Vacation rentals in The Annex, Old Toronto

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Top-rated vacation rentals in The Annex, Old Toronto

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Guest favorite

Home in Dufferin Grove

Classic 1 Bedroom Suite

Toronto Short-Term Rental Registration Number: STR-2009-GBSXPD *No Parties* Situated on the main floor of a 3600-square foot Victorian home built in 1908, this guest space is recently renovated with modern amenities. Located on the border of Little Italy and Dufferin Grove it is conveniently only a 10-minute walk to the Ossington subway station and a 2-minute walk to College st. With restaurants, parks, coffee shops, bars, grocery stores, a mall and a movie theatre all within 20 minutes on foot.

Guest favorite

Rental unit in Midtown

Cute Private Apartment near University of Toronto

This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

Guest favorite

Guest suite in East York

Newly Reno’d Modern Suite By Subway w/Free Parking

Welcome to your newly renovated home away from home in Toronto’s vibrant east end. Enjoy a professionally designed outdoor living space that feels like a cottage in the heart of the city’s bustling Danforth area. You'll be a short 2 minute walk from the TTC’s Woodbine Subway Station and a quick ride to all the attractions of downtown. Although located on a quiet street, you’ll be walking distance from grocery stores, pharmacies, cafés, artisanal shops & a huge variety of restaurants.

Guest favorite

Rental unit in Toronto

1-bedroom apartment in Little Italy

Enjoy a stay in a quiet, bright and centrally located apartment in the heart of Little Italy. The space features an open concept living room and kitchen with double-exposure windows and mid-century modern décor. Popular food and shopping destinations such as Koreatown, Kensington Market, Ossington and Dundas West are all within walking distance. Steps from Christie Pits and Trinity Bellwoods parks. Perfect location for either business or pleasure, with close access to public transit.

Guest favorite

Tiny home in Downtown Toronto

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.

Guest favorite

Home in Little Portugal

Charming coach house / guest house downtown

Private and secluded, completely separated, fully serviced and renovated guest house / urban cottage with a beautiful private patio nestled among the mature trees of Dufferin Grove - one of Toronto's most vibrant and interesting neighbourhoods. Find quiet, peace and tranquility in a private oasis, tucked away behind trees and the residential streets, located in the middle of Toronto's trendiest urban centres: Little Italy, Dundas West, Ossington, Little Portugal and Queen West.

Guest favorite

Home in Midtown

Annex Haven: 1 Bedroom plus Den

This centrally located private space is newly updated with new flooring, kitchen, furniture, and bathroom. Private entrance with your own bathroom and kitchen. Very quiet residential neighbourhood with old growth trees. Walking distance to Christie subway station or Dupont subway station. Be downtown within 20 minutes. Close to Koreatown and many great restaurants on Bloor Street. 5 min walk to 4 grocery stores and LCBO. Basement space not suitable for people over 6 feet tall.

Guest favorite

Guest suite in Toronto

Riverdale Suite Artist Retreat

Sunny basement suite located just steps from the Danforth Music Hall, restaurants, shops, parks, trails and the Broadview Station hub. Retro metro decor in our century brick artist house: sofa, desk, armoire, dining table, kitchen, bathtub/shower, antenna TV, streaming Roku, DVDs, and books help you to feel at home. Great for the pedestrian experience, with transit located around the corner, or if you drive there's a lit public parking lot a 3-minute walk away.

Guest favorite

Guest suite in Little Portugal

Private renovated suite in West End Toronto

Little Portugal / Ossington gem. Private space with a separate keypad entrance. Best suited to couples and solo travellers, no door on the bathroom. Around the corner from top restaurants and cafes in the Dundas West neighbourhood. One block from Toronto public transit or hop on a bike and be downtown in 15 minutes. Newly renovated basement space with modern features and a long list of amenities. Street parking is available with temporary permit from the city.

Guest favorite

Condo in Downtown Toronto

Cozy space in one of Toronto's best neighbourhoods

My place is a clean and quiet spot in the heart of Toronto's entertainment district. Location, location, location! Access the CN Tower, Ripley's Aquarium, The Royal Ontario Museum, The Art Gallery of Ontario and many more within a short walk or commute. The neighbourhood contains many restaurants and bars showcasing Toronto's cuisine and culture. My place is in the King West neighbourhood of downtown Toronto and is very convenient to access.

Guest favorite

Home in Midtown

Large Space with 2 Baths & Parking in Downtown

Great location in downtown Toronto. Private suite, five mins to two subway stops, 15 mins to ROM, AGO, Chinatown, U. of T. Clean and artsy home, very private with your own 2 bathrooms, and high-speed WiFi. These is no kitchen. Quiet street, Koreatown, restaurants, shops & many places to see. Christie Pits Park with pool, skating rink, soccer is two mins away. Free parking in front of house.

Guest favorite

Home in Midtown

Cozy private space in mid-town Toronto

Welcome to our recently renovated unit that is part our home but completely separate from it. We are located in a Hillcrest Village a great neighbourhood that includes a mix of international restaurants, pubs and independent shops. We are very close to the St. Clair streetcar (tram) which takes you downtown in less than 20 minutes.