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

Total holiday rentals
Explore 1,040 holiday rentals in Midtown

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

Pet-friendly holiday rentals
Find 260 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
580 properties have a dedicated workspace

Wifi availability
1,030 of Midtown holiday rentals include wifi 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.

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.

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.

Midtown 1BR | Workspace, Parking + Sofa Bed
Enjoy a comfortable Midtown Toronto stay with a dedicated workspace, high-speed Wi-Fi, flexible sleeping space, and included parking — ideal for couples, solo travellers, small families, or guests combining work and leisure. Restaurants, cafés, and pubs are a short walk away, with the subway only 5 minutes away for easy access to downtown Toronto and major attractions. Loblaws and LCBO are also accessible directly through the building’s parking garage. Registration number: STR-2406-HTPBPY

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!

SpectacularPenthouse VIEWS/ POOL /free Parking
Sparkling clean, lovely Penthouse Unit with panoramic city view. Lots of amenities, great neighbourhood. The building is 2 mins from subway-which leads you to Downtown Toronto- in ten minutes. Lots of amazing restaurants and pubs in the area for your enjoyment and entertainment. There is a gym, salt water pool and sauna on the 4th floor and 24 hour security; a secured parking garage with a spot for guests to park free; and there is additional paid public parking in the underground.

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.

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!

Stylish 1870s Home near Distillery District & Old Toronto
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
Popular amenities for Midtown family-friendly rentals
Family-friendly home rentals with a hot tub

Rooftop Pool Condo with CN Tower View

Luxury Retreat in Yorkville | Pristine Amenities!

Hot Tub + Trampoline | Fun Backyard Escape

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

Luxury Downtown Condo For 4 (CN Tower Views)

Private Cozy Downtown Condo

Yorkville Luxury Suite | Pool, Sauna & Gym Toronto

Canadiana Downtown Condo w/King Bed + Free Parking
Family- and pet-friendly home rentals

Stylish Yorkville Studio: Near U of T & ROM

A spectacular and authentic loft!

Vibrant downtown place

Beautiful Modern Home, Heart of Bayview Village

Toronto Island Wonderland View

Stunning Yorkville Townhome Backing onto Park

Midtown Luxury Yonge/Lawrence Close to Downtown

Admire City Views from Bed at this Chic Apartment
Family-friendly home rentals with a pool

Stunning Skyline View Condo, Steps to CN Tower

Bright, spacious luxury basement apartment

1Bd+ Den Cozying Apartment in Midtown Toronto

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

Stylish Condo-Yonge & Eglinton/Midtown Toronto

Fully furnished XL bachelor unit

Midtown Executive Stay

Midtown Penthouse - Toronto City Skyline View
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $184 SGD | $187 SGD | $190 SGD | $207 SGD | $231 SGD | $265 SGD | $235 SGD | $253 SGD | $231 SGD | $212 SGD | $193 SGD | $203 SGD |
| 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
- Rentals with pools Midtown Toronto
- House rentals Midtown Toronto
- Townhouse rentals Midtown Toronto
- Luxury rentals Midtown Toronto
- Bed and breakfasts Midtown Toronto
- Apartment rentals Midtown Toronto
- Rentals with lake access Midtown Toronto
- Flat 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
- Niagara Falls State Park
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Niagara Falls
- 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





