Holiday rentals in Leslieville, Old Toronto

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Top-rated holiday rentals in Leslieville, Old Toronto

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Guest favourite
A modern living area features a sectional couch adorned with colorful throw pillows, complemented by a glass coffee table. A piece of pop art hangs on the wall, and natural light is provided by a nearby window. Exposed brick adds texture to the stylish space.
Home in Leslieville
4.96 out of 5 average rating, 113 reviews

Bold, Colourful Home in Leslieville, Toronto

Wake up to coffee at the breakfast bar, unwind with late afternoon drinks on the sunny deck or chill out with a movie on the large screen TV on a cold day. This stylish open-plan apartment features pop art, original brick walls, and whimsical touches to bring a homey atmosphere to the neutral color scheme. This stylish, self contained 2nd & 3rd floor 2 bedroom apartment is fully equipped to supply you with a home away from home. 3rd floor -- 1/2 bath and master bedroom with firm queen bed and fold down chaise - suitable for occasional, additional overnight guests (with our approval). 2nd floor -- 2nd bedroom with pillow-top queen bed, gorgeous bathroom (large rain head shower - no bathtub), living room with HUGE TV, laundry facilities and a full kitchen complete with beautiful stainless fridge with ice maker, gourmet chef's gas range, microwave, dishwasher, & quartz counters with 4 stools. Incredible 2nd floor deck for outdoor space. Coffee & Tea to get you started. Fully separate and complete 2 bedroom apartment on the 2nd and 3rd floor of our home. Onsite parking can be arranged for guests with cars however there are 3 apartments in the building and only 2 spots so it is reserved on a first come, first served basis. Please enquire at time of reservation. Although we don't live at this house full-time, we are always available by phone or email. We do come and go throughout the week so we will make every effort to meet you at some point. Guest will use a lockbox to access keys. Located in the vibrant Leslieville area, the apartment is a short distance to the Indian Bazaar, the busy vibe of Chinatown East, the quaint shops of Queen Street East, and the eateries of Greektown on the Danforth. Or spend the day at the lake - walking distance to Abridges bay, Woodbine Park and the beach! Toronto's diversity at its' best. Literally seconds to the 24 hour streetcar stop which will take you downtown in about 15 minutes. 20 minute walk or 5 minute bus ride to the closest Subway station (Greenwood). 88 Walking score - Very Walkable (Most errands can be accomplished on foot). 84 Transit Score - Excellent Transit (Transit is convenient for most trips). 87 Bike Score - Very Bikeable (Flat as a pancake, excellent bike lanes). This home has been our renovation project for the past 3 years. Everything in this apartment is new or close to it. We are currently working on a separate apartment in this home. Please be respectful of noise travel to other apartments.

Top guest favourite
Home in Upper Beaches
4.96 out of 5 average rating, 28 reviews

Upper Beaches Getaway - Private Suite w/bathroom

Welcome to our beautiful, art and music filled home perched on a hill - like an elegant and artistic treehouse oasis! Unwind in your private, thoughtfully designed suite featuring a modern bathroom and kitchenette. Enjoy coffee or a drink in our charming backyard or stroll to the stunning beaches in 10-15 minutes. A bus at the corner connects you to the subway or streetcar, with easy access to downtown and Toronto's best restaurants. Our friendly miniature dachshund & two cats may greet you too!

Top guest favourite
A living area is furnished with a dark brown couch and a coffee table on a textured rug. A TV stand with a large screen is positioned across from the seating. Light artwork is displayed on the walls, complemented by bright overhead lighting.
Guest suite in Upper Beaches
4.96 out of 5 average rating, 241 reviews

Newly Renovated - Private 1 Bedroom Basement Suite

Newly renovated, spacious one bedroom basement suite. (couch does not pull out) Located on a quiet street with a private entry. Queen Street East, Woodbine Beach, The Beaches neighbourhood & 2 - 24 hour Streetcars to downtown. 8'-2" ceilings, heated floor, full kitchen, WIFI, NETFLIX Keycode for easy entry. We live on the upper floors & would be happy to share any insights on the city if desired! Shampoo/cond, bodywash, towels Street parking - $20 / 24hrs, $28 / 48 hours, $42 / Week

Top guest favourite
A spacious sleeping area features a large bed with white bedding, positioned near a sizable window that allows natural light to illuminate the room. A nightstand with a small plant is placed beside the bed, enhancing the clean lines of the decor.
Guest suite in Leslieville
4.97 out of 5 average rating, 79 reviews

Bright, cozy, central studio in trendy Leslieville

Lower guest suite is centrally located just a short 5 minute walk to Queen St, where you have access to 24/7 public transit to the City downtown core, restaurants, coffee shops, bars and parks. The space offers everything for a comfortable stay, including washer/dryer, fridge, and a small kitchenette for prepping light meals. *Note: There is no parking on the property though permits are available from the City. The cost ranges from $20 to $45. Let us know if you need parking before booking.

Top guest favourite
A modern living space showcases an open layout with a comfortable tan sofa and a wooden coffee table. The kitchen is equipped with stainless steel appliances and features a spacious island with seating. Exposed brick walls complement the contemporary design, creating a welcoming atmosphere.
Home in The Beaches
5 out of 5 average rating, 57 reviews

2 level spacious apartment by the lake

Beautiful, newly renovated 1 bedroom apartment in the Beaches neighbourhood of Toronto with free parking. Very spacious, with two levels of living space over the main floor and basement of a three storey century home. Close to Lake Ontario, boardwalk, Woodbine Beach, cycling and walking trails by the lake, and Queen St. The apartment is conveniently located between the Beaches and Leslieville. Getting downtown is very simple, with the Queen streetcar being only a block away from the house.

Top guest favourite
A welcoming living room is highlighted by large windows allowing natural light. A gray sofa with patterned cushions faces a wooden coffee table adorned with plants and decorative items. Bookshelves display art pieces, while a record player creates a relaxed ambiance.
Home in Leslieville
4.98 out of 5 average rating, 152 reviews

4 BR, 3BA Modern Toronto Home | Offices, Espresso

Relax with the whole family at this cozy place to stay in Toronto. Although we are on a quiet tree-lined street, you will be only steps away from all the restaurants, cafes, shops, and bars in Toronto’s Leslieville neighborhood. The house offers 4 bedrooms and 2 fully equipped offices. Perfect for working from home!!! The house includes an incredible dining table, a chef kitchen, and a finished basement with a murphy bed + home theater. You won't find anything else like this ! 2 Car parking!

Top guest favourite
The exterior of a modern tiny home is depicted, featuring light-colored siding and large windows. A set of stairs leads to a welcoming deck, adorned with potted plants and two wooden chairs. An umbrella stands near the entrance, providing shade for outdoor relaxation.
Guest house in Greenwood - Coxwell
4.98 out of 5 average rating, 190 reviews

Adorable, modern tiny home in Leslieville

Kick back and relax in this calm, stylish space. 10 minute walk to History! 15 minute walk to the beach! Complete with kitchenette, 3 piece bathroom, and an upstairs bedloft (watch your head - 5'3"). There's a queen bed upstairs and a Spaze pullout sofabed downstairs. Rounding out the space is a TV, highspeed internet, and a minisplit ductless AC/heat pump. Linens and towels are provided. Please note steep stairs and low headroom in the loft. Operator Registration STR-2109-FMGHHC.

Top guest favourite
A modern dining area features a round table surrounded by six chairs, with a woven pendant light overhead. Natural light pours in through large windows, illuminating the warm wood floor. Nearby, a cozy seating area is visible, enhancing the home's inviting atmosphere.
Home in Leslieville
5 out of 5 average rating, 33 reviews

Stunning Designer Home Toronto + Free Parking

Welcome! Our professionally decorated, bright and spacious 2+1 BR 2.5 BA home with 3 outdoor areas + parking in the perfect Leslieville location! Steps from popular restaurants, cafés, brunch, bars & mins from parks & beach! Right off Queen St E with convenient access to transit or short bike ride into the city. NY Times called Leslieville one of Toronto's hippest places to dine, drink, shop and live! This home is for you if want a stunning & cozy place to stay for a while.

Guest favourite
A dining area is showcased with a large wooden table surrounded by six black chairs. A ceiling fan is present, and a small desk with a computer is located in the corner. Light enters through two windows, and artwork adorns the walls.
Flat in Leslieville
5 out of 5 average rating, 18 reviews

Cozy Leslieville Apartment

Immerse yourself in Toronto’s lively east end at this cozy hideaway in the heart of Leslieville. Located on a charming, tree-lined street, it offers a private backyard—your personal retreat after exploring the neighborhood’s vibrant art scene, eclectic boutiques, and top-notch eateries. Conveniently close to the Beaches and the Danforth, with the streetcar nearby, this fun and inviting home base showcases Leslieville’s creative energy and laid-back charm.

Top guest favourite
The living room features a dark sofa adorned with a textured throw, positioned in front of a modern TV stand. A geometric coffee table sits on a light area rug, while a potted plant adds a touch of greenery. Soft lighting illuminates the room.
Guest suite in Leslieville
4.93 out of 5 average rating, 106 reviews

Cosy Suite in Leslieville (with parking)

Welcome to a cozy one bedroom suite! Tucked away on a quiet street, this private one bedroom lower level apartment is steps away from all that Leslieville has to offer, including local coffee shops, restaurants, bars, parks and access to street cars that will take you to the downtown core in 15 mins. There is a private side entrance that will lead to a relaxing and nicely decorated space for guests to relax. Private parking available for guests

Guest favourite
An open living area is presented with a grey sofa and a stylish dining table that seats six. A large flat-screen TV is mounted on a feature wall, complemented by decorative shelving. Natural light enters through multiple windows, enhancing the warm atmosphere.
Flat in Leslieville
4.94 out of 5 average rating, 33 reviews

Spacious 2BR Modern Apt Downtown

Modern and spacious 1,250 sq. ft. 2-bedroom apartment in Toronto’s trendy Leslieville area. Features two queen beds and a sofa bed—sleeps up to 6 guests. Enjoy a full kitchen, open living area, private patio with skyline views, and a 75-inch smart TV. Includes high-speed Wi-Fi, in-suite laundry, and central A/C. Steps from many restaurants, bars, and shops. Close to transit and top attractions. Perfect for families, friends, or business travelers.

Guest favourite
A modern living area is highlighted by a spacious gray couch adorned with decorative pillows. Abstract artwork is mounted on the wall, complemented by a woven area rug. The open layout features a dining table, sleek kitchen, and natural light flowing through large windows.
Home in Leslieville
4.98 out of 5 average rating, 82 reviews

Bright & Cheerful Laneway Home

The Laneway suite is my home and was built in 2022 as my dream home in behind an investment property. I’ve equipped my laneway home with all the modern amenities and have tried to give it a real homey feel. I am an artist and my own art is displayed on the walls. I love music so I’ve equipped it with a nice surround sound system. I travel often for work but I’m always reachable through the airbnb messaging system.

Popular amenities for Leslieville, Old Toronto holiday rentals

Quick stats about holiday rentals in Leslieville, Old Toronto

  • Total rentals

    440 properties

  • Total number of reviews

    18K reviews

  • Family-friendly rentals

    170 properties are a good fit for families

  • Pet-friendly rentals

    110 properties allow pets

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

  • Wifi availability

    430 properties include access to wifi

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