Vacation rentals with outdoor seating in Midtown Toronto, Old Toronto

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Top-rated outdoor seating rentals in Midtown Toronto, Old Toronto

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Guest favorite

Guest suite in Davisville Village

4.9 out of 5 average rating, 279 reviews

Mid-town T.O. getaway - conveniently located

Bright and spacious lower guest suite for singles or couples. Very safe family neighbourhood, close to public transit (TTC), restaurants, theatres, Sunnybrook Hospital for medical staff or patient visitors. Queen-size bed, couch, TV (with Netflix, AppleTV, Prime Video, no cable), private full kitchen and bathroom. All towels and linens provided. Shared laundry machine. 12 min walk to Yonge St. and Subway, 2 min walk to bus stop (6 mins to Yonge by bus), 25 mins from downtown on public transit

Guest favorite

Guest suite in Little Italy

4.96 out of 5 average rating, 376 reviews

Ossington Rowhouse + Private Garden

Enjoy a fully private retreat in a gorgeous guest suite! Relax with a glass of wine in your own backyard garden at this romantic urban cottage—a 700 sq ft suite on two floors of a designer's 4 level home. This calm oasis is perfect for couples or business trips, with high-speed internet and flexible work spaces. Cook in the fully equipped kitchen or enjoy some of the city's best bars and restaurants just steps from home, and explore the city easily—there's a transit stop right outside the door.

Guest favorite

Guest suite in East York

4.86 out of 5 average rating, 149 reviews

Chez Chodat - Midtown Leaside near Sunnybrook

This renovated basement suite provides you with a stylish, comfortable living space. Located in historic mid-town Leaside, Chez Chodat offers easy access to Sunnybrook Hospital, the Don Valley trails and a 5 minute walk to popular Bayview & Laird Avenues, offering diverse restaurants and boutique retail stores. Easy access to downtown Toronto by car (15-20 minutes) or via public transportation (40 mins) Free street parking. Ideal for 2 people/Queen bed, pullout in living area is comfy.

Guest favorite

Home in Midtown

4.96 out of 5 average rating, 109 reviews

Amazing 1BR Suite Near Downtown!

A private one bedroom luxury basement suite in popular Wychwood has it all: amazing kitchen; open living area with oversized sofa - watch Netflix or cable on the wide-screen TV; dine at a reclaimed wood table; sleep great on a queen size Sealy Posturepedic mattress in the bedroom, 8ft ceilings, private entrance; new washer/dryer! Public transit is steps away. Visit famous Wychwood Barns or shop on St. Clair West - less than 10 min walking. High speed unlimited wifi, premium cable TV, and more!

Guest favorite

Guest suite in Upper Beaches

4.97 out of 5 average rating, 158 reviews

Bright East-Toronto 2 Bedroom Near Subway

2 bedroom private second floor unit, clean, bright, very clean and comfortable beds. A 5 minute walk gets you to the subway station, 10 the other direction will take you to the GO train station for a quick ride downtown. Locally, almost everything you might need is nearby; playgrounds, parks, grocery stores, restaurants and pubs, and a quick bus ride will get you to the beach. I am close enough to the train line that you will hear the trains a bit. The bedrooms face the other way, though.

Guest favorite

Condo in Davisville Village

4.93 out of 5 average rating, 251 reviews

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.

Guest favorite

Guesthouse in Scarborough

4.99 out of 5 average rating, 111 reviews

Private garden suite near the bluffs

This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also modestly accommodate two persons on a budget. Wake up in natural light with all the essential home comforts: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20 minute getaway east of the downtown core near the bluffs.

Guest favorite

Home in Downtown Toronto

4.94 out of 5 average rating, 526 reviews

Comfy Guest House Nestled In Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 9 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complementary teas and coffees we offer. This guesthouse is FULLY equipped.

Guest favorite

Home in York

4.99 out of 5 average rating, 153 reviews

Welcome to Greenhills, a Charming Home w/ Parking

Clean Open Concept, Sun-Filled 2 Bedroom home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

Guest favorite

Condo in Downtown Toronto

4.91 out of 5 average rating, 144 reviews

Boutique condo in Annex - near everything

Enjoy a stylish experience at this centrally located boutique building. In the heart of the Annex. Easy walking to city landmarks - ROM, U of T, Yorkville, Queen’s Park, Hospitals, AGO, Queen West, Casa Loma. Next to major transit station. Great for exploring the city for a couple days, a weekend or more. Workspace in the unit and more in the building. Perfect for residency, work abroad, school program, work trip and vacation. Limited parking available upon request only.

Guest favorite

Rental unit in Leslieville

4.96 out of 5 average rating, 139 reviews

Modern Private Lower Level Apartment Leslieville

Self-contained 1 bedroom lower level apartment with private entrance. The double bed sleeps 2 same with pull out couch. The apartment has a full kitchen with an induction cooktop, wall oven, dishwasher, microwave, fridge, toaster, kettle, and coffee maker. The unit is 550 sq feet. TV & WiFi. There is private parking available at $10.00 per night. This must be arranged at the time of booking to guarantee it is available. See below for full details.

Guest favorite

Loft in Lorne Park

4.96 out of 5 average rating, 962 reviews

Waterfront Coach House Loft

This friendly, private open concept loft apartment is located on the top floor of a guest coach house located on a 2 acre waterfront estate. The loft apartment is a separate building from the main house. There is a maximum occupancy for the loft of 2 people, parties, get togethers and events are not permitted.