
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.

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!

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.

Modern Victorian
Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

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.

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.

Stylish Condo-Yonge & Eglinton/Midtown Toronto
Stay in the heart of Midtown Toronto! This bright, modern condo is steps from Eglinton Station, groceries, shops, and restaurants. Enjoy a sleek kitchen with stone counters and stainless steel appliances, ensuite bathrooms, and a private balcony with city views. Relax with resort-style amenities: indoor pool, hot tub, sauna, gym, BBQ patio, and a Zen garden. Perfect for business or leisure—comfort, style, and convenience all in one place.

Midtown Toronto Condo!
This vibrant midtown building is surrounded by diverse dining options, from restaurants to pubs, all within 1-10 minutes’ walk. The subway is just 5 minutes away, offering quick access to Rogers Centre (15 km) and Scotiabank Arena. A nearby bus stop connects you to the rest of the city. Conveniently, the building provides direct access to a Loblaws supermarket and LCBO through the parking garage. Registration number: STR-2406-HTPBPY
Popular amenities for Midtown family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Retreat in Yorkville | Pristine Amenities

The Penty: Luxurious Penthouse with Pool, Hot Tub

Stylish Downtown Toronto Condo + Free Parking

Breathtaking Hot Tub Oasis 6 Guests 3BR 2WR Firepl

Hot Tub + Trampoline | Fun Backyard Escape

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

Backyard Oasis | Hot Tub & Playground | Near DT

Queen St West world’s coolest site
Family- and pet-friendly home rentals

Stylish Yorkville Studio: Near U of T & ROM

Spacious Mid Century w/Patio

Stunning Yorkville Townhome Backing onto Park

Large Artsy Loft w 30ft Ceilings and Natural Light

A spectacular and authentic loft!

Comfy Oasis In Historic Downtown Neighborhood

Yorkville 29th Floor Celebrity Suite GREAT VIEW

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

Bright, spacious luxury basement apartment

The Snug Oasis - Woodstock (Near Airport)

Midtown Executive Stay

5-Star 2BR/2BA with Pool & Gym | Yonge & Eglinton

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

1Bd+ Den Cozying Apartment in Midtown Toronto

Midtown Penthouse - Toronto City Skyline View

Luxury TIFF District Condo
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,188 GYD | G$30,604 GYD | G$31,229 GYD | G$31,229 GYD | G$33,103 GYD | G$36,434 GYD | G$38,516 GYD | G$41,430 GYD | G$37,891 GYD | G$34,768 GYD | G$31,645 GYD | G$33,311 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
- House rentals Midtown Toronto
- Rentals with pools Midtown Toronto
- Rentals with a patio Midtown Toronto
- Rentals with a home theater Midtown Toronto
- Luxury rentals Midtown Toronto
- Rentals with a fire pit Midtown Toronto
- Bed and breakfasts Midtown Toronto
- Smoking-friendly rentals Midtown Toronto
- Condo rentals Midtown Toronto
- Rentals with a fireplace Midtown Toronto
- Rentals with a washer and dryer Midtown Toronto
- Rentals with lake access Midtown Toronto
- Rentals with outdoor seating Midtown Toronto
- Rentals with an EV charger Midtown Toronto
- Fitness-friendly rentals Midtown Toronto
- Apartment rentals Midtown Toronto
- Rentals with a sauna Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Rentals with a hot tub Midtown Toronto
- Rentals with breakfast 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
- Niagara Falls State Park
- Toronto Eaton Centre
- Scarborough Town Center
- Toronto Zoo
- Niagara Falls
- Nike Square One Shopping Centre
- Exhibition Place
- Trinity Bellwoods Park
- Casa Loma
- Massey Hall
- Sheppard–Yonge Station
- York University
- Enercare Centre
- Coca Cola Coliseum
- The International Centre
- Fallsview Indoor Waterpark
- Dufferin Grove Park





