Vacation rentals with outdoor seating in Rosedale, Old Toronto

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Top-rated outdoor seating rentals in Rosedale, Old Toronto

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Guest favorite

Guest suite in Toronto

5.0 out of 5 average rating, 24 reviews

Sweet cozy Cabbagetown!

Bright, spotless, quiet, fully equipped retreat tucked away in a century home in historic Cabbagetown. Awesome deck and award-winning front flower garden. Five minute walk to corner store and bakery, 10 minutes to supermarkets, pharmacy, chic restaurants and funky cafes. Fifteen minutes by UBER to downtown: Eaton Centre, CN Tower, Air Canada Centre. Cycle friendly, bike rental stand a block away, nature trails a 15 minute ride away. Many parks. Easy access to transit. Street parking available.

Dec 31 – Jan 7

ﺩ.ﺇ411 per night

Guest favorite

Apartment in Toronto

4.9 out of 5 average rating, 260 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 29 – Aug 5

ﺩ.ﺇ424 per night

Guest favorite

Home in Toronto

4.92 out of 5 average rating, 101 reviews

Heritage House all to Yourself! 1BR 3BA 2 Liv Rms

Beautiful detached heritage home in downtown Toronto. Wellesley Subway half block away. Just 1 bedroom w/ensuite. Formal dining room, living room, kitchen w/breakfast room, separate TV room, sun room. NO SMOKING OR VAPING OF ANY KIND Indoors AND Back Patio. (violation = immediate eviction and max. AIRBNB fine .) NO PARTIES: caretaker lives nearby and will evict. **PLEASE NOTE: Oven is a counter-top convection oven that bakes and broils **PLEASE NOTE our cleaner comes every Monday morning.

Apr 5 – 12

ﺩ.ﺇ766 per night

Guest favorite

Guest suite in Toronto

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.

Jul 30 – Aug 6

ﺩ.ﺇ701 per night

Guest favorite

Apartment in Downtown Toronto

5.0 out of 5 average rating, 26 reviews

Clever Two Storey Loft, Downtown TO, FREE Parking

Enjoy a STYLISH experience at Andre's CENTRALLY located home. A statuesque highrise tower with attached suites & lofts. This is your urban address overlooking a European style park, a short walk to the University of Toronto, Metropolitan University and Yorkville. Located in the heart of the city, steps from transit and grocery stores. Minutes from the financial and entertainment districts. A short walk to the Village and its nightlife. You'll have Toronto at your feet. FREE PARKING for 1 car!

May 29 – Jun 5

ﺩ.ﺇ769 per night

Guest favorite

Guest suite in Toronto

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.

Mar 3 – 10

ﺩ.ﺇ512 per night

Guest favorite

Condo in Toronto

4.93 out of 5 average rating, 231 reviews

SpectacularPenthouse VIEWS/ POOL /free Parking

Sparkling clean, lovely Penthouse Unit with panoramic city view. Lots of amenities, great neighbourhood. The building is 2 mins from subway-which leads you to Downtown Toronto- in ten minutes. Lots of amazing restaurants and pubs in the area for your enjoyment and entertainment. There is a gym, salt water pool and sauna on the 4th floor and 24 hour security; a secured parking garage with a spot for guests to park free; and there is additional paid public parking in the underground.

Jul 22 – 29

ﺩ.ﺇ804 per night

Guest favorite

Home in Toronto

4.99 out of 5 average rating, 181 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!

Jan 7 – 14

ﺩ.ﺇ1,516 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 27 – Aug 3

ﺩ.ﺇ483 per night

Guest favorite

Tiny home in Downtown Toronto

4.91 out of 5 average rating, 132 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.

Jan 14 – 21

ﺩ.ﺇ500 per night

Guest favorite

Apartment in Toronto

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.

Aug 28 – Sep 4

ﺩ.ﺇ442 per night

Guest favorite

Guest suite in East York

4.88 out of 5 average rating, 130 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

ﺩ.ﺇ388 per night