Vacation rentals with outdoor seating in The Annex, Old Toronto

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Top-rated outdoor seating rentals in The Annex, Old Toronto

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Guest favorite

Condo in Downtown Toronto

4.98 out of 5 average rating, 125 reviews

Luxury 1BR- Exclusive Maple Leaf Square condo

Beautiful and spotless 1 bedroom condo located in the prestigious Maple Leaf Square. Located next to Scotiabank Arena, and steps to Union Station, Rogers Centre, Ripleys Aquarium, CN Tower, Metro Toronto Convention Centre, and more. Floor to ceiling windows. Hi-Speed Internet/ Wi-Fi, 42" Flat Screen Cable TV, fully-stocked kitchen and washer/dryer in the unit. Spectacular view from your private balcony. A grocery store, liquor store, bank and restaurants are also located within the building.

Guest favorite

Guest suite in Davisville Village

4.9 out of 5 average rating, 279 reviews

Mid-town T.O. getaway - conveniently located

Bright and spacious lower guest suite for singles or couples. Very safe family 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 on public transit

Guest favorite

Guest suite in Little Italy

4.96 out of 5 average rating, 377 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.

Guest favorite

Home in Midtown

4.96 out of 5 average rating, 110 reviews

Amazing 1BR Suite Near Downtown!

A private one bedroom luxury basement suite in popular Wychwood has it all: amazing kitchen; open living area with oversized sofa - watch Netflix or cable on the wide-screen TV; dine at a reclaimed wood table; sleep great on a queen size Sealy Posturepedic mattress in the bedroom, 8ft ceilings, private entrance; new washer/dryer! Public transit is steps away. Visit famous Wychwood Barns or shop on St. Clair West - less than 10 min walking. High speed unlimited wifi, premium cable TV, and more!

Guest favorite

Rental unit in Downtown Toronto

4.94 out of 5 average rating, 171 reviews

Stunning, elegant suite in a historic Brownstone!

Incredible, fully renovated historic home in the Kensington Market neighbourhood. Epic location!! Walk to everything. Suite 'A' offers high ceilings, heated concrete floors and is beautifully decorated with high-end furniture and original Canadian artwork. The kitchen is fully stocked with all your cooking and entertaining needs including many basic cooking ingredients. There is a gorgeous marble dining table with 6 luxurious dining chairs so entertaining friends or family is super easy.

Guest favorite

Guest suite in Upper Beaches

4.97 out of 5 average rating, 159 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 favorite

Home in Parkdale

4.99 out of 5 average rating, 152 reviews

Luxury modern Victorian - private parking included

This recently renovated gem has all of the comforts of home, with a fully appointed kitchen that has everything you need to cook a great meal. Nespresso coffee and a selection of teas are also included. Two Smart TVs and a Bluetooth speaker for entertainment. Two comfortable beds and a spacious spa bathroom will make your stay feel like home. A work remote work set up is available for those who require it. The private backyard includes a gas BBQ and private parking is included.

Guest favorite

Guesthouse in Scarborough

4.99 out of 5 average rating, 111 reviews

Private garden suite near the bluffs

This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also modestly accommodate two persons on a budget. Wake up in natural light with all the essential home comforts: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20 minute getaway east of the downtown core near the bluffs.

Guest favorite

Home in Downtown Toronto

4.94 out of 5 average rating, 526 reviews

Comfy Guest House Nestled In Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 9 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complementary teas and coffees we offer. This guesthouse is FULLY equipped.

Guest favorite

Rental unit in Davisville Village

4.94 out of 5 average rating, 124 reviews

Midtown modern 1 bedroom suite

Located in the heart of Midtown, Davisville Village. Very close to public transit, grocery stores and trendy restaurants. New property, modern look, high-end new appliances (incl. washer & dryer), modern comfortable furniture. Highest standards of cleaning, including proper disinfection of all high-touch areas. All kitchen, bathroom and bedroom supplies for comfortable stay provided. On-site parking is available for a separate fee. High-speed Wi-Fi access, Netflix, cable TV.

Guest favorite

Condo in Downtown Toronto

4.91 out of 5 average rating, 144 reviews

Boutique condo in Annex - near everything

Enjoy a stylish experience at this centrally located boutique building. In the heart of the Annex. Easy walking to city landmarks - ROM, U of T, Yorkville, Queen’s Park, Hospitals, AGO, Queen West, Casa Loma. Next to major transit station. Great for exploring the city for a couple days, a weekend or more. Workspace in the unit and more in the building. Perfect for residency, work abroad, school program, work trip and vacation. Limited parking available upon request only.

Guest favorite

Home in Downtown Toronto

4.92 out of 5 average rating, 102 reviews

The Robert House: Masterpiece in Harbord Village

The Robert House is a beautiful stylish home in the heart of the city. Located just south of the Annex neighbourhood, east of Toronto’s Little Italy and a stone’s throw from Kensington Market and Chinatown. Enjoy this remarkable home - steps to subway, landmarks, parks, markets, cafes, restaurants, bars & shops. You will remember your stay in this bright & spacious 3+1 bed, 2.5 bath with soaring 10 foot ceilings and high-end finishings.