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, 47 reviews

Great Davenport Hillcrest House

EllenRating, 5 stars1 week ago
Ottilie was an excellent host, and welcomed my group with a beautiful fresh fruit Platter. Such a lovely touch. Ottilie was responsive and helpful and we found her place to be just right for our six day stay.
Superhost
Flat in Toronto
4.9 out of 5 average rating, 59 reviews

New condo w/ gorgeous lake views

ConorRating, 5 stars2 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
Apartment in Downtown Toronto
4.97 out of 5 average rating, 316 reviews

Beautiful Condo + CN Tower View + Free Parking

MarkRating, 5 stars3 weeks ago
Was a great stay. Easy check-in. Katherine was super responsive!
Guest favourite
Apartment 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!
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 stars3 months ago
Good location good room good host. He accepted our request a lot. Thank you so much!
Guest favourite
Apartment in Downtown Toronto
4.89 out of 5 average rating, 835 reviews

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

BonnieRating, 5 stars1 week ago
The location of the condo is right across from CN Tower as well as Blue Jays stadium. The condo is very clean and up to date. We love the location. Cal was very responsive and a gracious host. He gave some excellent recommendations. Besides the feel at home condo, we loved that fun restaurants and bars were walkable. We will be back!
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 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
Apartment in Downtown Toronto
4.86 out of 5 average rating, 100 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

EricRating, 5 stars5 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 favourite
Home in Roncesvalles Village
5 out of 5 average rating, 43 reviews

High Park Lux: Sauna •King Bed •Family Friendly

MeghanRating, 5 stars1 month ago
Couldn’t have asked for a better host or place to stay. Esther and Sebastian were thoughtful and kind. Their home is stunning and has everything you could possibly need! The kitchen is so well appointed. We would definitely stay again and highly recommend this spot if you’re visiting Toronto!!
Guest favourite
Home in Roncesvalles Village
4.92 out of 5 average rating, 59 reviews

Gorgeous Renovated Victorian Roncesvalles Village

OonaghRating, 5 stars6 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 stars5 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 stars5 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 Downtown Toronto
4.77 out of 5 average rating, 57 reviews

Beautiful Victorian Home

BriannaRating, 5 stars5 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!
Guest favourite
Home in Lakeview
4.93 out of 5 average rating, 14 reviews

Modern Beautiful Home w/ Private Patio and Balcony

KathleenRating, 5 stars1 week ago
I can't say enough great things about this stay - it was exceptional from start to finish. We had to stay here while our house was being repaired and it was a home away from home. The space was clean, beautifully decorated and thoughtfully stocked. The location was quiet and peaceful. Close to the park for the kids. Vivek was incredibly responsive, kind, and helpful. Communication was seamless and he went above and beyond to ensure our stay was perfect. I wouldn't hesitate to stay here again and highly recommend it to anyone. Thanks for a wonderful experience!
Guest favourite
Guest suite in Toronto
4.89 out of 5 average rating, 232 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

BruceRating, 5 stars3 days ago
My hosts Lucy and Don were completely accommodating, communicative, and responsive. Coming and going was a breeze. A completely outfitted kitchen with all that you'd need. The space offers total privacy. A quiet, but lively-enough neighborhood, steps away from Yonge St. It checked off all the boxes and I'm very satisfied with the experience and my stay.

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 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 favourite
Apartment in Downtown Toronto
4.93 out of 5 average rating, 216 reviews

College Park :2Bd+2bth + Free parking

JacRating, 5 stars2 weeks ago
Arjun's place does exactly what it says on the tin. Located in a very convenient downtown location you are walking distance to Yonge and Bloor, Queens Park, or the Eaton's Centre. There are excellent grocers and coffee shops nearby. Public transportation is plentiful. We thought about renting a car and realised we didn't need one. The flat itself is older but has all the conveniences one would expect. Overall a pleasant stay.
Apartment in Oakville
4.86 out of 5 average rating, 14 reviews

Luxury condo in Joshua Creek

GRating, 5 stars89 months ago
Fawad was an excellent host with very quick responses and even accommodated a last minute scheduling change. His place is clean with everything you will need for a short or long term stay. Will definitely stay again.
Superhost
Apartment in Downtown Toronto
4.7 out of 5 average rating, 307 reviews

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

SydneyRating, 5 stars4 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!
Guest favourite
Apartment in Downtown Toronto
4.97 out of 5 average rating, 237 reviews

Chic, High-Rise Apartment with CN Tower Views

SheaRating, 5 stars5 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!
Townhouse in Niagara
4.74 out of 5 average rating, 164 reviews

King West Triplex Main FLR PVT APT 1 BDRM Parking

RajdeepRating, 5 stars4 days ago
Amazing location. 10min walk to King st and Queen st. 30min walk to CN tower. Felt really safe. Bed was nice. Included parking was amazing. Navid was super responsive and nice.
Superhost
Apartment in Downtown Toronto
4.71 out of 5 average rating, 207 reviews

Heart of Downtown - Best Toronto Attractions Condo

VeronicaRating, 5 stars5 months ago
Nice location, clean building, kind host! All good :-)
Guest favourite
Home in Niagara
4.91 out of 5 average rating, 299 reviews

King West Victorian Studio Gem

MRating, 5 stars5 days ago
One of the best Airbnb stays! I love the character of the space, the location is fantastic, and the availability of amenities all around. The best part was the softness of the bed sheets! I value a good night sleep, and the bed was so comfortable. Wi-Fi was extremely fast and made working from home a breeze. The kitchen is well stocked with everything needed to make yourself at home. Thank you Kathleen. I'll definitely book again in the future.

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

  • Total rentals

    840 properties

  • Total number of reviews

    17K reviews

  • Pet-friendly rentals

    210 properties allow pets

  • Rentals with a pool

    70 properties have a pool

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

  • Wifi availability

    830 properties include access to wifi

Destinations to explore

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