Family-friendly holiday rentals in Midtown Toronto, Old Toronto

Sam was very accommodating, kind and friendly. We (myself, boyfriend and his father) had attended a wedding for my boyfriends sister and Sam waited for us until 10:47 PM for check in and greeted us. Dexter was the sweetest and even followed us to the door for check out. Sam's home was spacious, clean, and an adorable setup. Having Netflix and the fireplace made it feel homey and cosy. I would highly recommend Sam for any future stays. Thank you for having us and the last minute accommodations. You definitely helped my boyfriends dad with his first impression of airbnb as our experience the day before with another booking, wasn't the greatest

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

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

Was a great stay. Easy check-in. Katherine was super responsive!

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!

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

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 !

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.

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.

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

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!

⭐️⭐️⭐️⭐️⭐️ We had an amazing stay at Julie's place! Julie was instantly responsive and friendly, making us feel right at home. The house is ideally located and super pet-friendly, accommodating our rugged family perfectly. We loved the large dining area, which was fantastic for family meals, and the modern kitchen with a fun Euro stove was a highlight. She had everything we needed, and whenever I reached out, Julie was right there within seconds. I’d give her 10 stars if I could! Highly recommend!

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.

My friends and I absolutely loved our stay here. The house is SO unique and so fun. We all had our own space and the common areas were big and comfortable. Robert was flexible and responsive. Would absolutely love to stay here again and cannot recommend it enough!

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. 🙏

Don & Lucy were great hosts and were super responsive and friendly. We needed a place to stay in our neighbourhood for a week on the fly with our two teenage sons and our dog - their suite fit the bill. Kitchen was loaded which I appreciated making it easy to eat in or walk and grab some local takeout. There was enough room to chill and hang out as well. Loved having an inexpensive lot literally across the street to park in overnight. Would highly recommend!

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!

Absolute awesome stay at Arjun’s. The place is cozy, comfy and packed with all you need for a perfect get away. Arjun is a very reactive and accommodating host. He was there during the checkin process, a first time for us. Usually you deal with a code or a key-box… Thank you Arjun, we will definitely book your condo again

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!

Good location good room good host. He accepted our request a lot. Thank you so much!

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!

Nice location, clean building, kind host! All good :-)

The space was exactly as advertised, and in a quiet neighbourhood. It was a short walk to either the lakefront or downtown, hard to beat. Kathleen, the host was exceptionally responsive, simple, swear instructions. Her place was clean, neat as a pin and set up with anything you would need to have a simple coffee or a full meal. I would definitely return!

Perfect stay 🤩 Good location, everything clean and the super communicative host is always ready to help. I recommend it