
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.

Luxury Yorkville Escape | Condo in Prime Location
Discover refined living in this beautifully furnished apartment in Yorkville Toronto’s most glamorous & exclusive neighborhood. With new furniture & modern appliances, this space blends comfort with sophistication. Step outside and find yourself surrounded by luxury boutiques, acclaimed restaurants, chic cafes, & world-class art galleries. With Bay subway station just a 3 minute walk away, the entire city is at your fingertips. Elevate your lifestyle in a place where elegance meets convenience.

Spacious 6–8, Parking, Perfect for World Cup
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!

Cozy small newly built Toronto Islands getaway
Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Spacious Midtown Suite, Clean, Bright, Near Subway
Renovated, spacious (1000 sqft), private basement suite in vibrant midtown, just a 5-min walk to Yonge-Eglinton Subway and 10 min ride to downtown. Clean, bright, and elegantly furnished, this suite features free parking, high-speed WiFi for remote work, and a comfortable Queen bed plus a sofa bed, ideal for 4 adults or 2 adults & 3 kids. Enjoy a sparkling, modern bathroom and easy access to top restaurants, theatres, and grocery stores. Perfect for families, couples, or business travelers.

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!

Contemporary Apt in Central Toronto
Ultimate modern living in this exquisite, newly renovated suite nestled in the heart of central Toronto! This immaculate unit features 2 bedrooms, 3 beds, and a stylish 3-piece bathroom. Discover vibrant Midtown and Yonge/Eglinton, with superb restaurants, cafes and picturesque parks/ walking trails at your fingertips. Commuting is a breeze with a TTC bus stop conveniently situated right in front of your doorstep, or take a leisurely ten-minute stroll to reach Eglinton Subway Station.

Toronto Island Wonderland View
Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

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.

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.

The Bubble Glamping Dome
Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Lawrence Park 2B/2Ba Bsmt Apt|Parking| Near Subway
This charming old English Tudor style house is located in one of Toronto's most prestigious neighborhood - Lawrence Park South. Walking out to Yonge St in 1 min. Parks, shops & Subway(10 mins walk). This cozy suite is newly renovated basement with Queen-size Bed rooms, modern finishes, and excellent lighting throughout - 2 Bedroom plus 2 full bathroom, Full kitchen, dinning, great for 4 guests.
Popular amenities for Midtown family-friendly rentals
Family-friendly home rentals with a hot tub

2 Brm Luxury Condo Near Eglinton Subway

The Penty: Luxurious Penthouse with Pool, Hot Tub

Ravine Paradise ! heated pool and hot tub!

The Fort York Flat

Stylish Condo | Walk to BMO Field + Free Parking

Beautiful Lake View Studio Condo + 1 free Parking

Charming Condo w Parking, CN Tower View & Pool

Luxury TIFF District Condo
Family- and pet-friendly home rentals

Newly Renovated House Sunnybrook Toronto-3parking

Victorian Home Downtown Toronto, Cabbagetown

Stylish Yorkville Studio: Near U of T & ROM

Stunning Yorkville Townhome Backing onto Park

Spacious Mid Century w/Patio

Admire City Views from Bed at this Chic Apartment

Trendy & Cozy 1BD Condo in the Heart of Toronto

Yorkville 29th Floor Celebrity Suite GREAT VIEW
Family-friendly home rentals with a pool

Lux amenities/fast WIFI/walking to sub Yorkville

The Luxe Escape | Premium 1BR in Yorkville | Gym

Stunning Skyline View Condo, Steps to CN Tower

Bright, spacious luxury basement apartment

Stylish Condo-Yonge & Eglinton/Midtown Toronto

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

2BR Across from CN Tower & MTCC

Custom Luxury 2BR | Marble Pool | Games | Fire Pit
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £107 | £108 | £111 | £111 | £117 | £129 | £136 | £147 | £134 | £123 | £112 | £118 |
| 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 960 holiday rentals in Midtown

Verified guest reviews
Over 20,120 verified reviews to help you choose

Pet-friendly holiday rentals
Find 230 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
560 properties have a dedicated workspace

Wifi availability
950 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 Royal Ontario Museum, Casa Loma and Evergreen Brick Works
Destinations to explore
- Rentals with a fireplace Midtown Toronto
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- Rentals with pools Midtown Toronto
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- Rentals with a hot tub Midtown Toronto
- Loft rentals Midtown Toronto
- Rentals with a firepit Midtown Toronto
- Rentals with a patio Midtown Toronto
- Private suite rentals Midtown Toronto
- Bed and breakfasts Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Rentals with outdoor seating Midtown Toronto
- Luxury rentals Midtown Toronto
- Rentals with an EV charger Midtown Toronto
- Rentals with breakfast Midtown Toronto
- House rentals Midtown Toronto
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- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Downsview Park
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- York University
- Niagara Falls





