
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

Luxury CN Tower and Lake View Penthouse Sleeps 10

Modern Downtown Condo Free Parking/ Walk to Lake

Heated Pool-tub Open 365 Days

The Penty: Luxurious Penthouse with Pool, Hot Tub

Lux waterfront condo by Rogers -IndoorPool-Parking

The Fort York Flat

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

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️
Family- and pet-friendly home rentals

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Family Home Near St Clair W and Public Transport

Comfy Oasis In Historic Downtown Neighborhood

Stylish Yorkville Studio: Near U of T & ROM

Stunning Yorkville Townhome Backing onto Park

1300sf unique artists loft. Downtown coach house

Admire City Views from Bed at this Chic Apartment

One bedroom vacation rental at The Beaches
Family-friendly home rentals with a pool

2 Brm Luxury Condo Near Eglinton Subway

Bright, spacious luxury basement apartment

Hidden gem in Humber bay shores Toronto w/ parking

Stylish 1 BDRM/ GYM/WIFI/ Laundry

Luxury condo 2+2 /free parking on Bay Street

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

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST

Enjoy the City Skyline View with Pool & Gym
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
Wi-Fi availability
850 properties include access to Wi-Fi
Destinations to explore
- Rentals with a fireplace Midtown Toronto
- Rentals with a washing machine and dryer Midtown Toronto
- Loft rentals Midtown Toronto
- Apartment rentals Midtown Toronto
- Townhouse rentals Midtown Toronto
- Private suite rentals Midtown Toronto
- Smoking-friendly rentals Midtown Toronto
- Rentals with an EV charger Midtown Toronto
- Bed and breakfasts Midtown Toronto
- House rentals Midtown Toronto
- Rentals with pools Midtown Toronto
- Rentals with outdoor seating Midtown Toronto
- Rentals with a fire pit Midtown Toronto
- Rentals with a hot tub Midtown Toronto
- Rentals with breakfast Midtown Toronto
- Luxury rentals Midtown Toronto
- Condo rentals Midtown Toronto
- Rentals with a patio Midtown Toronto
- Rentals with a home theatre Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Fitness-friendly rentals Midtown Toronto
- Rentals with a sauna Midtown Toronto
- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Niagara Falls State Park
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara