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Vacation rentals with outdoor seating in Midtown Toronto, Old Toronto

Find and book unique outdoor seating rentals on Airbnb

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

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

4.99 out of 5 average rating, 140 reviews

Heated Pool-tub Open 365 Days

** Ask about MID WEEK Specials. Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

A private outdoor deck features a wooden seating area with two folding chairs and a small table, surrounded by wooden railings. Lush trees and residential rooftops create a serene view, providing a peaceful environment for outdoor relaxation.

Apartment in Roncesvalles Village

4.94 out of 5 average rating, 120 reviews

TreeTops! Sunny Style for 8-14. HighParkHomes .ca

*Here's why people choose @HighParkHomes .ca - better value for top location. *Sleeps 8. Sleeps 14 booked w Garden Suite. Message HighParkHomes .ca for detail. *Walk: Dundas W, Queen W, Trinity Bellwoods, Little Italy, Roncy, High Park, Bud Stage. *Sublime Scandi decor. *Dine surrounded by 8-foot windows. *BIG bedrooms + Den. 4 queen mattresses. *Full chef's kitchen. *2 decks. BBQ. *2 full baths. Rain showers. Italian bidet. *Heated floors. Oak, stone, marble finishes. *Cable TV and apps

Top guest favorite

The living space features a modern sofa accompanied by a vibrant area rug. A small dining table with four chairs is positioned near large windows that allow natural light. Wall art and a stylish light fixture enhance the contemporary design.

Home in Trinity Bellwoods

4.91 out of 5 average rating, 336 reviews

Garden Home @ Trinity Bellwoods Park

City of Toronto Lic. # STR-2009-HSDPBL Come and enjoy the Trinity Bellwoods area and our tree covered deck! Inside, enjoy our modern 2 bed renovation with a studio-style layout. All mod cons. Check In 3pm/Out 11AM. Chill on the patio for your morning coffee or evening cocktails and BBQ. Permits for street parking are available-inquire. NOTE: The stairs are narrow to the lower level, where the bathroom, laundry & 2nd bedroom are located. The bedroom has a 6 foot - 1 inch ceiling height only.

An expansive rooftop terrace is featured, with comfortable seating areas and a dining table. The sun shines brightly overhead, casting light on the surrounding city skyline. Red loungers and an umbrella add a pop of color against the wooden flooring and lush greenery.

Home in Liberty Village

5 out of 5 average rating, 13 reviews

Sun Filled Cozy Downtown Toronto Townhome +Parking

Welcome to our sun-drenched townhome in Liberty Village, Toronto! With a private west-facing rooftop, this renovated urban oasis offers modern comfort. Step inside to calming blue tones, spacious living, and a kitchen with sleek appliances. Enjoy over 1200 sq ft, workspace in each bedroom, and a custom breakfast nook for five. Located near trendy spots and attractions, it provides a peaceful retreat in a bustling neighborhood. Perfect for work or leisure, book now for the best of city living!

An expansive rooftop terrace features various seating arrangements, including modern couches and dining tables. Planters with small greenery line the space, and views of the surrounding cityscape are visible against a bright blue sky dotted with clouds.

Condo in Oakville

4.84 out of 5 average rating, 109 reviews

Modern Urban Retreat with Smart Tech & Pond Views

Experience urban luxury in this modern 1-bed + den, 1-bath, 700 sqft condo. With high-end finishes and contemporary furniture, this stylish retreat offers comfort, convenience and safety. This unit features smart technology for enhanced safety, upgraded interior, and a private balcony overlooking a serene pond. Enjoy proximity to parks, schools, groceries stores, resteraunts, cofee shops and much more. Easy access to public transit and free local parking. Enjoy a tranquil yet connected stay!

Top guest favorite

The living area features a sectional sofa with decorative cushions, complemented by a natural wood coffee table. A mirror leans against the wall, reflecting the space. Bright lighting illuminates the room, accented by a large window draped with light sheer curtains.

Townhouse in Downtown Toronto

5 out of 5 average rating, 19 reviews

Valentina's Oasis in Toronto

Welcome to your urban retreat in the heart of Queen St West! This stacked townhouse offers a serene escape overlooking the park. The second floor features a cozy living area, modern kitchen, and a convenient washroom. Head up to the third floor for two comfortable bedrooms and a full bathroom. The highlight is the fourth-floor patio, complete with a BBQ and outdoor seating—perfect for summer gatherings. Experience the vibrant neighborhood while enjoying the tranquility of home!

The open living area features a glass railing staircase, two comfortable chairs with green accent pillows, and a modern coffee table topped with a small plant. A television is placed on a light wood media console, complementing the neutral tones of the space.

Home in The Beaches

4.86 out of 5 average rating, 50 reviews

The Rosey beach home

Stylish modern home that is 50 m to the boardwalk on the stunning Beach Waterfront. Enjoy everything the Toronto Beaches have to offer: Paddleboard/Kayak or Canoe in the lake! Walk with the sand in your toes. Play tennis, beach volleyball, soccer or swim at the Olympic size pool. Also close to event venues for the jazz festival and concerts. Surrounded by some of the city's best resto, patio bars and boutique shops. 24/7 TTC transportation within a 5min walk

A cozy outdoor seating area features two woven chairs with soft cushions, placed beside a small table. A large area rug is layered beneath them. Sheer white curtains frame the space, allowing natural light to filter through while maintaining privacy.

4.89 out of 5 average rating, 190 reviews

Family Home Near St Clair W and Public Transport

Steps away from vibrant St Clair West with great dining, access to public transport and shopping. A real family home with space and amenities for everyone. Free parking for 2 cars. Open-concept living & dining, well-equipped kitchen. Sunny back deck. 3 comfortable bedrooms. Spa bathroom with heated floor. Perfect for families who are in town for reunions, weddings, birthday parties and visiting. Quiet hours after 10pm - not suitable for groups in town ‘to party’.

A wooden dock extends over the clear water of Lake Wilcox, with a blue paddle boat moored at its side. Lush greenery lines the shore against a backdrop of a vibrant blue sky with scattered white clouds.

Cottage in Richmond Hill

4.94 out of 5 average rating, 150 reviews

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

A modern living space features an open layout with a comfortable seating area, a sleek coffee table, and a mounted television. A compact kitchen is visible in the background, equipped with essential appliances. Soft lighting highlights the warm tones of the wooden flooring.

Apartment in The Beaches

4.92 out of 5 average rating, 116 reviews

One bedroom vacation rental at The Beaches

Welcome to Our Cozy Retreat! Escape to our relaxing, perfectly situated in a prime location at the Beaches, a few minute walk to the: - Beautiful beaches - The vibrant waterfront boardwalk - Bike path and parks - A variety of delicious restaurants, pubs and shops Local Amenities including such as: - Spa and wellness services - Nail and hair salons - Flower, gift, and clothing shops - Grocery stores - Yoga studio - History Toronto (concert venue) - Theatre

A wooden staircase winds upward through a lush garden, surrounded by climbing plants and the shade of mature trees. The bright sky peeks through the foliage, enhancing the natural ambiance of the outdoor space leading to the private entrance.

Home in Upper Beaches

4.92 out of 5 average rating, 13 reviews

Upper Beach Garden Retreat

Welcome to your retreat in the Upper Beaches neighbourhood! We are walking distance or short bus ride to the lake, boardwalk, and Woodbine Park (for concerts and festivals!). Our place is equally close to the restaurants and shopping of the Danforth and Gerrard India Bazaar. Convenient commute options - 15 min drive downtown, minutes to bus stop, and close to TTC subway/streetcar and GO train station. A bike share station is just down the street.

The exterior of a spacious three-storey home is showcased, featuring a brick facade and a welcoming front entrance. Dual garages are visible beneath a covered porch, which is flanked by well-maintained landscaping including a small tree. Several windows allow natural light into the upper levels.

Home in Brampton

4.83 out of 5 average rating, 6 reviews

Irresistible ravine getaway

Welcome to an urban oasis unmatched in the city! This 3-storey, ravine-backing, family-friendly property can comfortably host groups of up to 20 people. This spacious home features endless amenities including 4 living areas, 6 bedrooms, 5.5 bathrooms, 3 full kitchens, 3 balconies and a private ravine-facing backyard! Whether you're looking to tour the city, host your wedding guests or just having a family reunion, this is your getaway!

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Popular amenities for Midtown Toronto, Old Toronto outdoor seating rentals

Free parking on premises

Air conditioning

House rentals with outdoor seating

A heated swimming pool is surrounded by natural stone pathways and landscaped areas. Lush greenery frames the pool, and lounge chairs provide seating options for relaxation. The bright blue sky complements the inviting atmosphere of the backyard.

Home in Mississauga

4.93 out of 5 average rating, 15 reviews

Luxury House with a Bright Sunroom & a heated pool

Top guest favorite

Home in Central Etobicoke

5 out of 5 average rating, 60 reviews

One of a Kind with Fantastic Views on Park & Creek

A spacious deck area features comfortable seating arrangements, including lounge chairs and a table. Lush greenery surrounds the space, and a wooden trellis overhead provides partial shade, creating a relaxing atmosphere for outdoor enjoyment.

Home in Downtown Toronto

4.95 out of 5 average rating, 111 reviews

Victorian Home Downtown Toronto, Cabbagetown

A spacious outdoor area features a heated spa-style pool with a connected Jacuzzi. An inviting gazebo sits near dining tables, surrounded by manicured greenery and lounge chairs. The backdrop showcases a well-maintained home under a clear blue sky.

Home in North York

5 out of 5 average rating, 3 reviews

Modern Home with Pool & Jacuzzi [no cleaning fee]

An elegant two-story home is surrounded by well-maintained landscaping, featuring a circular driveway and a stone exterior. Large windows allow natural light to illuminate the inviting entrance, while trees and shrubbery enhance the serene setting.

Home in Brampton

4.85 out of 5 average rating, 13 reviews

Fun living space

Top guest favorite

A tastefully decorated living room features a grey upholstered sofa flanked by stylish armchairs. Natural light fills the space through large windows adorned with soft, striped curtains. A round coffee table sits at the center, complemented by a colorful area rug and decorative wall art.

Home in Erin Mills

5 out of 5 average rating, 17 reviews

Family Oasis with Pool and Hot Tub

The exterior of a detached side split home is illuminated at night, showcasing a well-maintained front lawn with decorative shrubs. The entrance features a lit pathway leading to the front door, flanked by large windows that reflect soft light.

Home in North York

4.93 out of 5 average rating, 28 reviews

Home retreat within the city

A modern living room features a gray sectional couch paired with two mustard yellow armchairs. A wooden coffee table sits at the center, displaying a decorative vase with white flowers. Soft lighting illuminates the space, complemented by light-colored walls and a decorative plant in the corner.

Home in Pickering

4.85 out of 5 average rating, 46 reviews

Toronto Vacation DecemberPromotion/Park/Zoo/Casino

Apartment rentals with outdoor seating

The spacious living room showcases a cozy couch oriented towards large windows that provide abundant natural light. A dedicated workspace with a desk and chair is positioned nearby. Indoor plants add a refreshing touch to the bright and airy atmosphere.

Apartment in Downtown Toronto

5 out of 5 average rating, 8 reviews

Bright Yorkville Retreat-1BR Apt

Top guest favorite

A private balcony is shown, featuring a small wooden table and woven chairs. Modern architecture of the condo complex is reflected in the glass doors, while a cityscape view highlights nearby buildings. Natural light bathes the space, providing a welcoming atmosphere.

Apartment in Downtown Toronto

5 out of 5 average rating, 14 reviews

Highland Condo Downtown Toronto

A cozy living area features a grey sofa and two matching armchairs, all positioned on a neutral area rug. A modern arc floor lamp provides soft lighting, while framed art adorns the walls. A small glass side table sits beside the sofa, enhancing the space's functionality.

Apartment in Midtown

4.94 out of 5 average rating, 157 reviews

Cute Private Apartment near University of Toronto

A comfortable living area features a gray sofa positioned adjacent to a sleek kitchen with modern appliances. Large windows allow natural light to fill the space, showcasing city views through sheer curtains. A small dining table is visible in the foreground, enhancing functionality.

Apartment in Downtown Toronto

4.86 out of 5 average rating, 7 reviews

Luxury Entire unit next UofT & Yorkville w Views

Apartment in Scarborough

4.88 out of 5 average rating, 180 reviews

Cozy 2-Bedroom walk-in basement apartment !

A cozy living area features a light-colored sofa adorned with decorative pillows, paired with a wooden coffee table. A TV is positioned on a low console, while a wall is decorated with an arrangement of framed photos. Natural light fills the room from a nearby window.

Apartment in Downtown Toronto

4.84 out of 5 average rating, 280 reviews

Comfy, Cozy Place to WFH | Close to UofT/Hospitals

Apartment in Downtown Toronto

4.92 out of 5 average rating, 115 reviews

Designer Annex Loft with Sunset Deck and Parking

A spacious living area is highlighted by a large sectional sofa adorned with yellow cushions. Sunlight filters through an original stained glass window, illuminating the room. A minimalist coffee table sits on a light rug, paired with a small chair beside a decorative indoor plant.

Apartment in Parkdale

4.95 out of 5 average rating, 130 reviews

Charming Apt w/ Private Deck in a 1890s Victorian

Condo rentals with outdoor seating

Condo in Oakville

4.9 out of 5 average rating, 77 reviews

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!

A modern living area features a plush gray sectional sofa accompanied by a decorative rug. Large windows provide ample natural light and showcase a city skyline view. A dining table with dark chairs sits nearby, complemented by a wall-mounted art piece and a potted plant.

Condo in Fort York

4.96 out of 5 average rating, 132 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

A spacious living area is featured, with large floor-to-ceiling windows allowing ample natural light. A dark sectional sofa and a round glass coffee table are positioned on a textured area rug. A flat-screen TV is mounted on the wall, complemented by a dining space with four chairs.

Condo in Downtown Toronto

4.87 out of 5 average rating, 118 reviews

*Cool&Contemporary* Condo steps from Eaton Center

An outdoor balcony space is shown, featuring a gas grill and a set of metal chairs and tables. Paver stones create a clean surface. A small green area adds natural elements, while a skyline view is visible in the distance.

Condo in Downtown Toronto

4.87 out of 5 average rating, 326 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

Condo in Downtown Toronto

4.82 out of 5 average rating, 148 reviews

Stunning View Toronto Condo | St. Lawrence Market

Condo in Downtown Toronto

4.96 out of 5 average rating, 185 reviews

Luxurious 1000 sq ft Private Terrace 2 Bed Condo

Top guest favorite

A spacious balcony features comfortable outdoor seating, surrounded by glass railings offering panoramic views of Toronto's skyline. The flooring is crafted with wooden tiles, and a tall plant adds a touch of greenery to the area, inviting relaxation amidst the urban backdrop.

Condo in Downtown Toronto

5 out of 5 average rating, 125 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

Top guest favorite

A bright living and dining area features floor-to-ceiling windows offering expansive views of the city. A modern dining table is surrounded by stylish chairs, while a cozy seating arrangement invites relaxation. Potted plants add a touch of greenery, complementing the contemporary decor.

Condo in Downtown Toronto

4.98 out of 5 average rating, 107 reviews

Million Dollar Views, Free Parking, Gym, WiFi

Quick stats about vacation rentals with outdoor seating in Midtown Toronto, Old Toronto

Total rentals
500 properties
Total number of reviews
17K reviews
Family-friendly rentals
220 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
370 properties have a dedicated workspace

Destinations to explore