
Vacation rentals in The Annex, Old Toronto
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in The Annex, Old Toronto
Guests agree: these stays are highly rated for location, cleanliness, and more.

Sundrenched 1BR Downtwn Apt-Views & Free O/N Prkng
THE ANNEX OASIS Monthly Rental for Dec, Jan & Feb Unwind on a lush, rainforest-inspired balcony with sweeping downtown views - steps from cafes, trendy shops & restaurants, culture & UofT. Our spacious 1-BD home in Annex blends comfort, charm & location. ➜ 3-min walk to St. George Subway & UoFT ➜ Free overnight street parking ➜ Complimentary breakfast snacks, coffee & tea ➜ 2 workstations+high-speed WiFi ➜ 60" Home Theater Smart TV ➜ Beautiful sunsets from balcony Your homestay in Toronto.

Bright Cozy Room in Koreatown • Near UofT & Subway
Quiet, cozy garden-facing room located in one of the most vibrant and convenient downtown neighbourhoods. 🌟 Prime Location: 2-minute walking distance from Bathurst subway station. 100 meters from Bloor Street. Near: Koreatown, Casa Loma Castle, University of Toronto's downtown campus, Royal Ontario Museum, Little Italy. 🌍 Food & Convenience: Countless dining options from authentic Korean cuisine to international delights. Cafes, boutiques and convenience stores are a short walk away

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.

Prestigious Yorkville Condo, Free Valet Parking
High-end buildings in the area with Free Valet Parking through out your stay, doesn't matter how many times you have to leave and come back. Enjoy a stylish experience at the heart of Downtown Toronto. Best restaurants, cafe's, Museum and shopping experience you can have. Less than 1 min walk to Bay street subway station. 5 min walk to Royal Ontario Museum, Queens park, University of Toronto. 2 mins walk to Prada, Cartier, Tiffany's, Chanel, LV, Harry Rosen, Holt Renfrew and many more!

*Gorgeous & professional condo in Yorkville*
Owned by a traveller and importer who spends a lot of his time in the Mediterranean, this residence poises your downtown Toronto stay smack-dab in the heart of one of North America’s most prodigious communities, Yorkville, while simultaneously experiencing comfortable and cultivated condominium ambiance. This residence is perfect for travellers for short-term stays and business professionals working remotely for longer-term stays who need a comfortable and intelligent living environment.

Grande Victorian Retreat
Enjoy a stylish, luxury experience at this centrally located apartment on the main floor of a Victorian home. Walking distance to CasaLoma, Royal Ontario Museum, University of Toronto, Yorkville Village Shopping! Only a 2 minute walk to the TTC. The space Living Room: Smart TV and High-speed internet. Bedroom: Queen-sized bed, large walk-in closet, Smart TV. Kitchen: Fully-stocked to make your extended stay feel like home. Bathroom: Large walk-in shower, Washer dryer unit.

The One in Yorkville-Previously Four Seasons Hotel
Our chic 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.

Downtown Toronto Private Apartment in the Annex
This 1900s vintage-style modern private apartment is in the lower part of our house in the Annex which showcases stained-glass windows from the famed Honest Ed's store. No part of this space is shared. Heated floors, AC provide comfort year round. Summerhill Market for freshly prepared meals and salads is in the next block across the street. Close to Bathurst subway and bus station. Free underground parking, 3.1 KM away. Paid parking at 10 Walmer Rd. Parking is 1.5 KM away.

Bright Modern Private Oasis Lower-Level 1BR 1BA
Newly renovated private lower-level apartment with 1 BR, 1 BA, full kitchen with living and dining area located downtown in the charming Annex West neighborhood. Ideal for quarantine/isolation Your space: - WiFi (75Mbps) - Cozy heated floors - Unlimited hot water - 2-3 min walk to subway and buses - Work remotely in comfort - Child friendly - 2 55" TV's This quiet corner of downtown Toronto sports lots of restaurants, shops, parks, and beautiful streets steps away.

Private Hideaway Downtown, Private Entrance
Sparkling CLEAN, SELF-SUFFICIENT, Downtown, Small, Stylish hotel-room-like, Private Deck for smoking/vaping and Fire Escape. QUEEN BED. No shared spaces. Very secluded and safe for female solos, with LOCKBOX 24/7 arrival/departures. Location across from upscale Summerhill Market in the vibrant Annex neighborhood. Bustling street, DOWNTOWN, urban location. Private entrance, fire escape for you only. What you see in pictures is what you get.

Chic Yorkville Condo • Sleeps 3 • Prime Location
Experience upscale city living in the heart of Yorkville. This stylish brand-new 1-bedroom condo offers modern finishes, luxury Miele appliances, and a fully equipped kitchen — perfect for business travelers, couples, or small families. Nestled in one of Toronto’s most desirable new developments, you’ll be steps from world-class dining, high-end shopping, and the best of downtown.

Yorkville Luxury • 2BR Condo w/ Views + Parking
Experience upscale living in the heart of Yorkville. This stylish 2-bedroom, 2-bath condo features modern finishes, luxury Miele appliances, a wine fridge, Nespresso, and in-suite laundry. With 2 bedrooms plus a sofa bed, it comfortably sleeps up to 6. Relax on the balcony with city views, then step outside to world-class dining, designer shopping, and Toronto’s top attractions.
Popular amenities for The Annex, Old Toronto vacation rentals
Other great vacation rentals in The Annex, Old Toronto

Comfy Private Bed & Bath - Walkable, Subway

The BLUE Room in the trendy Ossington-Bloor area

Comfy bed in French Provincial style room

Chic Private Suite - Separate Entrance & Bath

Cozy Downtown Retreat (Little Italy) #2

Private Annex Suite – UofT, ROM, Yorkville, TTC

Bright Bedsit in basement of cozy home!

TTC Station:BrightCozy PrivateRoom+PublicTransport
When is the best time to visit The Annex, Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 65 | € 62 | € 66 | € 64 | € 70 | € 75 | € 76 | € 78 | € 76 | € 82 | € 83 | € 77 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about vacation rentals in The Annex, Old Toronto

Total vacation rentals
Explore 290 vacation rentals in The Annex, Old Toronto

Verified guest reviews
Over 10,040 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
290 of The Annex, Old Toronto vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across The Annex, Old Toronto rentals

4.7 Average rating
The Annex, Old Toronto stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
The Annex, Old Toronto's top spots, include Royal Ontario Museum, Bata Shoe Museum, and Royal Conservatory of Music
Destinations to explore
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara
- Royal Ontario Museum




