
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 960 vacation rentals in Midtown

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

Pet-friendly vacation rentals
Find 230 rentals that welcome pets

Vacation rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
560 properties have a dedicated workspace

Wi-Fi availability
950 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 Royal Ontario Museum, Casa Loma, 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.

Modern Midtown Manor
Feel taken away from the city in this modern basement apartment. The 2-bedroom unit is equipped with a fully stocked kitchen, living room, dining area, office space, and laundry facilities. It is located in a quiet area of Midtown Toronto and gives you access to all amenities, including restaurants and grocery stores, and is a 10 minute walk from both the Young and Eglinton subway lines. Note: there is no air conditioning, but the apartment is cool and large fans are provided just in case.

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.

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.

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!

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.

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

Beautiful High Rise View Condo W/Pool&Free Parking

Backyard Oasis | Hot Tub & Playground | Near DT

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

The Penty: Luxurious Penthouse with Pool, Hot Tub

Modern Downtown Loft with Private Garden

Lakeside condo/Pool/Rooftop Hottub/ParkingFIFAzone

Toronto Pool Retreat

Midtown Penthouse - Toronto City Skyline View
Family- and pet-friendly home rentals

Stylish Loft in Midtown Toronto

Newly Renovated House Sunnybrook Toronto -3parking

Charming Apartment with Patio in Midtown Toronto

Toronto Island Wonderland View

A spectacular and authentic loft!

Comfy Oasis In Historic Downtown Neighborhood

Stylish Yorkville Studio: Near U of T & ROM

Stunning Yorkville Townhome Backing onto Park
Family-friendly home rentals with a pool

Lux amenities/fast WIFI/walking to sub Yorkville

2 Brm Luxury Condo Near Eglinton Subway

Modern New 2Bd 2Ba+Den Condo with Balcony

Bright, spacious luxury basement apartment

Luxe Cozy Downtown 1BR Condo w/Views&Free Parking

Luxury Condo 2 Bed 2 Wash Heart of Yorkville

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

Private balcony + pool & hot tub & great view
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,288 GYD | G$30,706 GYD | G$31,332 GYD | G$31,332 GYD | G$33,212 GYD | G$36,555 GYD | G$38,643 GYD | G$41,568 GYD | G$38,017 GYD | G$34,883 GYD | G$31,750 GYD | G$33,421 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
- Rentals with a patio Midtown Toronto
- Rentals with a home theater Midtown Toronto
- Luxury rentals Midtown Toronto
- Bed and breakfasts Midtown Toronto
- Smoking-friendly rentals Midtown Toronto
- Rentals with a fire pit Midtown Toronto
- Condo rentals Midtown Toronto
- Rentals with a fireplace Midtown Toronto
- Rentals with a washer and dryer Midtown Toronto
- Rentals with outdoor seating Midtown Toronto
- Rentals with lake access Midtown Toronto
- Rentals with an EV charger Midtown Toronto
- Apartment rentals Midtown Toronto
- Fitness-friendly 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
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Union Station
- Metro Toronto Convention Centre
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Toronto Zoo
- Scarborough Town Center
- Exhibition Place
- Nike Square One Shopping Centre
- Niagara Falls
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Massey Hall
- Enercare Centre
- York University
- Sheppard–Yonge Station
- Coca Cola Coliseum





