Vacation rentals with outdoor seating in Leslieville, Old Toronto

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Top-rated outdoor seating rentals in Leslieville, Old Toronto

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Guest favorite

Guest suite in Little Italy

4.96 out of 5 average rating, 351 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.

R2,979 ZAR per night

Guest favorite

Apartment in Toronto

4.9 out of 5 average rating, 259 reviews

Mid-town T.O. getaway - conveniently located

Bright and spacious. Ideal for singles or couples. Very safe family-oriented 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 via public transit

Jul 25 – Aug 1

R2,157 ZAR per night

Guest favorite

Townhouse in Toronto

4.99 out of 5 average rating, 103 reviews

Elegant, Restored Victorian House With a BBQ in Cabbagetown

Welcome to our 3-bed, 3-bath Cabbagetown retreat—a tranquil haven with a patio, private parking, and BBQ. Nestled near Riverdale Farm, this home seamlessly fuses modern comforts with Victorian charm. The kitchen opens to a charming garden, offering a peaceful escape. Thoughtfully refurbished furnishings and vintage fittings invite you to relax in this refined space. Immerse yourself in the distinctive charm of our home, where every detail is curated for an authentic and memorable experience.

Jul 20 – 27

R11,978 ZAR per night

Guest favorite

Loft in Downtown Toronto

4.93 out of 5 average rating, 137 reviews

Airy Loft Space near Distillery District

Two level apartment with a private walkout deck from kitchen. Light filled and airy, bedroom in the attic level. Tastefully furnished. Close to the Distillery District. Walking distance to hip neighbourhoods of Riverdale and Leslieville, cafes, pubs, restaurants, galleries and shopping. Apartment accessed through the main door with separate stairs to get to second floor. Keys to both main door and apartment. Located in tree-lined Corktown, the loft is a 15-minute walk from downtown Toronto.

Jan 14 – 21

R3,671 ZAR per night

Guest favorite

Guest suite in Upper Beaches

4.98 out of 5 average rating, 129 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.

Jan 30 – Feb 6

R2,530 ZAR per night

Guest favorite

Home in The Beaches

4.93 out of 5 average rating, 107 reviews

⭐Spacious House Close to Beach Park TTC Downtown⭐

Discover the Beaches, your Toronto getaway that offers a beautiful & comfortable setting for you to relax after an exciting day of exploring the city. Three large bedrooms, sofa beds & a backyard made for entertaining friends and family is perfect oasis for all travelers. Explore Woodbine Beach, eat your way through all the fabulous bars/restaurants in Queen Street East all within a 5-10 minute walk. - 1 min walk to the Queen St TTC will take you to the city core within 30 minutes.

May 15 – 22

R9,345 ZAR per night

Guest favorite

Home in Downtown Toronto

4.99 out of 5 average rating, 180 reviews

Stylish 1870s Home near Distillery District & Old Toronto

“Rated Top 10 listing by BlogT.0 in Toronto and published frequently as a must stay. Do you appreciate the details? We have you covered here while you unwind at this stylish remodeled circa 1870s Row House. Visit St Lawrence Market, then stroll the pedestrian Distillery District and stop at some great cafes, restaurants or bars. Later, drift off to sleep in the plush, charcoal-hued bedroom under the tiered Restoration Chandelier. This place is perfect for the Toronto experience!

Aug 30 – Sep 6

R7,804 ZAR per night

Guest favorite

Bungalow in Scarborough

4.93 out of 5 average rating, 103 reviews

Stylish Apartment! Steam sauna! Free Parking!

Check into this spacious and professionally decorated luxury apartment! You'll find comfort at every step with heated floors, a double steam sauna shower, fully stocked kitchen and 55" HD TV cable and Netflix. Lightning fast Bell internet (8gig) for streaming and work. Free Parking. 6 mins walk to the subway (Victoria Park). 15-20 mins by subway OR driving to the downtown core of Yonge and Bloor. 10mins drive to Scarborough Bluffer’s Park Beach and 7mins Drive to Woodbine Beach.

Jul 24 – 31

R2,399 ZAR per night

Guest favorite

Tiny home in Downtown Toronto

4.91 out of 5 average rating, 130 reviews

Cozy tiny house in Trinity Bellwoods, Toronto

Our place is close to Trinity Bellwoods Park—in one of the liveliest neighbourhoods in Toronto. The tiny house is a 400sf loft studio with a lovely private garden. Private entrance can be accessed through laneway. A two-sided fireplace adds great ambiance. Stylish, compact, and right in the middle of Toronto's trendiest area. Not recommended for little kids as the loft is quite high and is accessed via a ladder but excellent for couples, solo adventurers, and business travelers.

Oct 24 – 31

R2,389 ZAR per night

Guest favorite

Home in Toronto

5.0 out of 5 average rating, 18 reviews

Good Vibes Suite 93 Walk Score & 91 Transit Score

⭐⭐⭐⭐⭐ 4.87 rating for our other listing with over 110 reviews. Yes this is new but we promise you will have a 5 star stay.❤️😍🙏. And you get the Entire Place for yourself! This is a place to rest your eyes, your head and your soul. Hang with loved ones or friends and have a chill time away from it all. The house is in the vibrant neighborhood of Leslieville, just East of Downtown Toronto, next to Riverdale, the Beaches, Greektown, Little India, and East Chinatown.

Dec 19 – 26

R1,422 ZAR per night

Guest favorite

Apartment in Leslieville

4.96 out of 5 average rating, 124 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.

Mar 23 – 30

R2,170 ZAR per night

Guest favorite

Guest suite in East York

4.88 out of 5 average rating, 128 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 minutes) or via public transportation. Free street parking.

Aug 26 – Sep 2

R1,961 ZAR per night