
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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Midtown family-friendly rentals
Family-friendly home rentals with a hot tub

The Penty: Luxurious Penthouse with Pool, Hot Tub

Heated Pool-tub Open 365 Days

RentX|Yorkville Suite /1-Bed/Gym/Pool

Luxury Home in Trinity Bellwoods | Hot Tub

Stylish Downtown Toronto Condo with Free Parking

Artsy and Comfy Home with a View

Breathtaking Hot Tub Oasis 9 Guest 4BR 3WR Firepl

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST
Family- and pet-friendly home rentals

Modern Luxury condo 2B+2B at Yonge and Eglinton

Main fl Annex, private garden oasis, welcome dogs!

Family Home Near St Clair W and Public Transport

Toronto Island Wonderland View

The Gallery

Guest suite 10min to subway w kitchen-FREE parking

Comfy Bungalow in Midtown TO

Midtown Luxury Yonge/Lawrence Close to Downtown
Family-friendly home rentals with a pool

Luxury Spa Escape w/ Pool & Jacuzzi + Private Chef

Bright, spacious luxury basement apartment

Hidden gem in Humber bay shores Toronto w/ parking

King West Triplex Main FLR PVT APT 1 BDRM Parking

Luxury condo 2+2 /free parking on Bay Street

Luxury 1BR Executive Condo • Panoramic City Views

Luxury City Vacation Getaway

Toronto Vacation | ➊ The One Toronto Villa
Quick stats about holiday rentals that are family-friendly in Midtown
Total rentals
860 properties
Total number of reviews
18K reviews
Pet-friendly rentals
220 properties allow pets
Rentals with a pool
80 properties have a pool
Rentals with dedicated workspaces
530 properties have a dedicated workspace
Wifi availability
850 properties include access to wifi
Destinations to explore
- House rentals Midtown Toronto
- Rentals with a fireplace Midtown Toronto
- Rentals with a washing machine and dryer Midtown Toronto
- Rentals with an EV charger Midtown Toronto
- Rentals with a cinema Midtown Toronto
- Rentals with breakfast Midtown Toronto
- Rentals with outdoor seating Midtown Toronto
- Townhouse rentals Midtown Toronto
- Rentals with a hot tub Midtown Toronto
- Flat rentals Midtown Toronto
- Rentals with a firepit Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Fitness-friendly rentals Midtown Toronto
- Rentals with a patio Midtown Toronto
- Apartment rentals Midtown Toronto
- Luxury rentals Midtown Toronto
- Private suite rentals Midtown Toronto
- Rentals with pools Midtown Toronto
- Smoking-friendly rentals Midtown Toronto
- Loft rentals Midtown Toronto
- Rentals with a sauna Midtown Toronto
- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- Financial District
- Exhibition Place
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- BMO Field
- Niagara Falls State Park
- Casa Loma
- Legends on the Niagara Golf Course
- Dufferin Grove Park
- Royal Ontario Museum
- Jackson-Triggs Niagara Estate