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 stars2 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
Guest favorite

Home in York

4.89 out of 5 average rating, 75 reviews

Luxury Modern House: Hot Tub, Gym & Steam Shower

ElizabethRating, 5 stars3 months ago
Comfortable and clean in a lovely location. Host was extremely responsive. Highly recommend.
Guest favorite

Condo in Downtown Toronto

4.93 out of 5 average rating, 211 reviews

College Park :2Bd+2bth + Free parking

LindseyRating, 5 stars1 week 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.
Guest favorite

Condo in Downtown Toronto

4.97 out of 5 average rating, 309 reviews

Beautiful Condo + CN Tower View + Free Parking

AlexandraRating, 5 stars4 weeks ago
Super clean, convenient location, secure building. Perfect for a couple!
Guest favorite

Condo in Unionville

4.92 out of 5 average rating, 110 reviews

Downtown Markham Unionville

MarcRating, 5 stars3 weeks 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, 830 reviews

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

ScottRating, 5 stars2 weeks ago
Great communication, easy access, clean space, no concerns whatsoever. Would happy stay here 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 weeks 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 stars1 month 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, 38 reviews

Best High Park Family Friendly/Sauna King Bed

MeghanRating, 5 stars3 weeks ago
Esther's place is wonderful! Spacious, clean, well-appointed, and in a nice neighborhood. It was larger than it looks in photos, too. While we didn't do any cooking at the house, this would be such a great place to do so - the kitchen is stocked with appliances and cookware and the counter space is expansive. We noticed that parking is rather difficult in Toronto, so having a dedicated space in the back was a great amenity. The sauna was a welcome treat after a cold, Toronto day! Esther is a lovely host. Upon check-in, we noticed a box of pastries and fresh flowers in the kitchen - touches that you don't often see anymore and make you feel special as guests. She's very responsive via text and was able to answer our questions very quickly. I'd be so glad to stay here again!
Guest favorite

Condo in Downtown Toronto

4.97 out of 5 average rating, 279 reviews

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

SarahRating, 5 stars3 weeks ago
Perfect place for my daughter and I to stay while we were in town for a concert at Rogers Theater. Great location, we were able to easily walk to the stadium, CN Tower and other points of interest. Apartment is perfect for 2 people, with 2 bathrooms, a nice cozy living room, bedroom and small kitchen. We didn't cook but had delivery a couple nights in addition to eating out. Highly recommend!
Guest favorite

Home in Roncesvalles Village

4.92 out of 5 average rating, 59 reviews

Gorgeous Renovated Victorian Roncesvalles Village

OonaghRating, 5 stars2 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

4.83 out of 5 average rating, 160 reviews

Modern Eclectic Condo in King West Area

JessicaRating, 5 stars3 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

Guest suite in Riverdale

4.62 out of 5 average rating, 112 reviews

Garden Aptartment

JoyRating, 5 stars3 weeks ago
We had a delightful stay! Quirky space but filled with charm. The fireplace added the perfect ambiance. Great spot to so many food restaurants and unique places. Loved our stay!
Guest favorite

Home in The Beaches

4.95 out of 5 average rating, 99 reviews

Luxury Beaches Home Gourmet Kitchen Private Garden

AllisonRating, 5 stars3 weeks 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

4.9 out of 5 average rating, 223 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

KristinRating, 5 stars1 week ago
Lucy and Don went above and beyond during our planning and stay. They helped us feel welcomed and supported while the space gave us privacy and comfort while we were in the city for a family emergency. It is a warm place to stay and the location is excellent, offering a good neighborhood feeling and short walking distances to anything you need.
Guest favorite

Apartment in Mississauga

4.89 out of 5 average rating, 44 reviews

Luxurious place available weekly

PavelRating, 5 stars1 month ago
I absolutely loved my stay at this apartment! It’s spacious, cozy, and you can see it’s designed with care and attention to detail. Everything is perfectly set up for a comfortable stay. The host is very kind, responsive, and welcoming — communicating with her was a pleasure. The location is fantastic — close to everything and super convenient. This place left me with such warm impressions, and I’ll definitely be coming back. Highly recommend! 🌟

Family-friendly home rentals with a pool

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 stars5 days 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 Cooksville

4.83 out of 5 average rating, 18 reviews

Panoramic Breath Taking View

IsaiahRating, 5 stars4 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!
Superhost

Condo in Downtown Toronto

4.66 out of 5 average rating, 371 reviews

Modern Condo in the heart Downtown Toronto!

JosephRating, 5 stars6 days ago
I had an event at the metro convention center, and this was the perfect place. I’ve never had an air bnb host be so accommodating and friendly! I highly recommend staying here if you want to be in a nice central location in the city.
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 stars1 month 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!

Townhouse in Niagara

4.74 out of 5 average rating, 163 reviews

King West Triplex Main FLR PVT APT 1 BDRM Parking

TishaRating, 5 stars1 month 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

Condo in Mississauga

4.85 out of 5 average rating, 53 reviews

Luxurious Condo by Celebration Square & Square One

ImaduddinRating, 5 stars5 days 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 :)
Guest favorite

Condo in Downtown Toronto

4.93 out of 5 average rating, 89 reviews

Explore the City Centre from Condo with Views

CampRating, 5 stars1 month ago
I’ve never stayed at a hotel or Airbnb where I felt comfortable enough to walk around barefoot—until Rob’s place. It truly felt like home. Rob even picked us up at Union Station and drove us to the condo, which was just a few minutes away—super convenient! The place was exactly as described. The bed was really comfortable, and there were plenty of pillows, which I loved. There’s a convenience store right next door, and it’s just a short walk to great restaurants and public transportation. When my wife and I travel, we’re not the type to rush around sightseeing. We like to settle in, take it slow, wake up when we feel like it, and relax in the evening with the TV on. This place was perfect for that kind of stay.
Guest favorite

Home in Niagara

4.91 out of 5 average rating, 296 reviews

King West Victorian Studio Gem

JanetRating, 5 stars2 weeks 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!

Quick stats about vacation rentals that are family-friendly in Midtown Toronto, Old Toronto

  • Total rentals

    840 properties

  • Total number of reviews

    17K reviews

  • Pet-friendly rentals

    190 properties allow pets

  • Rentals with a pool

    80 properties have a pool

  • Rentals with dedicated workspaces

    510 properties have a dedicated workspace

  • Wifi availability

    830 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