Holiday rentals in Leslieville, Old Toronto

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Top-rated holiday rentals in Leslieville, Old Toronto

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Top guest favourite

Guest suite in Leslieville

4.92 out of 5 average rating, 542 reviews

Newly renovated-1 bdrm suite in cute Leslieville

Hotel style lower level unit with separate entrance and parking in the heart of Leslieville. NY times travel calls Leslieville Toronto's hippest place to dine, drink, shop and live. Short transit to the Beaches and both Distillery & Financial dist. Close to a bunch of cool music venues We have a sweet golden retriever named Coco. She loves people and attention so if you happen to run into her in the yard while coming or going from the unit don’t be afraid but she will definitely want to say hi

Top guest favourite

Guest suite in Upper Beaches

4.96 out of 5 average rating, 237 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

Holiday home in The Pocket

4.94 out of 5 average rating, 67 reviews

Cozy modern 1-bedroom suite

Guests will be close to everything when you stay at this centrally located place. 8min walking distance to the subway, easy access to streetcars and buses, in a family-friendly residential neighbourhood. Situated near several parks (splashpads, skating rink, public pools), bike paths, 10min drive to the beach, 10min subway ride to Yonge/Bloor, walking distance to a plethora of restaurants, coffee shops and local retailers (Danforth/Greektown, Riverdale, Leslieville, Beaches, Little India).

Guest favourite

Guest house in Greenwood - Coxwell

4.98 out of 5 average rating, 182 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

Flat in Upper Beaches

5 out of 5 average rating, 36 reviews

Modern 2BR Apartment Close To Beach (Free Parking)

Enjoy your stay in this modern Scandinavian designed apartment, amazingly located between the Beaches and Little India. This stunning, newly decorated unit has It all: 2 bedrooms (with comfortable new beds), 2 bathrooms (with heated floors), an open concept living space, a high-end kitchen and a private patio. This home also includes a Smart TV and lighting, high speed WIFI, climate control and parking. Walking distance to amazing restaurants & cafes, grocery stores, and Woodbine Beach.

Top guest favourite

Home in Leslieville

5 out of 5 average rating, 31 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.

Top guest favourite

Guest suite in Riverdale

4.9 out of 5 average rating, 41 reviews

Beautiful, Compact, Loft Inspired Garden Apartment

FURNISHED APARTMENT: Beautiful, Compact, Loft Inspired Garden Apartment. Fully Furnished and beautifully equipped. FLEXIBLE short term stays: including monthly, weekly or half month options **EXCEPTIONS: January; February; early March ** generally reserved for longer stays of 28 days or more. Ideal for Medical Residencies, Short-Term Business Contracts; Film & Media production; Academic Research Leave or a brief holiday oasis within the city core.

Guest favourite

Flat in Leslieville

5 out of 5 average rating, 15 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

Guest suite in Leslieville

4.93 out of 5 average rating, 98 reviews

Cosy Suite in Leslieville (free 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 upon request.

Guest favourite

Home in Leslieville

4.98 out of 5 average rating, 81 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.

Guest favourite

Guest suite in Leslieville

4.84 out of 5 average rating, 163 reviews

Bachelor guest suite in Leslieville

Separate entrance, very well-maintained basement bedroom suite in Leslieville. Perfect for singles and couples, both leisure and business travelers. 2 min walk to major TTC routes that take you to Yonge Street/Financial district in another 20 minutes. Newly renovated, above-grade separate entrance, includes a queen-size bed, quality linens, workspace, and washroom with a shower stall. * High-speed wifi*

Guest favourite

Home in Leslieville

4.88 out of 5 average rating, 43 reviews

Whole House in Toronto

This house is completely private and entirely yours for the duration of the stay. Large kitchen and living area with 3 bedrooms and 1.5 bath. Located in the Leslieville neighbourhood, it is a walkable and safe neighbourhood with easy access to transit. If transit is not for you, there is a private garage for parking of one car, and room to park a second outside.