Holiday rentals in Midtown Toronto, Old Toronto

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Top-rated holiday rentals in Midtown Toronto, Old Toronto

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Guest favourite

Home in Deer Park

4.97 out of 5 average rating, 94 reviews

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.

Guest favourite

Flat in North Toronto

5 out of 5 average rating, 20 reviews

Midtown Penthouse - Toronto City Skyline View

Stunning one bedroom penthouse apartment in the heart of midtown Toronto (Yonge & Eglinton). 5 min walk to Eglinton Station, 15 min commute to downtown. Enjoy spacious 10 ft ceilings and a south-facing, fully unobstructed view of the CN Tower / city skyline. 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) on the main floor of the building. Great restaurants nearby.

Guest favourite

Guest suite in Bedford Park

4.95 out of 5 average rating, 39 reviews

Bedford Park 1BD Suite/Separate Entrance

Our Beautiful Home is conveniently located in thought after neighbourhood of Bedford Park in Mid town Toronto. Close to Downtown. Easy access to both TTC bus /200m/2 min walk and Subway Lawrence/Yonge lines /1km/12 min walk. Easy walking distance to great restaurants and coffee shops, upscale Pusateris gourmet grocery store within 2min walk. Large parks and ravines nearby, family-friendly activities. You will be staying in lower floor of the house. Ceiling height is 12Ft. Full size windows.

Guest favourite

Apartment in North Toronto

4.8 out of 5 average rating, 55 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

Apartment in North Toronto

5 out of 5 average rating, 15 reviews

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST

Welcome to your ideal retreat in Midtown Toronto 👋🏻 , a sophisticated and inviting stay nestled near the vibrant Eglinton Station (🚶🏻4 min walk). This prime location offers guests unparalleled access to a dynamic neighborhood teeming with exceptional dining, cozy cafés, and a plethora of entertainment options. Whether you’re visiting for business, a weekend getaway, or an extended stay, this stylish rental provides the perfect blend of comfort, convenience, and urban excitement.

Top guest favourite

Flat in Davisville Village

4.94 out of 5 average rating, 142 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.

Top guest favourite

Apartment in Davisville Village

5 out of 5 average rating, 20 reviews

Designer Yonge & Eglinton Gem | BBQ | 65" TV

This one-of-a-kind Midtown retreat is the perfect haven for business and leisure travellers alike. Crafted by one of Toronto’s most celebrated designers, it showcases high-end Miele appliances, elegant finishes, and striking decor elements. ASK ABOUT PARKING ✓ Hassle-free check-in and 5-star cleaning ✓ 5-minute walk to Eglinton Station for easy transit ✓ Close to Loblaws, Farm Boy, and Shoppers Drug Mart ✓ Home theatre with 65” Samsung OLED TV and Sonos Arc sound system.

Guest favourite

Guest suite in Davisville Village

5 out of 5 average rating, 23 reviews

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, shops and grocery stores. Please note there is no air conditioning, but the apartment is relatively cool and large fans are provided just in case.

Top guest favourite

Apartment in North Toronto

4.98 out of 5 average rating, 62 reviews

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

Top guest favourite

Home in Davisville Village

4.97 out of 5 average rating, 66 reviews

Midtown Toronto Home with Free Parking

Make yourself at home in this newly renovated, family-friendly 3-bedroom house in one of Toronto’s top neighborhoods. Enjoy a modern kitchen, open-concept living/dining, laundry, and free parking. Walk to parks, playgrounds, shops, and transit. Easy access to downtown makes it ideal for family vacations, visiting relatives, or work trips. Guest Favorite with consistent 5-star reviews — comfort and convenience await!

Guest favourite

Guest suite in Davisville Village

5 out of 5 average rating, 8 reviews

1 Bedroom Apartment in Midtown Toronto

This guest suite is centrally located in Midtown Toronto! It is fully equipped and a short walk to shops on Yonge Street, Mount Pleasant Village, and steps to the "Heart of Midtown", the Yonge-Eglinton hub (subway, retail, countless restaurants, etc.)! It sleeps 4 in a pinch with full bed and queen pull out. Suitable for a professional couple or single looking for a comfortable space!

Guest favourite

Guest suite in Davisville Village

4.92 out of 5 average rating, 51 reviews

Cozy Walkout Suite in Midtown

Our walkout suite in the heart of midtown is a cozy place to spend a night and explore what Toronto has to offer. 7-12 minutes walk to subway station, 10 min ride to downtown with car. Shops, supermarkets & restaurants at your foot steps. This is a private walkout basement unit and it is self contained. Full kitchen/stove is not included. Your host lives upstairs.