. The house was as pictured. The neighborhood was beautiful. We chose this house because of the location. The bonus was the house was beautiful and just perfect for us. There are no hotels in the immediate area. The kitchen was fully functional. Neda/Michael answered our questions quickly via text. We wanted to be located near our daughter. We usually stay with her and her family. But this was a celebration and we did not want to get in the way. You will love staying here! Bonnie from Naples, Florida

The Comfy House
Everything was exactly as shown and very clean! Location is great, near public transportation that accesses the majority of the city. No issues whatsoever!

Luxurious suite in midtownToronto!
Janice absolutely does not mess around when it comes to hosting! This was a perfect location, close to lots of restaurants and places to shop and things to see! The neighbourhood itself is absolutely stunning. From the basket of snacks/baked goods AND cold drinks already in the fridge provided by Janice to shower/bathroom essentials and little touches of home, this was a perfect experience! This is definitely a must stay place and will be our go to spot next time we are back! Highly highly recommend!!!

FREE parking- cozy, inexpensive room in bsmt
This is a value for the money. The host was friendly and nice. I was able to sleep well
Family-friendly apartment rentals

Stay like a Real Torontonian on trendy St Clair W!
Curtis' place feels like home. It was a nice place, clean, and everything was as described in the listing for the apartment. I appreciated the fact that restaurants and shops are all conveniently located nearby. The location is terrific, and from there, you can easily access other parts of Toronto. Check-in and check-out were easy and flexible.

Cozy and bright apartment, private entrance, clean
Maya and Dado's place was wonderful - clean and cozy with great privacy :) I highly recommend their lovely place; however if you are 5'10" or above watch out for your head as the ceilings are a bit low!

Beautiful 1BR Condo Coveted Yorkville!
The location really makes this apartment, it's fabulous and there are tons of things around. Great views and feels very safe. The decor feels like an airbnb and with a few things could tip the scale from great to amazing. It would've been nice to have coffee on site, and better lighting, all the lighting is overhead and a lamp or two would've made a big difference!

Cute Private Apartment near University of Toronto
Cute, clean, private apartment that was in walking distance to many restaurants as well as the subway. Rhuland was very friendly and allowed us to check in early and use the parking, which was a bonus.

Contemporary Apt in Central Toronto
Modern and comfortable 2nd story apartment on a commercial strip about 20 min or so from downtown Toronto by car. Served my purposes perfectly.

Bright & Modern Studio in Toronto's Coolest Area
Just what we needed for our quick trip to the Toronto area. Transit was readily available via bus. The space was comfy, cozy, and clean! Trains pass by fairly closely but we didn't find that it was too loud. There are also grocery stores and food options nearby, within walking distance in case you forgot something for your trip or need to grab a bite. Overall, great stay and very happy with choosing this listing!

Cozy 1-bdm suite filled with amenities & parking
Julio’s place was really lovely. The place was clean, cozy, and best of all, in a great location. There’s good transit connections to downtown and other parts of Toronto, and there’s also plenty to do within a walkable distance. If I could stay here again, I would! So I’d recommend staying here, if you’re looking for a place to stay in Toronto ☺️

Spacious Midtown Suite, Clean, Bright, Near Subway
The suite is a very good size and is very comfortable. The neighbourhood is gentile and well away from the noise of downtown Toronto, but is close to the metro, supermarkets and local restaurants.
Family-friendly apartment rentals

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins
Yifeng was very responsive with his messages and always helpful, checking in with messages to me to make sure I was ok and didn’t need anything. Very friendly and courteous.

Scenic View! Luxury entire condo/Toronto Downtown
Sooji & Jung were excellent hosts. The apartment albeit a little small was suitable for us as we were out most of the days. It’s centrally located in a very safe area. The only drawback we encountered was the lack of drawers to put clothes etc in. For longer stays drawers would be ideal. Any questions were answered promptly & accurately. Shops cafes & restaurants are on your doorstep. The aspect from the higher floor was excellent. I would recommend if a stay in a central location is wanted. Maybe a little more expensive than it should be but it’s a great place to stay.

Stylish Yorkville Studio: Near U of T & ROM
Julie's apartment is very well situated. It's a walkable neighbourhood with easy subway access. It looks just like the photos and was a great home away home for my one month residency in Toronto.

Admire City Views from Bed at this Chic Apartment
Amazing hosts. So responsive. Location is amazing we walked to everything. Quiet for a location in the centre of everything. The apt is as fully equipped. It does have a kitchenette rather than a full kitchen but is close to restaurants and stores so you can easily pick up anything you need.

*Gorgeous & professional condo in Yorkville*
Andrew was a great host and his apartment was very comfortable for my stay there with my daughter. The neighborhood is nice and central with lots of great restaurants and a supermarket nearby. It is just a short walk to the University of Toronto . It was easy to take the train or Uber from there . I would definitely book with Andrew again. Thank you Andrew and your team. Sincerely, Michele

Yorkville Luxurious High-End Condominium
Great home base when exploring Toronto. This was our first visit to Toronto and Alma’s place was convenient to all neighborhoods we visited- by walk or by car. Clean sleek apartment. Yorkville is great neighborhood with restaurants- great pizza place right around corner called Pala 148 - highly recommended. In short, great place and great location.

Large & Bright 2BR+Den in Midtown w/ Free Parking
Apart from the unhelpful concierge and difficult on foot instructions to access the lock key, our stay was absolutely perfect. The apartment suited our needs and there was plenty of space to work and relax. The bedroom with the ensuite didn't have any closet space so one of us had to use the closet in the hallway. Not a massive deal for 6 nights stay, but it might be a little frustrating if you have a longer stay. There was plenty of amenities and the kitchen was stocked well with cutlery, pots and pans. The apartment had a nice ambience, clean and welcoming and was also quiet. The gym was a fab bonus which we made use of most of the days. The subway was within 6-7 minutes walk, which made our trips into downtown Toronto a breeze. I would definitely recommend staying here, and would love to do so if we come back to Toronto.

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)
Clean and tidy place. Great location in terms of transportation. Many choices of restaurants in the neighbourhood. Safe and peaceful.
Quick stats about holiday rentals that are kid-friendly in Midtown Toronto, Old Toronto
Total rentals
200 properties
Total number of reviews
7.7K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
150 properties have a dedicated workspace
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Niagara Falls State Park
- Casa Loma
- Legends on the Niagara Golf Course
- Royal Woodbine Golf Club
- Jackson-Triggs Niagara Estate
- Dufferin Grove Park