Vacation rentals in Midtown Toronto, Old Toronto

A rooftop terrace features an expansive seating area with grey wicker furniture arranged around a central table. Lush greenery outlines the space, providing a vista of the city skyline under a partly cloudy sky.

4.96 out of 5 average rating, 45 reviews

Ambient Vibe Downtown | CN Tower + Lake View Condo

AlonaRating, 5 stars1 month ago

We had an absolutely fantastic time staying in Zahra’s place. From start to finish, everything exceeded our expectations. The communication with Zahra was smooth and prompt, making the booking, check in at check out process hassle-free. It is highly recommended!

4.93 out of 5 average rating, 54 reviews

A serene master bedroom features a spacious bed dressed in light linens, complemented by minimalist decor. Large windows provide views of the lake, while a bright soaking tub is positioned nearby, surrounded by greenery for a refreshing touch.

Home in Brampton

Modern Lakefront Cottage In The City With Hot Tub

JuliaRating, 5 stars2 weeks ago

We had a fantastic stay and would be more than happy to come again! The host was extremely nice and caring and the house is absolutely fabulous. From the views outside to the interior decorating this place was a dream come true. Thank you for having us!

The living area features a sectional sofa adorned with cushions, a round dining table, and a backdrop of large windows displaying city views. An exposed brick wall adds character, while a hanging planter and stylish light fixtures enhance the space. A TV is mounted on the wall, complemented by a sleek media console.

4.83 out of 5 average rating, 41 reviews

Jungle Made of Concrete: Free Parking & City View

CatharineRating, 5 stars1 month ago

I was forced to book a 2nd property last minute after another host accepted our reservation request despite not being able to accommodate the check in time needed (early/immediate). The initial host charged me for their apartment before informing me that they couldnt allow for the early check in that was specifically mentioned during booking, thus rendering that reservation basically useless. I decided to put my faith in Air BnB to recover the funds for me, and focused on securing last minute accommodations with a host who was able/willing to work with our need to check in more or less that very moment. Thats when I found Cecilia's apartment. It came with a free parking space which was a huge bonus, and was just steps from my orinigal booking (exactly where i needed to be). I reached out to her directly without initiating any reservation, and Cecilia respon promptly. She invited me to come straight away and sent check in instructions just as quickly. Cecilia was fantastic! Thanks!!

4.91 out of 5 average rating, 22 reviews

Home in Lawrence Park

Upscale Home in Lawrence Park [With Yoga Room]

BenRating, 5 stars3 weeks ago

This was by far the most incredible stay we have ever had. We are so appreciative for our hosts going above and beyond, and providing us with such an incredible environment. They made us feel like family. My goodness. Thank you, thank you, thank you. 🤍🤍🤍

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What guests are saying

The Laneway Suite

5 out of 5 average rating, 44 reviews1 week ago

The Laneway Suite served as my serene refuge amidst the ongoing renovations next to my Toronto apartment. Hosts Stefan, John, and Paula exemplified exceptional hospitality, providing a quiet sanctuary on a quaint lane in the culturally vibrant Koreatown and Christie Pits neighbourhood. Their accommodation struck a perfect balance of privacy and accessibility, steps away from an array of local bars, eateries, and cultural hotspots. Their attentiveness was evidenced by the immaculate condition of the suite upon arrival and the delightful addition of homemade cookies. This hidden gem not only offered respite but also a chance to reconnect with the city's dynamic offerings. Close to Christie station and a myriad of local attractions, it proved ideal for both relaxation and exploration. I wholeheartedly recommend this two-bedroom suite, especially for groups seeking both tranquility and convenience in the heart of Toronto.

Home in Midtown

What guests are saying

2 level spacious apartment by the lake

5 out of 5 average rating, 40 reviews2 weeks ago

This place is out of this world! Two levels, lots of beautiful and modern furnishings, as well as situated in a very desirable neighbourhood. Ciara was very quick to respond to our questions and extremely flexible in accommodating a specific request. Upon our departure, Ann quickly followed up with me to ensure everything was to our liking. Both Ciara and Ann provided beautiful lodgings and impeccable customer service. We will definitely stay there again!

Home in The Beaches

What guests are saying

Hotel Inspired Relaxing Oasis w/Parking

4.87 out of 5 average rating, 53 reviews1 week ago

We had a wonderful one-month stay at Anna’s place! The home was clean, comfortable, and had everything we needed for a long-term stay. The neighborhood was fantastic—quiet, safe, and filled with lots of great food spots just a short walk away. Anna was a lovely host—responsive, kind, and always helpful whenever we had questions. We truly felt at home and would happily stay here again. Thank you, Anna, for your hospitality!

Home in Toronto

What guests are saying

Detox retreat

4.86 out of 5 average rating, 35 reviews2 months ago

Words cannot begin to describe how accomodating and caring the hosts have been during my stay. The place is beautiful and the neighborhood is very clean, quiet, residential and the neighboors are sweet as well. The hosts are very responsive and they make sure that your stay is comfortable and smooth. This is an airbnb that I definitely recommend, it feels like home and it’s worth every penny, if not more! Thank you again to the both of you, i’ll definitely book again when i’m in the area!

Apartment in Richmond Hill

What guests are saying

Beachy bungalow

5 out of 5 average rating, 29 reviews1 day ago

we have had an amazing week. Dayle was a great host, offering recommendations and checking in that everything was ok. The bungalow is in a great location with lovely walks by the lake. Easy to get around and especially the location to the go train. The bungalow had everything that is needed for a great stay. We will definitely be booking again when we next come over

Bungalow in Pickering

What guests are saying

Modern Toronto Townhome by the Lake - Free Parking

4.95 out of 5 average rating, 21 reviews3 weeks ago

Nicely decorated. Very clean and comfortable bedrooms. Full bathroom per bedroom. Excellent location right off QEW. Near Lakeshore and Humber area parks with views from nearby restaurants of the city. Lots of great local restaurants. Easy access to highway if travelling outside of Toronto. Close to airport and downtown. Parking for 2 cars was appreciated. Excellent hangout living spaces. Lots of stairs it is a tall townhouse. Host was very friendly and easy to communicate with. Thank you for great stay!

Townhouse in Mimico

What guests are saying

Stunning Bright 2+ Bdrm Luxury w/Free Parking

4.7 out of 5 average rating, 93 reviews3 months ago

This is our second time staying here, and Arti's place was perfect for our group of 3 adults, a toddler and a baby. The Beltway proved to be a wonderful alternative to walking on icy sidewalks our first evening and had a wonderful peaceful ambiance as opposed to roads and traffic. The place is exactly as advertised and we would not hesitate to stay here again.

Home in Midtown

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Popular amenities for Midtown Toronto, Old Toronto vacation rentals

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Free parking on premises

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Stay near Midtown Toronto, Old Toronto's top sights

Little Italy296 locals recommend

Royal Ontario Museum2,332 locals recommend

Art Gallery of Ontario2,262 locals recommend

Kensington Market1,698 locals recommend

Casa Loma1,217 locals recommend

Sunnybrook Health Sciences Centre25 locals recommend

Other great vacation rentals in Midtown Toronto, Old Toronto

An open kitchen and living area is presented, featuring sleek, modern cabinetry and appliances. A dining table with seating for four is visible, alongside a black leather couch. Natural light filters through large windows, highlighting the warm wooden flooring and decorative green plants.

5 out of 5 average rating, 5 reviews

The Snug 1+1 Suite w/ Free Parking

Paul LRating, 5 stars4 days ago

Excellent apartment everything is close the host responds to any h it's really appreciated

5 out of 5 average rating, 9 reviews

The exterior of a two-story brick townhouse is visible, featuring a blend of light and dark brick. A welcoming set of stairs leads to a front door, flanked by large windows that allow natural light. Neatly landscaped flower beds add a touch of color.

Home in Oak Ridges

Charming Home near Bond Lake—Entire Main Level

DannyRating, 5 stars2 months ago

Booked the place to host a respected guest. He likes it immediately and is really appreciative. Too bad the place was not available for my guest's extended stay. Will return for sure.

4.75 out of 5 average rating, 4 reviews

The kitchen features modern cabinetry and a sleek countertop made of speckled granite. Stainless steel appliances include a refrigerator, oven, and dishwasher. A coffee maker is positioned for easy access, and natural light filters through the window above the sink.

Home in Brampton

My Charming Getaway

MichelleRating, 5 stars8 months ago

The unit was as described in the ad. Very clean and well maintained. The host followed up to ensure we were checked in ok and she always responded in a timely manner. .

A spacious balcony offers sweeping views of downtown Toronto, showcasing urban landscapes and distant skyline features. Large glass panels create an unobstructed line of sight, while the building's modern architecture is evident in the design. Bright blue skies complement the cityscape.

4.8 out of 5 average rating, 81 reviews

Stylish Condo Heart of Downtown

BrayhanRating, 5 stars1 day ago

I had a great stay at this downtown Toronto apartment. Aliyah was a great host—she provided very clear and helpful instructions that made check-in and the entire stay smooth. The location is fantastic—walking distance to my meetings, with plenty of restaurant options and a cozy coffee shop nearby. The apartment itself was clean, comfortable, and had everything I needed. Highly recommend this place if you’re visiting Toronto and want to stay in a convenient, central location with a reliable host!

5 out of 5 average rating, 3 reviews

The modern kitchen features stainless steel appliances and quartz countertops, complemented by an island with seating. A dining area is situated nearby, illuminated by natural light from large windows adorned with horizontal shades. Light wood flooring enhances the contemporary design.

Home in North York

Modern Home with Pool & Jacuzzi [no cleaning fee]

Yalealem Rating, 5 stars5 months ago

We had a wonderful stay at Angie's house. The place is amazing—clean, bright, and welcoming. The host is incredibly sociable, friendly, positive, helpful, and proactive. Overall, we had a fantastic time, and I just want to say thank you!

A spacious studio area features large floor-to-ceiling windows offering urban views. A comfortable bed, adorned with fresh linens, is positioned near a modern dining space. A stylish floor lamp provides soft lighting, while greenery adds a touch of nature to the contemporary decor.

4.87 out of 5 average rating, 45 reviews

Amazing 2-Bedroom Condo + 1 Free Parking

KevinRating, 5 starstoday

very clean and organized 👌 great location to walk to CN tower

4.83 out of 5 average rating, 30 reviews

A modern living area is showcased, featuring a neutral-colored sectional sofa adorned with decorative pillows. A round coffee table sits in front, complemented by a potted plant and soft rug. Floor-to-ceiling windows allow natural light and provide a view of the cityscape.

Apartment in Fort York

Amazing Condo Heart of Downtown + 1 Free Parking

BiftuRating, 5 stars3 days ago

Had a great stay! The place was clean, comfortable, and just as described. The host was friendly and responsive. Would definitely stay here again.