
Family-friendly holiday rentals in Midtown
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Midtown
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

2-Bedroom House In Deer Park
Welcome to our charming 2-bedroom duplex house nestled in the beautiful Deer Park neighbourhood of Toronto! This cozy Airbnb is the perfect home away from home for your stay in the heart of the city, with subway, shops and parks within 10 minutes' walk. This newly renovated house is on the ground floor of a duplex and boasts an amazing sun-room, beautifully furnished living and dining rooms, a fully equipped modern kitchen and 2 comfortable bedrooms. Parking and laundry is available on request.

Mid-town T.O. getaway - conveniently located
Bright and spacious lower guest suite for singles or couples. Very safe family neighbourhood, close to public transit (TTC), restaurants, theatres, Sunnybrook Hospital for medical staff or patient visitors. Queen-size bed, couch, TV (with Netflix, AppleTV, Prime Video, no cable), private full kitchen and bathroom. All towels and linens provided. Shared laundry machine. 12 min walk to Yonge St. and Subway, 2 min walk to bus stop (6 mins to Yonge by bus), 25 mins from downtown on public transit

Spacious oasis in best location, free parking
BEST MIDTOWN LOCATION AND AMPLE SPACE - ALL TO YOURSELF! FREE 2-CAR PARKING - rare in this area. You’ll be close to everything at this centrally located midtown place steps away from Yonge str. Charming and spacious renovated character home. Sun-drenched family room overlooks a private backyard with a patio. Walking distance to public transit and major streets with 24h shopping and fine dining. 10 minutes to downtown by driving, steps to subway and minutes to top-rated attractions in Toronto!

Luxury Toronto Condo with Private Terrace & BBQ
Our 2 bed 2 bath condo is located in the heart of midtown Toronto in the Yonge & Eglinton area. The condo is steps away from Eglinton subway station and within walking distance to several shops and restaurants. There is a Loblaws and LCBO located on the main floor of the building. The condo has 24 hour security, underground paid visitor parking, and plenty of street parking nearby. The suite is fully equipped with everything you need and includes a private 300 sq.ft terrace with a BBQ!

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE in 2021, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

*Gorgeous & professional condo in Yorkville*
Owned by a traveller and importer who spends a lot of his time in the Mediterranean, this residence poises your downtown Toronto stay smack-dab in the heart of one of North America’s most prodigious communities, Yorkville, while simultaneously experiencing comfortable and cultivated condominium ambiance. This residence is perfect for travellers for short-term stays and business professionals working remotely for longer-term stays who need a comfortable and intelligent living environment.

Midtown modern 1 bedroom suite
Located in the heart of Midtown, Davisville Village. Very close to public transit, grocery stores and trendy restaurants. New property, modern look, high-end new appliances (incl. washer & dryer), modern comfortable furniture. Highest standards of cleaning, including proper disinfection of all high-touch areas. All kitchen, bathroom and bedroom supplies for comfortable stay provided. On-site parking is available for a separate fee. High-speed Wi-Fi access, Netflix, cable TV.

Bright Modern Private Oasis Lower-Level 1BR 1BA
Newly renovated private lower-level apartment with 1 BR, 1 BA, full kitchen with living and dining area located downtown in the charming Annex West neighborhood. Ideal for quarantine/isolation Your space: - WiFi (75Mbps) - Cozy heated floors - Unlimited hot water - 2-3 min walk to subway and buses - Work remotely in comfort - Child friendly - 2 55" TV's This quiet corner of downtown Toronto sports lots of restaurants, shops, parks, and beautiful streets steps away.

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins
1,Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2,With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3,Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

Private, Spacious,Separate Entrance, Bath, Parking
My Airbnb is located in a green and safe valley between one of the biggest Toronto parks and Bloor West Village/Junction just steps away from trendy cafes and shops. Our Airbnb has a separate entrance. Stunning biking trails are 2 min walk at Etienne Brule gate and lead to Lake Ontario passing Old Mill or north, James' Gardens. You can see salmon traveling upstream of the Humber River in the Fall.

Stunning Yorkville Townhome Backing onto Park
Situated in the heart of Yorkville, this 3 bedroom 2.5 bathroom townhouse with views overlooking Ramsden Park, is the ideal oasis for families, couples, or people travelling for work. The space features a bright sun-filled interior featuring a gas fireplace, WIFI, Smart TV with all apps and fully equipped kitchen. The home backs onto green space with a wonderful back deck and eating area.

Private Bright "Beach Hill" Lower Guest Suite
Welcome to your cozy guest oasis in the desirable BeachHill neighbourhood! This newly renovated Private 1-bedroom suite offers a perfect blend of modern amenities and classic charm. The open concept living area seamlessly creates a comfortable flow for day-to-day living.
Popular amenities for Midtown family-friendly rentals
Family-friendly home rentals with a hot tub

Year-Round Heated Pool & Hot Tub Family Oasis

The Penty: Luxurious Penthouse with Pool, Hot Tub

The Fort York Flat

Lakeside Condo Studio In Downtown Toronto

Luxury Stay w/phenomenal view!

Toronto's Perfect View Apartment

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

Charming Condo w Parking, CN Tower View & Pool
Family- and pet-friendly home rentals

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

Walk2WorldCup. Lovely Gardens. HighParkHomes ca

Newly Renovated House Sunnybrook Toronto-3parkings

Stylish Yorkville Studio: Near U of T & ROM

Luxurious Annex/Yorkville 1300 Sq Ft & Parking

Stylish Condo-Yonge & Eglinton/Midtown Toronto

One bedroom vacation rental at The Beaches

Comfy Bungalow in Midtown TO
Family-friendly home rentals with a pool

Explore City Life, Pool, Gym, Patio

Modern Condo | Breathtaking Views | CN Tower

2 Brm Luxury Condo Near Eglinton Subway

CN Tower View 4BD Penthouse+Rogers Centre+Parking

Hidden gem in Humber bay shores Toronto w/ parking

Spacious 3BR - Free Parking - 5 min walk to Subway

Downtown Toronto 2 BDR Condo CN Tower/Lake Views

Toronto Vacation | ➊ The One Toronto Villa
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 121 | € 120 | € 125 | € 129 | € 137 | € 150 | € 159 | € 171 | € 157 | € 144 | € 157 | € 130 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals that are family-friendly in Midtown

Total holiday rentals
Explore 850 holiday rentals in Midtown

Verified guest reviews
Over 19,150 verified reviews to help you choose

Pet-friendly holiday rentals
Find 220 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
510 properties have a dedicated workspace

Wifi availability
840 of Midtown holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Midtown rentals

4.8 Average rating
Midtown stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Midtown’s top spots include Casa Loma, Royal Ontario Museum and Christie Pits Park
Destinations to explore
- Flat rentals Midtown Toronto
- Rentals with a fireplace Midtown Toronto
- Rentals with a washing machine and dryer Midtown Toronto
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- Apartment rentals Midtown Toronto
- Bed and breakfasts Midtown Toronto
- Rentals with a firepit Midtown Toronto
- Smoking-friendly rentals Midtown Toronto
- Rentals with outdoor seating Midtown Toronto
- Rentals with an EV charger Midtown Toronto
- Rentals with a sauna Midtown Toronto
- Loft rentals Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Rentals with pools Midtown Toronto
- Rentals with a hot tub Midtown Toronto
- House rentals Midtown Toronto
- Rentals with a cinema Midtown Toronto
- Rentals with a patio Midtown Toronto
- Rentals with lake access Midtown Toronto
- Fitness-friendly rentals Midtown Toronto
- Rentals with breakfast Midtown Toronto
- Private suite rentals Midtown Toronto
- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Toronto City Hall
- Casino Niagara
- Rouge National Urban Park




