Holiday rentals in Midtown

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Top-rated holiday rentals in Midtown

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Top guest favourite
An open living area features a light-colored sofa covered with a protective cover, a coffee table, and a flat-screen TV mounted on the wall. Natural light enters through large windows dressed with sheer curtains, complementing the warm wood tones of the flooring.
Guest suite in Oakwood Village
4.93 out of 5 average rating, 56 reviews

Chic Midtown Toronto Suite / Newly Renovated

Welcome to our stylish and newly renovated suite located in the trendy St. Clair Avenue West area of Midtown Toronto! The suite features a spacious bedroom with a plush queen-sized bed, a fully equipped kitchen with brand-new appliances, and a sleek bathroom with a luxurious rain shower. Enjoy the convenience of being just steps away from top restaurants, cafes, and shopping in one of Toronto’s most vibrant neighbourhoods. 20 minutes walk to St. Clair West station, 5 minutes to the streetcar.

Guest favourite
A modern kitchen area is showcased with sleek cabinetry and high-end appliances. A dining table with four chairs is positioned beside the kitchen. A large TV sits on a console, complementing the open layout and bright, welcoming atmosphere.
Apartment in Yonge-Eglinton
4.91 out of 5 average rating, 69 reviews

Modern Midtown Toronto Retreat at Yonge & Eg

Welcome to your modern midtown luxury retreat! Brand new high-end skyrise located in the heart of Toronto's vibrant Yonge & Eg neighborhood. Perfect for professionals and families looking for a central location with easy access to anywhere in Toronto. Situated right at the intersection of Yonge & Eglinton with instant access to subway, restaurants, cafes, shopping malls, grocery stores, and public parking. No expense spared as this suite is packed with all the modern amenities & 1-GB WIFI speed.

Top guest favourite
A bright living room is filled with natural light, featuring a cozy couch and two large cushions arranged on the floor. A round coffee table sits at the center, adorned with decorative objects. Green plants add a touch of nature, complemented by light, airy curtains.
Flat in Annex
4.98 out of 5 average rating, 47 reviews

Sundrenched 1BR Downtwn Apt-Views & Free O/N Prkng

THE ANNEX OASIS Monthly Rental for Dec, Jan & Feb Unwind on a lush, rainforest-inspired balcony with sweeping downtown views - steps from cafes, trendy shops & restaurants, culture & UofT. Our spacious 1-BD home in Annex blends comfort, charm & location. ➜ 3-min walk to St. George Subway & UoFT ➜ Free overnight street parking ➜ Complimentary breakfast snacks, coffee & tea ➜ 2 workstations+high-speed WiFi ➜ 60" Home Theater Smart TV ➜ Beautiful sunsets from balcony Your homestay in Toronto.

Top guest favourite
The living room contains a comfortable gray sofa adorned with decorative pillows and a low coffee table. A large smart TV is positioned on a stand, while a light-filled window provides views of the neighborhood. Green plants add a touch of nature to the space.
Guest suite in Davisville Village
5 out of 5 average rating, 44 reviews

Perfect Midtown Pied-à-terre

Welcome to our cozy Midtown home! You have the entire main floor suite where you can relax and recharge. Enjoy the open plan living room with smart TV, dining nook, and full-size, fully equipped kitchen. Two bedrooms, one with a queen-sized bed and walk-in closet and one with a desk and double-size sofa bed, make this a perfect live/work space. You're in a neighbourhood with restaurants, grocery stores, pubs, bars, shopping, parks, and a movie theatre - all within 15 minutes' walking distance.

Top guest favourite
A comfortable living area features a spacious sectional couch adorned with orange and white cushions. A dark coffee table is positioned in front, displaying a few decorative items, while a large television is mounted on the wall. Natural light floods through the glass doors leading to the terrace.
Apartment in North Toronto
4.97 out of 5 average rating, 112 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!

Top guest favourite
A modern living space features large windows allowing natural light, with city views in the background. Comfortable seating arrangements include a grey sofa and an armchair. A wooden dining table with four chairs occupies the center, alongside a decorative plant enhancing the ambiance.
Apartment in North Toronto
5 out of 5 average rating, 39 reviews

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

Welcome to your high-floor stylish 2-bedroom, 2-bathroom condo in the heart of Toronto! Now accepting bookings through December. Enjoy the indoor pool, gym, hot tub, sauna, steam room, and one free parking spot. Loblaws is downstairs, and GoodLife is across the street. Cafes, restaurants, and parks are within a 2-minute walk. The subway is steps away. The unit includes fast Wi-Fi, Netflix, full kitchen, and in-suite laundry — perfect for work trips, weekend getaways, or extended stays.

Superhost
A modern dining area is highlighted by a wooden table accompanied by four metal stools. Above, a stylish light fixture with multiple bulbs adds warmth to the space. A spacious living area with large windows can be seen in the background, offering an abundance of natural light.
Apartment in North Toronto
4.81 out of 5 average rating, 67 reviews

Luxury Midtown Condo with Pool and Gym, Parking

We are hosting guests in this property for more than 2 years, however we had to create a new listing to comply with city regulations. You can find all of our reviews in our old listing: https://www.airbnb.ca/hosting/listings/editor/53566665/view-your-space Enjoy a stylish experience at this centrally located, large, and elegant unit in a brand new condominium with magnificent views. Free parking + pool gym + hot tub. This 1 bedroom + Den unit is located in the heart of midtown Toronto.

Top guest favourite
A stylish living room is filled with various plants and natural light. A comfortable sofa is flanked by two chairs, with a small coffee table in front. A large artwork is displayed on the wall, and a decorative rug is laid on the floor.
Flat in Annex
5 out of 5 average rating, 42 reviews

Grande Victorian Retreat

Enjoy a stylish, luxury experience at this centrally located apartment on the main floor of a Victorian home. Walking distance to CasaLoma, Royal Ontario Museum, University of Toronto, Yorkville Village Shopping! Only a 2 minute walk to the TTC. The space Living Room: Smart TV and High-speed internet. Bedroom: Queen-sized bed, large walk-in closet, Smart TV. Kitchen: Fully-stocked to make your extended stay feel like home. Bathroom: Large walk-in shower, Washer dryer unit.

Top guest favourite
The open-space living area features a large leather sofa facing a flat-screen TV, with a dining table and chairs nearby. A modern kitchen with high-end appliances is visible in the background, complemented by bright, recessed lighting throughout the space.
Flat in Davisville Village
4.95 out of 5 average rating, 157 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.

Guest favourite
A bright bedroom features a queen-sized bed with soft linens, set against a large window that allows natural light to fill the space. A round mirror hangs on the wall above a sleek dresser, and a small plant adds a touch of greenery.
Apartment in North Toronto
4.85 out of 5 average rating, 120 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.

Top guest favourite
A modern living area is highlighted by a light-colored sectional sofa and a round wooden coffee table. Natural light fills the space from large windows, while a decorative plant adds a touch of greenery. An open kitchen is visible in the background, featuring contemporary appliances.
Home in Yonge-Eglinton
5 out of 5 average rating, 46 reviews

3 Min to Subway | Free Parking* | Free Laundry

Welcome to The Eglinton, conveniently located 3 minutes walk to trendy Restaurants & Bars, Grocery, and Transit — 🏙️ 15 mins transit to Downtown (Bloor Stn), 20-40 mins to Financial District, CN Tower, Ripleys, ROM, UofT + Super Fast Wifi (up to 1.5 Gbps) + Free ensuite Washer & Dryer + Smart TVs (2x) + Extra Monitors in workstation (2x) + Central A/C and Heating + Fully equipped Kitchen + Memory foam mattresses + Keurig Coffee Maker W/Pods

Top guest favourite
A spacious living area is featured with a dark sectional sofa adorned with textured cushions. A round coffee table, topped with a decorative bowl and books, complements the soft area rug beneath. Natural light filters through large windows, illuminating the neutral walls and decor.
Flat in Wychwood
4.94 out of 5 average rating, 67 reviews

Modern 1-Bedroom Loft

Experience the city like a local in this unique professionally designed space. This large, bright, airy space boasts 14 ft ceilings and has in-suite heating and AC. We are centrally located (steps away from Casa Loma and downtown) with plenty of options for food, drinks, and local shops. The area has excellent walkability and great transit access. 24km from/to Pearson Airport and 6km from/to Billy Bishop Airport

Popular amenities for Midtown holiday rentals

When is the best time to visit Midtown?

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Quick stats about holiday rentals in Midtown

  • Total holiday rentals

    Explore 2,870 holiday rentals in Midtown

  • Verified guest reviews

    Over 75,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    850 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 530 rentals that welcome pets

  • Holiday rentals with a pool

    340 properties feature pools

  • Rentals with dedicated workspaces

    1,530 properties have a dedicated workspace

  • Wifi availability

    2,810 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 Casa Loma, Royal Ontario Museum and Christie Pits Park

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