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Family-friendly holiday rentals in Midtown Toronto, Old Toronto

Find and book unique family-friendly homes on Airbnb

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

Family-friendly home rentals with a hot tub

Guest favourite
Home in Midtown
4.96 out of 5 average rating, 46 reviews

Great Davenport Hillcrest House

DylanRating, 5 stars4 months ago
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
Superhost
Flat in Toronto
4.9 out of 5 average rating, 58 reviews

New condo w/ gorgeous lake views

ConorRating, 5 stars1 week ago
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
Guest favourite
Apartment in Downtown Toronto
4.97 out of 5 average rating, 312 reviews

Beautiful Condo + CN Tower View + Free Parking

LazloRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Unionville
4.91 out of 5 average rating, 113 reviews

Downtown Markham Unionville

AndreaRating, 5 stars2 days ago
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!
Guest favourite
Apartment in Downtown Toronto
4.89 out of 5 average rating, 832 reviews

1 Bedroom Suite - Downtown Core (near MTCC/Rogers)

EricRating, 5 stars2 months ago
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
Superhost
Apartment in Downtown Toronto
4.87 out of 5 average rating, 326 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

JuliaRating, 5 starstoday
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 !
Superhost
Apartment in Downtown Toronto
4.86 out of 5 average rating, 100 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

EricRating, 5 stars3 months ago
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.
Guest favourite
Apartment in Mississauga
4.84 out of 5 average rating, 55 reviews

2 Bedroom Condo Near Square One with Massage Chair

ImaduddinRating, 5 stars2 months ago
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

Guest favourite
Home in Roncesvalles Village
5 out of 5 average rating, 41 reviews

High Park Luxury: Sauna •King Bed •Family Friendly

LauraRating, 5 stars1 month ago
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.
Guest favourite
Home in Roncesvalles Village
4.92 out of 5 average rating, 59 reviews

Gorgeous Renovated Victorian Roncesvalles Village

OonaghRating, 5 stars4 months ago
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
Guest favourite
Apartment in Downtown Toronto
4.93 out of 5 average rating, 155 reviews

Beautiful suite in Downtown Toronto

JessRating, 5 stars3 months ago
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!
Guest favourite
Apartment in Downtown Toronto
4.83 out of 5 average rating, 160 reviews

Modern Eclectic Condo in King West Area

JessicaRating, 5 stars5 months ago
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.
Superhost
Bungalow in Vaughan
4.84 out of 5 average rating, 44 reviews

Spacious, Bright 3 BEDS, 3 BATHS ♥ of Woodbridge

JenniferRating, 5 stars3 months ago
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.
Guest favourite
Home in Lakeview
5 out of 5 average rating, 12 reviews

Modern Beautiful Home w/ Private Patio and Balcony

GeorgeRating, 5 stars1 month ago
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. 🙏
Guest favourite
Guest suite in Toronto
4.88 out of 5 average rating, 226 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

MarkRating, 5 stars2 months ago
Perfect home-base during a holiday visit with family nearby.
Superhost
Apartment in Downtown Toronto
4.9 out of 5 average rating, 62 reviews

Lrg apt DWTN, Yonge by TTC, garage in the building

PaulRating, 5 stars2 weeks ago
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

Apartment in Fort York
4.81 out of 5 average rating, 128 reviews

Unbelievable Views of the 6, the heart of Downtown

AmyRating, 5 stars30 months ago
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!
Superhost
Apartment in Downtown Toronto
4.68 out of 5 average rating, 68 reviews

Bright Condo in the Entertainment District.

MargauxRating, 5 stars3 months ago
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.
Superhost
Apartment in Downtown Toronto
4.7 out of 5 average rating, 306 reviews

2 BDRM + 2 BATH + Free Parking - MTCC, CN, Jays!

SydneyRating, 5 stars2 months ago
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!
Superhost
Apartment in Downtown Toronto
4.67 out of 5 average rating, 374 reviews

Modern Condo in the heart Downtown Toronto!

朱音Rating, 5 stars2 months ago
Good location good room good host. He accepted our request a lot. Thank you so much!
Guest favourite
Apartment in Downtown Toronto
4.97 out of 5 average rating, 236 reviews

Chic, High-Rise Apartment with CN Tower Views

SheaRating, 5 stars3 months ago
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!
Guest favourite
Home in Niagara
4.91 out of 5 average rating, 296 reviews

King West Victorian Studio Gem

JanetRating, 5 stars3 months ago
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!
Superhost
Apartment in Downtown Toronto
4.76 out of 5 average rating, 354 reviews

Airbnb Friendly- Sleeps 6 With FreeParking!

GwenRating, 5 stars4 days ago
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.
Guest favourite
Apartment in Downtown Toronto
4.94 out of 5 average rating, 81 reviews

BEST VIEW in the City! Luxury condo

ChristopherRating, 5 stars2 months ago
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

Destinations to explore

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  3. Ontario
  4. Toronto
  5. Midtown Toronto
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