
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.

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!

Uptown Separate Bright Suite ( Free Parking )
Great private and quiet bright furnished basement suite(just 6 steps under street level) with separate entrance in a classy and safe Bedford Park neighborhood in central Toronto,12 min walk to Lawrence subway station,2 min to bus station,3 min to Loblaws(best Canadian grocery store), 2 min walk to Yonge street with shops, bars and the best restaurants ,18 min drive to Pearson int airport and tennis courts nearby. Our place is perfect for couples, solo adventurers and business travelers.

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.

Midtown Luxury Yonge/Lawrence Close to Downtown
Located in the upscale Yonge & Lawrence Village in Midtown Toronto. Steps to Yonge St. bus, 5 min walk to the Subway. The heart of the city is within minutes. There are several restaurants, coffee shops, pubs & bars within a 1-5 min walk. Public tennis courts, parks. The suite is completely self-contained. We live on the main floor above, we are usually available help. There is a 75"Samsung TV, 2 Extra large washers and 2 Extra large Gas dryers for all of your laundry needs.

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.

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)
Pamper yourself with everything Yorkville has to offer with this professionally decorated, NYC inspired condo at the heart of Toronto's most exclusive address with complimentary valet parking. Queen size bed, sofa bed in living room, 2 person bar table, work station and a 55" Smart TV to accommodate all your needs. Contemporary art by local artist throughout with high end furniture and Miele appliances. South facing lake/city views through expansive floor to ceiling windows.

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.

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.
Popular amenities for Midtown family-friendly rentals
Family-friendly home rentals with a hot tub

The Penty: Luxurious Penthouse with Pool, Hot Tub

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

The Farmer's Cottage

The Fort York Flat

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

Luxury Downtown Condo For 6 (CN Tower View)

Stylish 1BR/2 bed CN Tower view, Free Parking

Fireplace High-Floor w/ Balcony, Near CN Tower
Family- and pet-friendly home rentals

Chic Garden Suite. Walk to City's Best Areas.

Family Home Near St Clair W and Public Transport

A spectacular and authentic loft!

Comfy Oasis In Historic Downtown Neighborhood
Garden Home @ Trinity Bellwoods Park

One bedroom vacation rental at The Beaches

Yorkville 29th Floor Celebrity Suite GREAT VIEW

Vibrant downtown place
Family-friendly home rentals with a pool

City Views, Pool & Gym Access, Prime Location

The Homelands Suite, 2 Bedroom with Pool.

Hidden gem in Humber bay shores Toronto w/ parking

Bright, spacious luxury basement apartment

Beautiful Yorkville Luxury Condo

Charming Condo w Parking, CN Tower View & Pool

Boutique 1BR | Parking•Subway | Pool•Gym•Sauna

Modern 2 Storey Condo w/ outdoor pool
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $239 NZD | $236 NZD | $246 NZD | $254 NZD | $270 NZD | $297 NZD | $314 NZD | $338 NZD | $309 NZD | $283 NZD | $258 NZD | $271 NZD |
| 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 900 holiday rentals in Midtown

Verified guest reviews
Over 20,000 verified reviews to help you choose

Pet-friendly accommodation
Find 240 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
540 properties have a dedicated workspace

Wi-Fi availability
890 of Midtown holiday rentals include Wi-Fi 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
- Rentals with a home theatre Midtown Toronto
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- Rentals with lake access Midtown Toronto
- Rentals with an EV charger Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Bed and breakfasts Midtown Toronto
- Rentals with a fire pit Midtown Toronto
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- Rentals with outdoor seating Midtown Toronto
- Rentals with a patio Midtown Toronto
- Apartment rentals Midtown Toronto
- House rentals Midtown Toronto
- Rentals with a sauna Midtown Toronto
- Townhouse rentals Midtown Toronto
- Rentals with pools Midtown Toronto
- Smoking-friendly rentals Midtown Toronto
- Loft rentals Midtown Toronto
- Rentals with breakfast Midtown Toronto
- Rentals with a hot tub Midtown Toronto
- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Downsview Park
- York University
- Toronto City Hall




