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Family-friendly holiday rentals in Old Toronto

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Old Toronto family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Apartment in Toronto
4.9 out of 5 average rating, 59 reviews

New condo w/ gorgeous lake views

ConorRating, 5 stars4 months 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
Condo in Downtown Toronto
4.97 out of 5 average rating, 323 reviews

Beautiful Condo + CN Tower View + Free Parking

JosieRating, 5 stars3 days ago
A few days in Toronto watching some baseball. Perfect location, 5 minute walk, view of the CN Tower from the balcony. Very spacious for 4 adults and two grown teenagers. Everything we required in the accommodation. Very easy check in and parking. Excellent, prompt communication from Katherine. Will definitely stay here again.
Guest favourite
Condo in Unionville
4.91 out of 5 average rating, 114 reviews

Downtown Markham Unionville

AndreaRating, 5 stars3 months 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!
Superhost
Condo in Downtown Toronto
4.67 out of 5 average rating, 377 reviews

Modern Condo in the heart Downtown Toronto!

NicoleRating, 5 stars2 weeks ago
Myself and 2 friends enjoyed our 3 night stay to the fullest! Location was amazing! Jonathan was extremely responsive. Bed was very comfortable. Pull out bed not so comfy but was to be expected. Lots of feminine products under the sink for guests to use in including salon style hairspray. Roof top pool was amazing and not too busy! Would highly recommend Jonathan's place!
Guest favourite
Condo in Downtown Toronto
4.89 out of 5 average rating, 842 reviews

1 Bedroom Suite - DT Core (Office/Bidet/Balcony)

Glen & TraceyRating, 5 stars5 days ago
Wow and thank you. To find such a perfect location was so fortunate. Cal sent a warm and welcoming message that just set the experience off to a great start. The condo was clean and modern and just felt so comfortable. There is something energizing about being right in the centre of thing’s, especially when you have such a wonderful space to come “home” to. Thanks to Cal for providing such a terrific space.
Superhost
Condo in Downtown Toronto
4.87 out of 5 average rating, 326 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

JuliaRating, 5 stars3 months 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
4.87 out of 5 average rating, 107 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

EmilieRating, 5 stars1 week ago
Super logement! Franchement la localisation est top, vous êtes à 15 min à pied de la CN Tower, a quelques minutes du tram. Le fait d’avoir un parking en souterrain est un vrai +! Le petit balcon aménagé est top aussi, la proximité avec la voie ferrée n’est pas trop gênante parce que l’appartement est bien isolé. On s’y sent bien et Julian est adorable et très réactif!
Guest favourite
Condo in Downtown Toronto
4.86 out of 5 average rating, 151 reviews

Modern 1 Bdrm Suite Downtown District - Lake View

ClintonRating, 5 stars1 month ago
Beautiful apartment within walking distance to everything you need. Host was accommodating and responded quickly to inquiries. Apartment was spotless. Was easy to find and check-in was easy. Would stay here again.

Family- and pet-friendly home rentals

Guest favourite
Home in Midtown
4.96 out of 5 average rating, 48 reviews

Great Davenport Hillcrest House

LindsayRating, 5 stars1 month ago
I’m almost afraid to leave an accurate review because this place is such a hidden gem I don’t want to compete when we try to stay here again. This home is so beautiful, well stocked, cozy, incredible neighbourhood, and I could go on and on. Ottilie was a thoughtful host with excellent communication and she opened her home up to my family. I will never try to stay anywhere else in Toronto! Thank you, Ottilie!
Top Guest favourite
Condo in Downtown Toronto
4.93 out of 5 average rating, 158 reviews

Beautiful suite in Downtown Toronto

ChloeRating, 5 stars3 weeks ago
10/10 perfect Air BnB, will most definitely book again next time we go down (especially for a concert), it was literally right across the street from the Roger’s Center which is where our Post Malone concert was. Oron is super descriptive on the process to check in/out and how to find parking, which as someone with OCD this was a blessing. Anything I needed or had questions about he literally answered within 5min! Also you literally get a view of the beautiful CN tower… jaw dropping! Bonus: that bed is hella comfy!!!
Top Guest favourite
Home in Toronto
4.9 out of 5 average rating, 136 reviews

Charming Century Home Close to Vibrant Shops

RigoRating, 5 stars2 weeks ago
Beyond the house itself, the hosts were truly outstanding. They were not only extremely courteous but also incredibly responsive to any questions we had, making us feel welcomed and well-cared for throughout our entire stay. Their genuine hospitality added significantly to the positive experience. If you're looking for a unique and memorable stay in Toronto, especially if you appreciate the charm of a well-preserved historic home combined with the warmth of exceptional hosts, look no further. We highly recommend this house.
Superhost
Guest suite in Riverdale
4.64 out of 5 average rating, 121 reviews

Garden Aptartment

JeannetteRating, 5 stars1 week ago
I very much enjoyed my stay. The place is filled with wonderful character and a sense of history. It is peaceful and restful. The garden and deck wrap around the place making it feel like it is out in the country, rather than in the heart of the city. The location is excellent with easy access for walking, driving and TTC. Many fabulous restaurants in the area too. It was the perfect place for my stay in Toronto.
Superhost
Apartment in Downtown Toronto
4.59 out of 5 average rating, 179 reviews

renovated cozy bachelor downtown Toronto

BrentRating, 5 stars2 months ago
What a gentleman to deal with. We needed a place last minute for our daughter and he went out of his way to take care of thing in a very professional way. Quick responses and we had a lot of questions. His place was just as described and more. We ran into a problem with our plans and needed to extend the stay and he made it so easy and painless. If you are looking for a place in TO choose him. Can't say enough about him.
Guest favourite
Home in Richmond Hill
4.89 out of 5 average rating, 157 reviews

Luxury 5 beds, 6 Baths custom home

StephenRating, 5 stars1 day ago
Perfect spot for a group trip. Quiet neighborhood, close to the TTC for easy access to downtown. Jay was awesome at handling our request to drop off our luggage prior to our scheduled check-in time. Would definitely stay again!
Top Guest favourite
Tiny home in Schomberg
4.99 out of 5 average rating, 212 reviews

SNAKE CABIN(rustic, 'off-the-grid')

JoelRating, 5 stars5 days ago
Peaceful, rustic, and completely off the grid. Just what we needed to slow down and breathe. We spent our time on the porch, watching the sunset paint the sky while listening to the soothing sounds of nature—geese calling in the distance, frogs croaking nearby, birds chirping in every direction. No city noise, no rush—just pure, simple quiet. The perfect place to disconnect and truly recharge.
Guest favourite
Apartment in Trinity-Bellwoods
4.79 out of 5 average rating, 53 reviews

One-bedroom loft on Ossington ave

MimiRating, 5 stars4 weeks ago
A great place to stay in a great neighbourhood in Toronto. You won’t run out of cafes and restaurants to go to. A lovely space created by Yury. 10/10 would recommend

Family-friendly home rentals with a pool

Guest favourite
Condo in Downtown Toronto
4.93 out of 5 average rating, 219 reviews

College Park :2Bd+2bth + Free parking

JeanneRating, 5 stars1 week ago
This condo was a great location, especially for guests visiting U of T or wanting to be in the heart of Toronto with easy access to adjoining neighborhoods. The apartment had great views of the area, was comfortable, clean with excellent amenities including a superb pool and exercise area on the 2nd floor of the building. Arjun is a most friendly and reliable host. I look forward to staying at his condo for an upcoming visit to Toronto.
Superhost
Condo in Downtown Toronto
4.7 out of 5 average rating, 314 reviews

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

MaureenRating, 5 stars2 weeks ago
From booking through checkout, Krishna was friendly and responsive. The purpose for the visit was to see the Philadelphia Phillies play the Toronto Blue Jays and this urban apartment was perfect! Having a parking spot included for our stay was a bonus. Pedestrian-friendly access to entertainment and restaurants was also a bonus in the city.
Top Guest favourite
Condo in Downtown Toronto
4.97 out of 5 average rating, 245 reviews

Chic, High-Rise Apartment with CN Tower Views

KevinRating, 5 stars2 weeks ago
We were in town to attend a couple Jays games and see DT Toronto. This location was great for both. Also easy access to Union station. Condo was just right for us.
Townhouse in Niagara
4.74 out of 5 average rating, 168 reviews

King West Triplex Main FLR PVT APT 1 BDRM Parking

YanaRating, 5 stars1 month ago
Amazing location! Just a 10-minute walk to both King Street and Queen Street, and about 30 minutes to the CN Tower. The neighborhood is quiet and safe, with plenty of cafes, restaurants, and grocery stores nearby. The apartment itself was clean, cozy, and had everything we needed for a comfortable stay. The host was responsive and made check-in super easy. Since the building is older, we could occasionally hear footsteps from the unit above, but it didn’t really affect our overall experience.
Guest favourite
Condo in Mississauga
4.85 out of 5 average rating, 59 reviews

Luxury 2 bedroom Condo With Pool Near Square One

maudeRating, 5 stars1 month ago
Très beau séjour chez Bose et Esther. Merci encore!
Top Guest favourite
Condo in Downtown Toronto
4.93 out of 5 average rating, 92 reviews

Explore the City Centre from Condo with Views

KaitlynRating, 5 stars3 months ago
Robert's place is in a great location, right next to the CN tower, aquarium, and Rogers center. He provides a binder of local recommendations which is really helpful. I would definitely stay again!
Guest favourite
Home in Niagara
4.91 out of 5 average rating, 305 reviews

King West Victorian Studio Gem

TamerRating, 5 stars6 days ago
It was great to stay at Kathleen's. The place is very spacious and perfect for a one person or a couple. The location is very close to a lot of nice restaurants, coffee shops, bars, and a lot more. I like the neighborhood a lot. In the summer, you can also enjoy the park right across the street. The place was very clean, and Kathleen was a great communicator - on top of everything. It really felt like home. I stayed there for one month as I was in between places and honestly I wish I could have stayed more.
Guest favourite
Condo in Downtown Toronto
4.76 out of 5 average rating, 362 reviews

Airbnb Friendly- Sleeps 6 With FreeParking!

ThRating, 5 stars3 weeks ago
Great location, great host super nice would recommend to anyone

Quick stats about holiday rentals that are family-friendly in Old Toronto

  • Total rentals

    5.4K properties

  • Total number of reviews

    136K reviews

  • Pet-friendly rentals

    1.4K properties allow pets

  • Rentals with a pool

    850 properties have a pool

  • Rentals with dedicated workspaces

    3.2K properties have a dedicated workspace

  • Wi-Fi availability

    5.3K properties include access to Wi-Fi

Destinations to explore

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  5. Old Toronto
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