
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.

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.
4.9 out of 5 average rating, 329 reviews
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!
4.96 out of 5 average rating, 159 reviews
Cozy 5BR | 4 Bath | 10 Min to DT | Free Parking
Luxurious 5BR/4BA home just 10 mins to downtown Toronto-perfect for family reunions, wedding groups, and large gatherings! Sleeps 12 in comfort with open-concept living, a fully equipped kitchen, 4 Smart TV's, fast Wi-Fi, and a cozy bar area. Enjoy a spacious backyard w/large deck, BBQ, books, board and card games for relaxing nights. Includes free driveway parking, 2 in-unit laundries, keyless self check-in, refined finishes, hotel-quality bedding, and plush towels. Luxury. Comfort. Together.
4.94 out of 5 average rating, 108 reviews
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.
4.77 out of 5 average rating, 402 reviews
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!
4.96 out of 5 average rating, 136 reviews
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.
4.89 out of 5 average rating, 123 reviews
Annex Haven: 1 Bedroom plus Den
This centrally located private space is newly updated with new flooring, furniture, and bathroom. It includes a separate entrance with its own kitchen and laundry. Very quiet residential neighbourhood with old growth trees. Walking distance to Christie subway station or Dupont subway station. Be downtown within 20 minutes. Close to Koreatown and many great restaurants on Bloor Street. 5 min walk to 4 grocery stores and LCBO. Basement space not suitable for people over 6 feet tall.
4.88 out of 5 average rating, 130 reviews
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.
4.92 out of 5 average rating, 221 reviews
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.
4.95 out of 5 average rating, 185 reviews
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.
4.84 out of 5 average rating, 165 reviews
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.
4.98 out of 5 average rating, 229 reviews
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
4.88 out of 5 average rating, 185 reviewsPopular amenities for Midtown family-friendly rentals
Family-friendly home rentals with a hot tub

Large & Bright 2BR+Den in Midtown w/ Free Parking
4.91 out of 5 average rating, 195 reviews
Yorkville Luxury Suite | Pool, Sauna & Gym Toronto
4.98 out of 5 average rating, 105 reviews
Modern Downtown Loft with Private Garden
4.88 out of 5 average rating, 120 reviews
Luxury Downtown Condo For 4 (CN Tower Views)
4.94 out of 5 average rating, 129 reviews
Modern Condo in Downtown Core
4.95 out of 5 average rating, 113 reviews
The Penty: Luxurious Penthouse with Pool, Hot Tub
4.99 out of 5 average rating, 168 reviews
Hot Tub + Trampoline | Fun Backyard Escape
4.98 out of 5 average rating, 107 reviews
Prime location • Amazing views • FREE parking
4.96 out of 5 average rating, 101 reviewsFamily- and pet-friendly home rentals

Stylish Yorkville Studio: Near U of T & ROM
4.85 out of 5 average rating, 246 reviews
Spacious Mid Century w/Patio
4.91 out of 5 average rating, 125 reviews
Private 2BR Home Sleeps 6 Near Subway
4.99 out of 5 average rating, 107 reviews
Vibrant downtown place
4.92 out of 5 average rating, 273 reviews
Wychwood Haven: Spacious Lower Level Apartment
4.87 out of 5 average rating, 102 reviews
Spacious & Vibrant
4.91 out of 5 average rating, 204 reviews
Garden Gem | Central | Walk to City's Best Places.
4.92 out of 5 average rating, 155 reviews
Toronto Island Wonderland View
4.96 out of 5 average rating, 136 reviewsFamily-friendly home rentals with a pool

Bright, spacious luxury basement apartment
4.84 out of 5 average rating, 135 reviews
Good Looking Condo Across from CN TOWER & MTCC
4.85 out of 5 average rating, 142 reviews
Casa Meya - Toronto Poolhouse Villa
4.91 out of 5 average rating, 107 reviews
Luxury Downtown Condo For 6 (Near CN Tower)
4.97 out of 5 average rating, 192 reviews
“CasaDeLeon”- Modern and cozy Lakeview guesthouse
4.89 out of 5 average rating, 116 reviews
Beautiful Condo Across CN Tower and MTCC
4.84 out of 5 average rating, 167 reviews
Luxury Retreat in Yorkville | Pristine Amenities
4.81 out of 5 average rating, 110 reviews
Midtown 1BR | Workspace, Parking + Sofa Bed
4.99 out of 5 average rating, 93 reviewsWhen is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,340 GYD | G$30,758 GYD | G$31,386 GYD | G$34,106 GYD | G$38,081 GYD | G$43,731 GYD | G$38,709 GYD | G$41,638 GYD | G$38,081 GYD | G$34,943 GYD | G$31,804 GYD | G$33,478 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
- Bed and breakfasts Midtown Toronto
- Condo rentals 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 a hot tub Midtown Toronto
- Loft rentals Midtown Toronto
- Private suite rentals Midtown Toronto
- Rentals with breakfast 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
- Toronto Eaton Centre
- Niagara Falls State Park
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Yorkdale Shopping Centre
- Casa Loma
- Sheppard–Yonge Station
- Trinity Bellwoods Park
- York University
- The International Centre
- Enercare Centre
- Coca Cola Coliseum





