
Family-friendly holiday rentals in Midtown Toronto, Old Toronto
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Midtown Toronto, Old Toronto
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Midtown Toronto, Old Toronto family-friendly rentals
Family-friendly home rentals with a hot tub

Great Davenport Hillcrest House
Our trip was made better by staying her. The house is beautiful and comfortable and Ottilie wad a courteous and wonderful host. well worth the cost

New condo w/ gorgeous lake views
Really amazing view and building in a great location with easy access to GO trains and TTC. Building facilities are great! Check out is 10am

Beautiful Condo + CN Tower View + Free Parking
Great clean place, exactly as advertised, well situated. Katherine was kind enough to accomodate us with a very early check-in while we were stuck and stranded in the snowstorm.

Downtown Markham Unionville
We had a great stay at Thomas' place. He met us at check in, showed us the building, parking and any details we needed to know. He was very responsive, provided early check in, and coordinated parking spots for both our vehicles. The place was very clean and quiet. We would definitely stay again!

1 Bedroom Suite - Downtown Core (near MTCC/Rogers)
Calvin was very responsive whenever I had questions and even let me know that we were able to check-in earlier than expected. The room was spotless and had every amenity we needed for cooking and entertainment. Within walking distance of many holiday events and countless food and bar options available; I can’t speak enough for how great the location is. Would definitely come again

Luxury heart of downtown by CN Tower/ MTCC/Union
Lovely place , felt right at home . Crystal was very helpful and responsive, given it was a very last minute booking. The street was very quiet and so was the building itself . Very cozy getaway in the heart of downtown Toronto for an incredibly good price . Thank you so much for making our short stay nothing short of AMAZING !

Casa Di Mama | Beautiful 2BR Downtown-Free Parking
The place was excellent and suited our needs quite well. We were there for a show at the Rogers Centre, which was close to us, around a 10-minute walk.

2 Bedroom Condo Near Square One with Massage Chair
Bose and Victor were excellent hosts and the apartment was pet-friendly, cozy, comfortable and well-furnished. We will definitely stay at their place again :)
Family- and pet-friendly home rentals

High Park Luxury: Sauna •King Bed •Family Friendly
We loved our stay at Esther’s! The house is quite spacious and perfect for a family with younger children (our son is 4). It is clean, well-appointed and extremely well-equipped for cooking, one of the best I’ve ever seen at any airbnb. When we had an issue with the door Esther was extremely responsive and had it dealt with very quickly. The parking spot behind the house is a little tight, but overall it’s a small price to pay for being in a fantastic place that is extremely convenient to public transit.

Gorgeous Renovated Victorian Roncesvalles Village
We had a fantastic stay here at Rosalinda’s place. It’s an amazing house, so beautifully decorated, spotlessly clean and had everything we needed and more. The beds were super comfortable! It was a great location for us and our kids with easy access to Roncesvalles, the Queen streetcar and a lovely big playground on Sorauren! We would definitely recommend this place to anyone looking to visit Toronto

Beautiful suite in Downtown Toronto
My 7 year old daughter and I flew in to Toronto for Taylor Swift's ERAS concert. I can not say enough about the location. The Rogers Center is right across the street- we could watch the line up at our gate and then head over when there was no line. Amazing view of Rogers Center and CN tour. We walked everywhere the entire time- CN Tower, Ripley Aquarium, Convention Center for the Tayl-gate party and could easily rest at the condo in between activities. The condo was super clean. The bed was SO COMFY! Fully stocked kitchen. My mom came to visit us for a night from Windsor and Oron was extremely responsive to my request for parking. He got us set up right away. I would 100% stay here again for an event!

Modern Eclectic Condo in King West Area
The location and apartment worked perfectly for our trip to Toronto. The place was clean and well maintained and everything was as described. There are lots of great restaurants and bars within walking distance but the apartment location was just far enough away to be very quiet and peaceful.

Spacious, Bright 3 BEDS, 3 BATHS ♥ of Woodbridge
We loved staying at Ann-Marie’s place. It is HUGE! And there are many beds and bathrooms. A great place to gather. We didn’t use the backyard but it looked like fun to sit around the fire pit. Would highly recommend Ann-Marie and her place.

Modern Beautiful Home w/ Private Patio and Balcony
Vivek was an amazing host, very responsive and helped me a lot. Space is huge, well maintained and located at a prime location. Highly recommended to anyone looking for a place to stay with an amazing host. Thank you Vivek I’ll be back for sure. 🙏

Midtown Luxury Yonge/Lawrence Close to Downtown
Perfect home-base during a holiday visit with family nearby.

Lrg apt DWTN, Yonge by TTC, garage in the building
If you're looking to explore the downtown core, this place is amazing. Right beside the TTC, parking included, even allowed our doggo to stay! Lots of thoughtful touches in the space, lots of supplies and amenities, and the place was spacious, comfortable, and even better than described! Barry was a super friendly and communicative host and gave us everything we needed to have a fantastic stay. We will definitely stay here again and this is at the top of our list next time we're in Toronto!
Family-friendly home rentals with a pool

Unbelievable Views of the 6, the heart of Downtown
Amazing views and great location! The place was beautifully decorated, comfortable, and very clean. We had everything we needed for our stay. The kitchen was fully equipped. We loved the balcony. Access to the gym and pool was great!

Bright Condo in the Entertainment District.
The most appreciated in this apartment was tranquility, even if it is in a big city you could not hear anything around either neighbors or outside, very peaceful, the apartment was very clean, everything we needed was there, the value for money is perfect. In addition, Fabio was responsive to our questions and very pleasant. I would highly recommend this listing.

2 BDRM + 2 BATH + Free Parking - MTCC, CN, Jays!
We found Krishna’s place after having a horrendous experience at another air bnb and having to cancel it, and we had such a great experience here. It was clean, cozy, easy to check in, and within walking distance of so many great things. Krishna was very responsive and helpful whenever we needed anything. Would definitely stay here again!

Modern Condo in the heart Downtown Toronto!
Good location good room good host. He accepted our request a lot. Thank you so much!

Chic, High-Rise Apartment with CN Tower Views
We had an excellent stay at Virginia’s place! Four of us came to Toronto for a concert at the Rodger’s Centre which was just across the street. The unit was quite a bit bigger than I expected! There was plenty of room for all four of us, we never felt crowded. We were able to walk to a huge variety of restaurants and activities. Virginia was beyond kind and welcoming. Super quick to respond and easy to communicate with! I would highly recommend staying with Virginia to anyone coming to Toronto!

King West Victorian Studio Gem
Everything was perfect from the get go!!Kathleen is super responsive and professional, going above and beyond! I felt right at home as soon as I stepped into the Airbnb! It was cozy and it had everything I needed and more! I can’t wait to return!

Airbnb Friendly- Sleeps 6 With FreeParking!
Great location and apartment! Super convenient. We stayed long term, and had a few maintenance requests over the few months we were here, and the Property Manager was extremely responsive and on top of everything.

BEST VIEW in the City! Luxury condo
Really beautiful views of Lake Ontario and Downtown Toronto which was a great relaxing way to end the day---just stare at these things, with a bit of food and drink---so civilized.
Quick stats about holiday rentals that are family-friendly in Midtown Toronto, Old Toronto
Total rentals
850 properties
Total number of reviews
17K reviews
Pet-friendly rentals
210 properties allow pets
Rentals with a pool
80 properties have a pool
Rentals with dedicated workspaces
500 properties have a dedicated workspace
Wifi availability
840 properties include access to wifi
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