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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
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

Superhost
A modern building featuring a glass facade stands prominently along a tree-lined street. The architecture showcases a blend of contemporary and traditional design, with a mix of vehicles parked and moving along the road, indicating a vibrant urban atmosphere.
Apartment in Yorkville
4.75 out of 5 average rating, 75 reviews

Cozy 1+1 Condo in Yorkville + free parking

Formerly a Four Seasons hotel suite, now fully renovated, this 1 bedroom plus 1 office/den condo with free parking is in the most luxurious area of Toronto: Yorkville. Walking distance to U of T, high end restaurants, cafes, bars and shopping stores, Royal Ontario Museum, and the subway. Smart TV, Bell Fibe, Netflix,& Wifi. Large windows with a breathtaking view and tons of natural light. Walk in Closet for Storage, Washer & Dryer Don’t miss out on this elegant and unforgettable stay!

Guest favourite
Apartment in Yorkville
5 out of 5 average rating, 13 reviews

Gym & Workspace | Near Royal Ontario Museum

This Yorkville condo features floor-to-ceiling windows with city views, concierge service, and a shared gym in a professionally managed building with elevator access. Walk to the Royal Ontario Museum and Bloor Street shopping from one of Toronto's most walkable neighborhoods. The unit includes a dedicated workspace, in-unit washer and dryer, and private entrance. Built for business travelers and couples who want upscale Yorkville within walking distance of dining, galleries, and transit.

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

Top guest favourite
A modern living area is highlighted by a sleek sofa and a glass coffee table atop a zebra-patterned rug. An open layout reveals a kitchen area equipped with contemporary appliances. Art pieces adorn the walls, and a smart TV is mounted for entertainment.
Apartment in Yorkville
5 out of 5 average rating, 84 reviews

The One in Yorkville-Previously Four Seasons Hotel

Our apartment in the heart of Yorkville is within a five-minutes-walk to ROM and Gardener museums, University of Toronto, libraries, theatre, bookstore, parks, subway stations, church, Whole Foods, and all retail stores, from Chanel, Dior, Holt Renfrew, to COS, Sephora, and Winners. Nestled among Park Hyatt and Hazelton Hotel, our building was previously the historic Four Seasons Hotel, and the upscale area around it is bustling with cafes, restaurants and art galleries.

Superhost
Apartment in Midtown
5 out of 5 average rating, 4 reviews

Discover the Best of Yorkville + 1 Free Parking

Set in Toronto’s prestigious Yorkville neighbourhood, this modern, professionally decorated condo is perfect for guests who appreciate style and sophistication. Browse luxury boutiques, visit nearby art galleries, and enjoy exceptional dining, all within walking distance. With complete privacy, no shared spaces, and professional cleaning before every guest, you'll enjoy a comfortable and effortless stay in one of Toronto’s most desirable neighbourhoods.

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, 273 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.

Guest favourite
Apartment in Yorkville
5 out of 5 average rating, 11 reviews

Luxe 1BR, Boutique 5-Star Stay

Luxury 1BR suite with a true 5-star, hotel-style experience in a prime location. Features a comfortable bedroom, stylish living area, fully equipped kitchen, fast WiFi, smart TV, and in-suite laundry. Professionally cleaned with easy check-in. Steps to top restaurants, cafes, shopping, and transit. Perfect for business or leisure stays.

Top guest favourite
The primary bedroom features a spacious queen bed adorned with neutral linens and two decorative pillows. A wooden bench is situated at the foot of the bed, complemented by a stylish chair and bedside tables. Natural light filters through multiple windows, illuminating the warm wooden floors.
Guest suite in Midtown
4.99 out of 5 average rating, 175 reviews

Third Floor Retreat

Your sanctuary consists of the entire third floor of our historic home (circa 1910) on a quiet, residential street, steps away from a bustling urban streetscape of shops, restaurants, and offices.

Popular amenities for The Annex, Old Toronto vacation rentals