
Family-friendly vacation rentals in Midtown
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Midtown

Total vacation rentals
Explore 1,040 vacation rentals in Midtown

Verified guest reviews
Over 21,570 verified reviews to help you choose

Pet-friendly vacation rentals
Find 260 rentals that welcome pets

Vacation rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
580 properties have a dedicated workspace

Wi-Fi availability
1,030 of Midtown vacation 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 Evergreen Brick Works
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.
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Family Oasis • Near Subway • 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!
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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.
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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.
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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!
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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.
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Charming Apartment with Patio in Midtown Toronto
Beautifully renovated 1-bedroom in a quiet, secure building at Oriole Parkway. Features a brand-new kitchen, modern bathroom, fresh paint, and a spacious private patio perfect for relaxing or entertaining. Steps from Yonge & Eglinton, Eglinton Park, cafés, shops, and transit. Enjoy peaceful living with city convenience - ideal for professionals or couples seeking comfort, style, and location in one of Toronto’s best neighbourhoods. 1 parking spot is available at the property.
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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.
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Spacious Mid Century w/Patio
Adorable Historic Home with Private Patio & BBQ. ♡ 3 bedroom & 1.5 bath (1 King & 2 Queens) ♡ Hotel Inspired Home with Super Fast WIFI ♡ Automated Check in & Check Out ♡ Steps from St. Clair transit line / connects to Subway ♡ 90/100 Walk Score ♡ 100/100 Transit Score ♡ Walking distance to Casa Loma | Rated #1 by BlogTO of Places to Visit in Toronto ♡ Flexible Check in Check out - Message for Details ♡ A/C ♡ Laundry ♡ BBQ & Fully Equipped Kitchen ❤ Book today!
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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.
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Bright Private Basement Suite | 1BR Near Subway
A newly renovated, private lower-level (basement) 1-bedroom, 1-bath suite located in Toronto’s Annex West, just a 3 minute walk to the subway and buses. Bright, quiet, and thoughtfully designed, this self-contained space is ideal for solo travelers, couples, or short business stays. Enjoy heated floors, unlimited hot water, fast Wi-Fi, a full kitchen, and comfortable living and dining areas—steps from restaurants, parks, shops, and beautiful residential streets.
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Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub
A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !
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Popular amenities for Midtown family-friendly rentals
Family-friendly home rentals with a hot tub

SpectacularPenthouse VIEWS/ POOL /free Parking
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Hot Tub + Trampoline | Fun Backyard Escape
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Yorkville Luxury Suite | Pool, Sauna & Gym Toronto
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Luxury Downtown Condo For 4 (CN Tower Views)
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Toronto Pool Retreat
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“CasaDeLeon”- Modern and cozy Lakeview guesthouse
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Private Cozy Downtown Condo
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Canadiana Downtown Condo w/King Bed + Free Parking
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Family- and pet-friendly home rentals

2 Bedroom 2 bathroom Yorkville Condo free Parking.
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Midtown Luxury Yonge/Lawrence Close to Downtown
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Stunning Yorkville Townhome Backing onto Park
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The Robert House: Masterpiece in Harbord Village
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Stylish Yorkville Studio: Near U of T & ROM
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Luxury home with 4 king suites near High Park
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Toronto Island Wonderland View
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A spectacular and authentic loft!
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Family-friendly home rentals with a pool

Toronto Vacation | ➊ The One Toronto Villa
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Bright, spacious luxury basement apartment
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Stunning Skyline View Condo, Steps to CN Tower
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1Bd+ Den Cozying Apartment in Midtown Toronto
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Midtown Penthouse - Toronto City Skyline View
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5-Star 2BR/2BA with Pool & Gym | Yonge & Eglinton
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Midtown 1BR | Workspace, Parking + Sofa Bed
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Stylish Condo-Yonge & Eglinton/Midtown Toronto
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When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,329 GYD | G$30,748 GYD | G$31,375 GYD | G$34,094 GYD | G$38,068 GYD | G$43,716 GYD | G$38,696 GYD | G$41,624 GYD | G$38,068 GYD | G$34,931 GYD | G$31,793 GYD | G$33,467 GYD |
| 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 |
Destinations to explore
- Townhouse rentals Midtown Toronto
- Rentals with pools Midtown Toronto
- House rentals Midtown Toronto
- Luxury rentals Midtown Toronto
- Condo rentals Midtown Toronto
- Bed and breakfasts Midtown Toronto
- Rentals with lake access Midtown Toronto
- Apartment rentals Midtown Toronto
- Rentals with a sauna Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Rentals with breakfast Midtown Toronto
- Rentals with a hot tub Midtown Toronto
- Loft rentals Midtown Toronto
- Private suite rentals Midtown Toronto
- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Niagara Falls State Park
- Toronto Eaton Centre
- Niagara Falls
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Yorkdale Shopping Centre
- Casa Loma
- Trinity Bellwoods Park
- Sheppard–Yonge Station
- York University
- Massey Hall
- The International Centre
- Coca Cola Coliseum





