
Family-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
Family-friendly home rentals with a hot tub

Great Davenport Hillcrest House
Ottilie was an excellent host, and welcomed my group with a beautiful fresh fruit Platter. Such a lovely touch. Ottilie was responsive and helpful and we found her place to be just right for our six day stay.

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

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!

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

1 Bedroom Suite - Downtown Core (near MTCC/Rogers)
The location of the condo is right across from CN Tower as well as Blue Jays stadium. The condo is very clean and up to date. We love the location. Cal was very responsive and a gracious host. He gave some excellent recommendations. Besides the feel at home condo, we loved that fun restaurants and bars were walkable. We will be back!

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.
Family- and pet-friendly home rentals

High Park Lux: Sauna •King Bed •Family Friendly
Couldn’t have asked for a better host or place to stay. Esther and Sebastian were thoughtful and kind. Their home is stunning and has everything you could possibly need! The kitchen is so well appointed. We would definitely stay again and highly recommend this spot if you’re visiting Toronto!!

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!

Charming 3 Bedroom & 1.5 bath (Yonge&Eglinton)
⭐️⭐️⭐️⭐️⭐️ 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!

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.

Beautiful Victorian Home
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!

Modern Beautiful Home w/ Private Patio and Balcony
I can't say enough great things about this stay - it was exceptional from start to finish. We had to stay here while our house was being repaired and it was a home away from home. The space was clean, beautifully decorated and thoughtfully stocked. The location was quiet and peaceful. Close to the park for the kids. Vivek was incredibly responsive, kind, and helpful. Communication was seamless and he went above and beyond to ensure our stay was perfect. I wouldn't hesitate to stay here again and highly recommend it to anyone. Thanks for a wonderful experience!

Midtown Luxury Yonge/Lawrence Close to Downtown
My hosts Lucy and Don were completely accommodating, communicative, and responsive. Coming and going was a breeze. A completely outfitted kitchen with all that you'd need. The space offers total privacy. A quiet, but lively-enough neighborhood, steps away from Yonge St. It checked off all the boxes and I'm very satisfied with the experience and my stay.
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!

College Park :2Bd+2bth + Free parking
Arjun's place does exactly what it says on the tin. Located in a very convenient downtown location you are walking distance to Yonge and Bloor, Queens Park, or the Eaton's Centre. There are excellent grocers and coffee shops nearby. Public transportation is plentiful. We thought about renting a car and realised we didn't need one. The flat itself is older but has all the conveniences one would expect. Overall a pleasant stay.

Luxury condo in Joshua Creek
Fawad was an excellent host with very quick responses and even accommodated a last minute scheduling change. His place is clean with everything you will need for a short or long term stay. Will definitely stay again.

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!

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 Triplex Main FLR PVT APT 1 BDRM Parking
Amazing location. 10min walk to King st and Queen st. 30min walk to CN tower. Felt really safe. Bed was nice. Included parking was amazing. Navid was super responsive and nice.

Heart of Downtown - Best Toronto Attractions Condo
Nice location, clean building, kind host! All good :-)

King West Victorian Studio Gem
One of the best Airbnb stays! I love the character of the space, the location is fantastic, and the availability of amenities all around. The best part was the softness of the bed sheets! I value a good night sleep, and the bed was so comfortable. Wi-Fi was extremely fast and made working from home a breeze. The kitchen is well stocked with everything needed to make yourself at home. Thank you Kathleen. I'll definitely book again in the future.
Quick stats about holiday rentals that are family-friendly in Midtown Toronto, Old Toronto
Total rentals
840 properties
Total number of reviews
17K reviews
Pet-friendly rentals
210 properties allow pets
Rentals with a pool
70 properties have a pool
Rentals with dedicated workspaces
500 properties have a dedicated workspace
Wifi availability
830 properties include access to wifi
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- Budweiser Stage
- Port Credit
- University of Toronto
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Exhibition Place
- CF Toronto Eaton Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Clifton Hill
- Royal Woodbine Golf Club
- Massey Hall
- Jackson-Triggs Niagara Estate
- Harbourfront Centre
- Yonge-Dundas Square
- Trinity Bellwoods Park
- Royal Ontario Museum
- Niagara Falls State Park
- Royal Alexandra Theatre
- Casino Niagara
- BMO Field