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Vacation rentals in The Annex, Old Toronto

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Quick stats about vacation rentals in The Annex, Old Toronto

  • Total vacation rentals

    Explore 270 vacation rentals in The Annex, Old Toronto

  • Nightly prices starting at

    The Annex, Old Toronto vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 10,440 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    270 of The Annex, Old Toronto vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across The Annex, Old Toronto rentals

  • 4.8 Average rating

    The Annex, Old Toronto stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    The Annex, Old Toronto’s top spots, include Royal Ontario Museum, Bata Shoe Museum, and Bathurst Station

Top-rated vacation rentals in The Annex, Old Toronto

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
Condo in Midtown
4.84 out of 5 average rating, 85 reviews

Chic Yorkville Pied-à-Terre | Stylish Retreat

Kick back and relax in this calm, stylish 'pied-a-terre' just outside Toronto's ritzy Yorkville area. This lower level of a townhouse condo has its own private entrance accessed from the sidewalk descending to a lower private garden terrace equipped with outdoor dining set. Beautifully designed in authentic and vibrant travel art, it comes equipped with a workspace, kitchenette, dining area, full bathroom, tv, and a living room/bedroom combo with an efficient and comfortable queen Murphy bed.

Top guest favourite
A cozy living area features a grey sofa and two matching armchairs, all positioned on a neutral area rug. A modern arc floor lamp provides soft lighting, while framed art adorns the walls. A small glass side table sits beside the sofa, enhancing the space's functionality.
Apartment in Midtown
4.93 out of 5 average rating, 259 reviews

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.

Top guest favourite
Home in Midtown
4.98 out of 5 average rating, 55 reviews

Kimchi Loft in Korea Town

Cozy, peaceful, and full of character space in the heart of Koreatown, personally renovated and hosted by two friends from Korea and Mexico, blending culture and hospitality! ★ 3 min walk from subway, cafes, supermarket, restaurants and more ★Above a 40+ year iconic Korean restaurant(10% off) ★Karaoke, Videogames, Streaming services, Projector, Art supplies & Boardgames ★Full kitchen ★Friendly, responsive hosts Perfect for families, friends, or business travelers seeking authentic local stay

Guest favourite
A modern living area features a dark gray convertible sofa and a small dining table near the windows. Natural light enters through two large windows, framed by light curtains. A well-equipped kitchen is visible in the background, showcasing stainless steel appliances and a white countertop.
Apartment in Midtown
4.86 out of 5 average rating, 122 reviews

Cozy 1 Bedroom Unit in the Annex, Free Parking

Welcome! This cozy unit is a great place to stay if you want to be in the city without feeling like you're in a concrete jungle. Located in the Annex, it's a food haven for those that are interested in exploring different places to eat. It's also a 5 min walk away from the Bloor/Spadina subway station (or Bathurst station in the other direction), so it's great for commuting around to different areas of Toronto. Yorkville, the ROM, and Casa Loma are also under 10 mins drive from here.

Guest favourite
Condo in Downtown Toronto
4.9 out of 5 average rating, 20 reviews

Cozy 1BR+den in the Annex | Steps to subway

Discover the charm of the Annex in our bright 1BR+Den, steps from Bathurst Station. This quiet retreat features high ceilings, a balcony with stunning city views, and sleeps 4 comfortably. The den is a perfect home office or dining nook. You’re surrounded by Toronto’s best cafes and independent boutiques, blending historic vibes with modern comfort. Whether you’re here for work or a city getaway, enjoy a peaceful, stylish home base in the heart of it all! STR-2507-FKFFBP

Guest favourite
A bright living area features a sleek kitchen with modern cabinetry and stainless-steel appliances. A glass coffee table is centered in front of a plush sofa. Natural light illuminates the space through a large bay window, complemented by a stylish chandelier overhead.
Condo in Yorkville
4.89 out of 5 average rating, 44 reviews

Iconic Four Seasons Hotel!

Welcome to Yorkville Plaza – Formerly The Iconic Four Seasons Hotel! Stay in a bright, stylish 1-bedroom suite in the heart of Yorkville, Toronto’s most prestigious neighborhood. Featuring a queen bed, single sofa bed, a sleek European kitchen, and a stunning bay window view, this suite is steps from high-end shops, fine dining, museums, and transit. Walk to UofT, ROM, Queen’s Park & subway Full apartment access + paid parking available Book now for an unforgettable stay?

Guest favourite
Apartment in Yorkville
5 out of 5 average rating, 8 reviews

Vanta Luxe Yorkville!

Gaze out across the Yorkville neighbourhood as you tuck into breakfast at the marble kitchen island. This ultra-modern 2 bedroom and den space combines neutral palettes and contrasting accents throughout to create a sense of space and serenity. This 2BR, 2WR + office suite is located in the luxurious vicinity of Yorkville with windows flooding the space with ample sunlight light. You are in the centre of downtown steps from Yonge/Bloor and University of Toronto.

Top guest favourite
A dining area is presented with a wooden table set for meals. A textured vase holds an arrangement of greenery and foliage. Black-framed photographs adorn the wall, creating an artistic backdrop, while a pendant light offers soft illumination.
Apartment in Midtown
4.97 out of 5 average rating, 112 reviews

Renovated Modern 2 Bedroom Suite w/ City Views

Experience the city like a local in this newly renovated two-bedroom suite. This ample, bright, airy space has beautiful city line views. We are centrally located (steps away from Casa Loma and downtown) with plenty of options for food, drinks, and local shops. The area has excellent walkability and great transit access. 24km from/to Pearson Airport and 6km from/to Billy Bishop Airport

Guest favourite
Apartment in Midtown
4.77 out of 5 average rating, 71 reviews

Spacious 1 Bed w/ Patio Walk up by Subway

Stay in one of Toronto's most sought-after neighborhoods. This 1-bedroom suite with a spacious private patio offers the perfect balance of comfort, convenience, and location. Just steps from Bathurst & Bloor Subway Station, you'll be minutes from downtown, U of T, Kensington Market, Yorkville, Queen Street West, and Toronto's top restaurants, cafés, and nightlife.

Guest favourite
The living room features a spacious leather sectional sofa facing a central coffee table. Natural light fills the area through multiple large windows. A brick fireplace adds warmth, while a staircase with glass railing leads to the upper levels. Potted plants bring a touch of greenery.
Home in Midtown
4.88 out of 5 average rating, 271 reviews

Bright, Stunning Victorian Townhouse in the Annex

Newly renovated, 3 level, 2-bedroom sun-filled unit, situated in the Annex. Brick fireplace, central air conditioning and heating, wooden floors and exposed brick. Steps away from Bloor St, coffee shops, restaurants, shops, galleries, parks and much much more. Short walk to Bathurst and Spadina Subway, Casa Loma, Yorkville, University of Toronto, and museums.

Top guest favourite
A spacious outdoor deck is furnished with a large sectional couch and a glass table. The well-maintained garden is bordered by wooden fencing, featuring a lush green lawn, flowering plants, and a hammock hung between two trees, with a children's playhouse visible in the background.
Apartment in Midtown
4.98 out of 5 average rating, 103 reviews

Main fl Annex, private garden oasis, welcome dogs!

Entire main floor of a beautiful 100-year-old Victorian house with incredible 100-foot-long PRIVATE garden oasis - great for dogs!. Located in the heart of the Annex, one of Toronto’s oldest and most vibrant neighbourhoods with stately homes, leafy streets and loads of hip bars, cafes, and restaurants.

Superhost
Condo in Downtown Toronto
4.83 out of 5 average rating, 6 reviews

1BR High Floor View Downtown Toronto

Inspired by the art and architecture of the Venetian island of Burano in Italy, this condominium seeks to replicate the feel of the island’s unique and colourful homes. The impressive 48-storey sculptured glass tower rises out of the historical Addison on Bay and soars above a 3-storey podium.

Popular amenities for The Annex, Old Toronto vacation rentals