Apartment vacation rentals in The Annex, Old Toronto

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Top-rated apartment rentals in The Annex, Old Toronto

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Guest favorite

Apartment in Davisville Village

4.9 out of 5 average rating, 262 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

Guest favorite

Apartment in Midtown

4.94 out of 5 average rating, 101 reviews

A Private Annex Getaway Apartment

Beautiful contemporary basement apartment with lots of lights, newly renovated, brand new furniture, and private entrance. In the heart of the famous Annex area. Municipal On-Street parking permits can be arranged privately or by contacting the host (** let us know in advance if you require parking since spaces run-out on occasion **). Includes a shared backyard oasis with BBQ. (see pics) On-Street parking permits can be arranged through the city or host. (Fee: $30/24h, $35/48h, OR $50/week.)

Superhost

Apartment in Midtown

4.81 out of 5 average rating, 160 reviews

Cozy DowntownToronto PrimeLocation w balcony

This Studio is located in the heart of Toronto between Annex and Yorkville. A prestigious neighbourhood minutes from high end hotels, museums, bars and restaurants, all attractions such as TIFF events, CN tower, Varsity stadium. Blink of an eye to the Subway station, Bloor Shopping boutiques, Hazleton Lanes shopping centre, Varsity Stadium and many other attractions. Perfect for explorers, artists, professionals. Entire home, though minimalist, equipped with all necessities. Message for pets.

Guest favorite

Apartment in Toronto

4.93 out of 5 average rating, 103 reviews

Luxurious Annex/Yorkville 1300 Sq Ft & Parking

Beautifully appointed, top quality furnishings & amenities , spacious Yorkville/Annex rental. Full 1300 sq foot. apartment located within a Heritage Victorian Brownstone! Exceptionally located, walking distance to subway, restaurants and all the sights! Walk to Casa Loma, Royal Ontario Museum & Yorkville. Parking, Wifi, Chromcast, Fibe TV, Local High Def TV included. Fully equipped gourmet kitchen. Air Conditioned. Digital safe for valuables. Treat yourself to pantry snacks, coffee & tea.

Guest favorite

Apartment in Toronto

4.92 out of 5 average rating, 109 reviews

Spacious & Vibrant upstairs apartment

There are several shops and restaurants on St. Clair Ave W. Plenty of transit options north of you on the St. Clair line or the bus line on Dufferin. A dog within minutes from the home. The actual space is perfect. Opposite of the open concept apartment, this spacious one bedroom had a separate eat-in kitchen, separate living room, and bedroom. The apartment has the fastest wifi speed. The second floor back terrace has a lovely view with gorgeous sunsets. Not a shared space. Parking ✔️

Guest favorite

Apartment in Leslieville

4.96 out of 5 average rating, 125 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.

Guest favorite

Apartment in York

4.93 out of 5 average rating, 166 reviews

New Modern and Stylish Studio in Hip Neighborhood

Stay in our newly renovated, bright comfort studio right behind the Toronto’s buzzing Junction neighbourhood, which named one of 50 coolest neighbourhoods in the world. This modern and well-appointed main level studio is a quick stroll from a variety of restaurants, breweries, parks, and shops. Very attractive location with public transportation steps away, it's the perfect base for exploring the neighbourhood and the city beyond.

Superhost

Apartment in Little Italy

4.81 out of 5 average rating, 152 reviews

Modern Apartment in Historic Home near Trinity Bellwoods

Chill under the vintage LPs in this hip and cozy Trinity Bellwoods apartment. Showcasing clean lines and open-plan living, the newly renovated home is bright, white, and comfortable with colorful accents that add a retro vibe to its modern aesthetic. The flat sits on the lower level of a heritage home nestled between Dundas West, Queen West, The Ossington Strip, and Toronto's lively park, Trinity Bellwoods. STR-2009-GLXRPG

Guest favorite

Apartment in Toronto

4.99 out of 5 average rating, 291 reviews

Modern Retreat in Trendy JUNCTION Neighbourhood

A newly renovated, hotel-inspired lower level suite nestled in Toronto’s buzzing Junction neighbourhood. This vibrant, bright basement, brought to life by its charming and colourful accents, is a quick stroll from a variety of restaurants, breweries, parks, and shops. With public transportation steps away, it's the perfect base for exploring the neighbourhood and the city beyond. And, of course, for unwinding afterward.

Guest favorite

Apartment in Roncesvalles Village

4.82 out of 5 average rating, 380 reviews

Modern Apartment in Popular Roncesvalles Village

This totally private apartment is in a house one block away from trendy Roncesvalles Avenue. It is a block away from High Park, Boutique Stores, public transportation, the lakeshore, St. Joseph's Hospital, a library & and many popular restaurants. Our separate apartment is good for couples, singles and business travelers.

Guest favorite

Apartment in Downtown Toronto

4.99 out of 5 average rating, 150 reviews

Tree top gem - Downtown Toronto

A contemporary 75 sq m (800 sq ft) apartment located on the 3rd floor (stair access only) of a privately owned triplex. This unique space, within walking distance of everything, is a fully furnished unit equipped to make your stay both comfortable and enjoyable.

Guest favorite

Apartment in Downtown Toronto

4.92 out of 5 average rating, 211 reviews

Spacious Private unit in Kensington Market

Welcome to Kensington Market! Spacious, clean and quiet private suite with private entrance. King size bed! Shopping, restaurants, and entertainment right at the door. The perfect unit for couples or anyone visiting the city for a night or a couple of weeks!