
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!

Stylish 1870s Home near Distillery District & Old Toronto
Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

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.

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.

Steps to Four Seasons Hotel Yorkville Condo
Unobstructed panoramic view in the heart of upscale Yorkville. Minute walk to Bay subway station, Whole Foods, ROM and U of T and high-end restaurants. Easy parking @ 74 Yorkville for $20 (daytime). Around the corner from Toronto's main luxury shopping hub, Yonge + Bloor. *Upscale neighborhood *Highspeed WIFI *Walk score of 96 *Transit score of 93 *Bike score of 98 (rentable Bixi bikes nearby) *Fully equipped kitchen *Full-sized washer/dryer *Gym in building

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

Backyard Oasis | Hot Tub & Playground
Spacious and family-friendly 4-bedroom home with a private fenced backyard featuring a hot tub, playground, fire pit, and BBQ. Close to downtown Toronto, yet perfect for a relaxing getaway. - Sleeps up to 9 guests - 4 bedrooms, 3 full bathrooms - Free parking and EV charger - Pet-friendly - Crib, high chair, and baby essentials included Need more space? Add our basement suite to accommodate up to 15 guests total.

1Bd+ Den Cozying Apartment in Midtown Toronto
Cozy one bedroom plus a Den apartment in the heart of midtown Toronto (Yonge & Eglinton). 5 min walk to Eglinton subway Station, 15 min commute to downtown. Free underground parking included. Building amenities include: gym, salt water pool, hot tub, sauna, steam room, outdoor patio + BBQs. There is Loblaws (grocery) and LCBO (liquor) at the main floor with direct access to the building. Great restaurants nearby.
Popular amenities for Midtown family-friendly rentals
Family-friendly home rentals with a hot tub

The Penty: Luxurious Penthouse with Pool, Hot Tub

**30%OFF** Lake view property ❤️ of downtown

Modern Downtown Loft with Private Garden

Fort York- Lake View Studio Condo + Indoor Parking

Large & Bright 2BR+Den in Midtown w/ Free Parking

Luxury Downtown Condo For 4 (CN Tower Views)

Luxury 1 Bedroom Suite In Heart Of Toronto

Lakeside Downtown Condo for upto 4 ppl
Family- and pet-friendly home rentals

Sun-Filled Two-Storey Loft | 15 Minute FIFA Walk!

Toronto Island Wonderland View

Stunning Yorkville Townhome Backing onto Park

Spacious Mid Century w/Patio

Huge Artist Loft Coach House Downtown w/ Parking

Admire City Views from Bed at this Chic Apartment

King West Triplex Main FLR PVT APT 1 BDRM Parking

3 Bed Downtown Toronto CN Tower Financial District
Family-friendly home rentals with a pool

Lux amenities/fast WIFI/walking to sub Yorkville

Stunning Skyline View Condo, Steps to CN Tower

2 Brm Luxury Condo Near Eglinton Subway

Bright, spacious luxury basement apartment

Stylish Condo-Yonge & Eglinton/Midtown Toronto

Beautiful Yorkville Luxury Condo

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

2BR Across from CN Tower & MTCC
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 AUD | $209 AUD | $214 AUD | $214 AUD | $226 AUD | $249 AUD | $263 AUD | $283 AUD | $259 AUD | $238 AUD | $216 AUD | $228 AUD |
| 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 accommodation
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

Wi-Fi availability
950 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 Royal Ontario Museum, Casa Loma, and Evergreen Brick Works
Destinations to explore
- Loft rentals Midtown Toronto
- Private suite rentals Midtown Toronto
- Rentals with a sauna Midtown Toronto
- Rentals with lake access Midtown Toronto
- Rentals with pools Midtown Toronto
- Condo rentals Midtown Toronto
- Townhouse rentals Midtown Toronto
- Apartment rentals Midtown Toronto
- Rentals with a patio Midtown Toronto
- Rentals with a home theatre Midtown Toronto
- Bed and breakfasts Midtown Toronto
- Rentals with breakfast Midtown Toronto
- Luxury rentals Midtown Toronto
- Smoking-friendly rentals Midtown Toronto
- Fitness-friendly rentals Midtown Toronto
- House rentals Midtown Toronto
- Rentals with a hot tub Midtown Toronto
- Rentals with an EV charger Midtown Toronto
- Rentals with a fire pit Midtown Toronto
- Rentals with a fireplace Midtown Toronto
- Rentals with a washing machine and dryer Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Rentals with outdoor seating Midtown Toronto
- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls
- Casa Loma
- Massey Hall
- Scarborough Town Center
- York University
- Casino Niagara
- Fallsview Indoor Waterpark
- Dufferin Grove Park





