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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

Superhost
Home in Mississauga
4.85 out of 5 average rating, 71 reviews

Spacious entire basment with a hospitality touch

HolliRating, 5 stars1 month ago
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
Guest favorite
Home in Midtown
4.96 out of 5 average rating, 46 reviews

Great Davenport Hillcrest House

DylanRating, 5 stars5 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
Apartment in Toronto
4.9 out of 5 average rating, 58 reviews

New condo w/ gorgeous lake views

ConorRating, 5 stars1 month 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 favorite
Condo in Downtown Toronto
4.97 out of 5 average rating, 315 reviews

Beautiful Condo + CN Tower View + Free Parking

MarkRating, 5 stars5 days ago
Was a great stay. Easy check-in. Katherine was super responsive!
Guest favorite
Condo in Unionville
4.91 out of 5 average rating, 114 reviews

Downtown Markham Unionville

AndreaRating, 5 stars1 month 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 favorite
Condo in Downtown Toronto
4.89 out of 5 average rating, 832 reviews

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

EricRating, 5 stars3 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
Guest favorite
Condo in Downtown Toronto
4.87 out of 5 average rating, 327 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

JuliaRating, 5 stars1 month ago
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
Condo in Downtown Toronto
4.86 out of 5 average rating, 100 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

EricRating, 5 stars4 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

Top guest favorite
Home in Roncesvalles Village
5 out of 5 average rating, 42 reviews

High Park Lux: Sauna •King Bed •Family Friendly

LauraRating, 5 stars2 months 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
Home in Roncesvalles Village
4.92 out of 5 average rating, 59 reviews

Gorgeous Renovated Victorian Roncesvalles Village

OonaghRating, 5 stars5 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 stars4 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!
Superhost
Home in Yonge and Eglinton
4.69 out of 5 average rating, 135 reviews

Charming 3 Bedroom & 1.5 bath (Yonge&Eglinton)

KerryRating, 5 stars2 months ago
⭐️⭐️⭐️⭐️⭐️ 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!
Superhost
Bungalow in Vaughan
4.84 out of 5 average rating, 44 reviews

Spacious, Bright 3 BEDS, 3 BATHS ♥ of Woodbridge

JenniferRating, 5 stars4 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 favorite
Home in Downtown Toronto
4.77 out of 5 average rating, 57 reviews

Beautiful Victorian Home

BriannaRating, 5 stars4 months ago
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!
Superhost
Home in Lakeview
4.92 out of 5 average rating, 13 reviews

Modern Beautiful Home w/ Private Patio and Balcony

GeorgeRating, 5 stars2 months 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 favorite
Guest suite in Toronto
4.89 out of 5 average rating, 229 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

KatherineRating, 5 stars1 week ago
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!

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 stars32 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, 214 reviews

College Park :2Bd+2bth + Free parking

CarineRating, 5 stars4 weeks ago
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
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 stars3 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
Condo in Downtown Toronto
4.67 out of 5 average rating, 374 reviews

Modern Condo in the heart Downtown Toronto!

朱音Rating, 5 stars3 months ago
Good location good room good host. He accepted our request a lot. Thank you so much!
Guest favorite
Condo in Downtown Toronto
4.97 out of 5 average rating, 237 reviews

Chic, High-Rise Apartment with CN Tower Views

SheaRating, 5 stars4 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
Condo in Downtown Toronto
4.71 out of 5 average rating, 207 reviews

Heart of Downtown - Best Toronto Attractions Condo

VeronicaRating, 5 stars4 months ago
Nice location, clean building, kind host! All good :-)
Guest favorite
Home in Niagara
4.91 out of 5 average rating, 297 reviews

King West Victorian Studio Gem

CarlRating, 5 stars4 weeks ago
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!
Superhost
Condo in Downtown Toronto
4.76 out of 5 average rating, 356 reviews

Airbnb Friendly- Sleeps 6 With FreeParking!

KarlaRating, 5 stars4 weeks ago
Perfect stay 🤩 Good location, everything clean and the super communicative host is always ready to help. I recommend it

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

    500 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