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Family-friendly vacation 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 favorite

Home in Midtown

4.96 out of 5 average rating, 46 reviews

Great Davenport Hillcrest House

DylanRating, 5 stars3 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

Condo in Downtown Toronto

4.68 out of 5 average rating, 68 reviews

Bright Condo in the Entertainment District.

MargauxRating, 5 stars2 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.
Guest favorite

Condo in Downtown Toronto

4.97 out of 5 average rating, 311 reviews

Beautiful Condo + CN Tower View + Free Parking

JoakimRating, 5 stars1 month ago
Great stay with Katherine! Was very much like an hotel, but a bit more flexible and with a nice kitchen. 10/10 Only thing to improve could be some more chairs and kitchen stuff (like a non-stick pan)
Superhost

Condo in Cooksville

4.83 out of 5 average rating, 18 reviews

Panoramic Breath Taking View

IsaiahRating, 5 stars5 months ago
Lot was responsive and attentive throughout our entire stay. The place was as described, with a convenient deli just downstairs for snacks, toiletries and more. The place is also a reasonable distance from the airport and Toronto, with bus stations also nearby. Will book again and highly recommended!
Guest favorite

Condo in Unionville

4.91 out of 5 average rating, 111 reviews

Downtown Markham Unionville

MarcRating, 5 stars2 months ago
We booked Thomas' place for an event nearby and it was perfect. Check went smoothly, the condo was exactly as pictured. Thomas was east to reach and we had zero issues.
Guest favorite

Condo in Downtown Toronto

4.89 out of 5 average rating, 832 reviews

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

EricRating, 5 stars1 month 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

Condo in Downtown Toronto

4.87 out of 5 average rating, 325 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

IsabellaRating, 5 stars2 months ago
I had an amazing stay at this Airbnb! The space was spotless, beautifully decorated, and exactly as described. The host was incredibly welcoming, responsive and extremely helpful. The self check-in was a breeze, the location was perfect and was a walkable distance to Union. Highly recommend this place for anyone visiting!
Superhost

Condo in Downtown Toronto

4.86 out of 5 average rating, 100 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

EricRating, 5 stars2 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.

Family- and pet-friendly home rentals

Guest favorite

Home in Roncesvalles Village

5 out of 5 average rating, 41 reviews

High Park Luxury: Sauna •King Bed •Family Friendly

LauraRating, 5 stars1 week 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 favorite

Condo in Downtown Toronto

4.97 out of 5 average rating, 284 reviews

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

TeresaRating, 5 stars1 week ago
Great location!!! We will definitely stay here again. I love it!!
Guest favorite

Home in Roncesvalles Village

4.92 out of 5 average rating, 59 reviews

Gorgeous Renovated Victorian Roncesvalles Village

OonaghRating, 5 stars3 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 favorite

Condo in Downtown Toronto

4.93 out of 5 average rating, 155 reviews

Beautiful suite in Downtown Toronto

JessRating, 5 stars2 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 favorite

Condo in Downtown Toronto

4.83 out of 5 average rating, 160 reviews

Modern Eclectic Condo in King West Area

JessicaRating, 5 stars4 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.
Guest favorite

Home in The Beaches

4.95 out of 5 average rating, 99 reviews

Luxury Beaches Home Gourmet Kitchen Private Garden

AllisonRating, 5 stars2 months ago
Clive’s home is beautiful and very clean. The location is ideal both for walking around the Beaches Neighbourhood and for catching the transit to downtown. I wouldn’t hesitate to book here again, it had everything we were looking for and Clive was able to accommodate us with some additional requests.
Guest favorite

Guest suite in Toronto

4.88 out of 5 average rating, 226 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

MarkRating, 5 stars1 month ago
Perfect home-base during a holiday visit with family nearby.
Superhost

Condo in Downtown Toronto

4.9 out of 5 average rating, 60 reviews

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

CecileRating, 5 stars40 months ago
Sergio and Barry were great hosts and very communicative. The apartment is large, clean, and well-appointed. The location is outstanding, being right above a subway station, but on the quiet side of the building.

Family-friendly home rentals with a pool

Condo in Fort York

4.81 out of 5 average rating, 128 reviews

Unbelievable Views of the 6, the heart of Downtown

AmyRating, 5 stars29 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!
Guest favorite

Condo in Downtown Toronto

4.93 out of 5 average rating, 211 reviews

College Park :2Bd+2bth + Free parking

LindseyRating, 5 stars1 month ago
My husband and I were travelling with our 7-year-old son and Arjun’s condo was perfect. It was a great location, we didn’t have to drive anywhere all week. The local restaurants were amazing and while street noise could be heard in the condo the building itself was quiet. The apartment was clean, well stocked and the beds were comfortable! Based off Arjun’s detailed instructions it was easy to access the amenities such as parking and the pool (which was warm and clean!) We would definitely stay here again.
Superhost

Condo in Downtown Toronto

4.7 out of 5 average rating, 306 reviews

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

SydneyRating, 5 stars1 month 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

Condo in Downtown Toronto

4.66 out of 5 average rating, 373 reviews

Modern Condo in the heart Downtown Toronto!

OlanRating, 5 stars1 month ago
Great location and walking distance to a lot of restaurants and attractions. Condo was well kept, easy check in and check out and I experienced no issues during my stay. Would definitely recommend to others looking for a place to stay at when visiting Toronto.
Guest favorite

Condo in Downtown Toronto

4.97 out of 5 average rating, 236 reviews

Chic, High-Rise Apartment with CN Tower Views

SheaRating, 5 stars2 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!
Superhost

Townhouse in Niagara

4.74 out of 5 average rating, 163 reviews

King West Triplex Main FLR PVT APT 1 BDRM Parking

TishaRating, 5 stars2 months ago
Navid was very responsive, his house is just as he described. Location is great. Was able to walk from his home to CN Tower, the Aquarium, Scotia Bank Arena. Neighborhood is quiet and at the same time bustling. Navid was very accommodating as we arrived earlier than expected and his mom was very helpful and friendly. I would definitely stay here again.
Guest favorite

Home in Niagara

4.91 out of 5 average rating, 296 reviews

King West Victorian Studio Gem

JanetRating, 5 stars1 month 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!
Guest favorite

Apartment in Downtown Toronto

4.81 out of 5 average rating, 151 reviews

Stunning condo @ heart of Toronto (w/ parking)

BrandonRating, 5 stars2 months ago
beautiful and cozy place, near everything in the downtown Toronto area, great location and quiet.

Quick stats about vacation 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

    510 properties have a dedicated workspace

  • Wifi availability

    840 properties include access to wifi

Destinations to explore

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  2. Canada
  3. Ontario
  4. Toronto
  5. Midtown Toronto
  6. Family-friendly rentals