Holiday rentals with outdoor seating in Leslieville, Old Toronto

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Top-rated Holiday Houses with Outdoor Seating in Leslieville, Old Toronto

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Guest favourite

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.

Guest favourite

Guesthouse in Leslieville

4.93 out of 5 average rating, 317 reviews

Free Parking 2BD Queen St. East

Private entrance for the separate duplex 2 bedroom apt on the upper level of our house with rooftop deck & living room easily converted into a third private bedroom. A home with lots of love put into it. Fully equipped kitchen and bathroom are stocked & ready for all your needs, TV, internet, Wi-Fi. Child friendly; crib, toys, books, DVDs, booster seat, plates, cutlery, blender. No detergent allergy worries, we use Laundry Pro a new technology that eliminates need for chemicals. Private parking.

Guest favourite

Guest suite in Toronto

4.95 out of 5 average rating, 186 reviews

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Top Guest favourite

Home in Leslieville

4.98 out of 5 average rating, 147 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

Guest suite in Upper Beaches

4.97 out of 5 average rating, 184 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 favourite

Guesthouse in Toronto

4.98 out of 5 average rating, 172 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

Home in The Beaches

4.99 out of 5 average rating, 151 reviews

Heated Pool-tub Open 365 Days

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, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

Top Guest favourite

Home in Downtown Toronto

4.99 out of 5 average rating, 227 reviews

Stylish 1870s Home near Distillery District & Old Toronto

“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

Top Guest favourite

Home in Leslieville

5 out of 5 average rating, 30 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

Apartment in The Beaches

4.92 out of 5 average rating, 143 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

Guest favourite

Apartment in Leslieville

5 out of 5 average rating, 14 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.

Guest favourite

Apartment in Leslieville

4.96 out of 5 average rating, 156 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.