
Holiday houses in The Annex, Old Toronto
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Quick stats about holiday rentals in The Annex, Old Toronto

Total holiday rentals
Explore 270 holiday rentals in The Annex, Old Toronto

Nightly prices starting at
The Annex, Old Toronto holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 10,440 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
270 of The Annex, Old Toronto holiday rentals include Wi-Fi 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 holiday rentals in The Annex, Old Toronto
Guests agree: these stays are highly rated for location, cleanliness and more.

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

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.

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!

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.

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.

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

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.

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.

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.

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.

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.

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 holiday rentals
Other great holiday rentals in The Annex, Old Toronto

Luxury-Modern Home in Annex/Casa Loma ·3BR+Parking

The Vibe 1 BR Suite | City View

Sundrenched 1BR Downtwn Apt-Views & Free O/N Prkng

Yorkville, ROM, Upscale Restaurants & Shopping

Yorkville Luxury Suite | Pool, Sauna & Gym Toronto

Entire 1BR Condo Pool &Hot Tub. Walk to everywhere

Designer 3-Storey Loft w/ Balcony + CN Tower View

Yorkville Skyline Views & Gym | Near Subway
Destinations to explore
- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Niagara Falls State Park
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Nike Square One Shopping Centre
- Niagara Falls
- Toronto Zoo
- Exhibition Place
- Yorkdale Shopping Centre
- Casa Loma
- Trinity Bellwoods Park
- York University
- Sheppard–Yonge Station
- Massey Hall
- Coca Cola Coliseum
- Enercare Centre





