
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 $33 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 Spadina Station North Entrance
Top-rated holiday rentals in The Annex, Old Toronto
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

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

Luxury-Modern Home in Annex/Casa Loma ·3BR+Parking
Luxury-modern 3BR home in Toronto’s historic Annex/Casa Loma, ideal for families, professionals, and longer stays. Private main and second floors with open kitchen and living area. King primary bedroom with ensuite, Queen bedroom, and Twin bedroom with work desk. Sleeps up to 6. Upstairs laundry, PlayStation for kids, high chair on request, lane parking with EV charger. Walk to popular cafes and restaurants, Yorkville, subway, parks, and near the University of Toronto. No parties or smoking.

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.

Annex Haven: 1 Bedroom plus Den
This centrally located private space is newly updated with new flooring, furniture, and bathroom. It includes a separate entrance with its own kitchen and laundry. Very quiet residential neighbourhood with old growth trees. Walking distance to Christie subway station or Dupont subway station. Be downtown within 20 minutes. Close to Koreatown and many great restaurants on Bloor Street. 5 min walk to 4 grocery stores and LCBO. Basement space not suitable for people over 6 feet tall.

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.

Private 3BR Whole Home for Groups Near Subway
A newly built, private 3-bedroom, 3-bath home on a quiet laneway in Toronto’s Annex West, just a 3-minute walk to the subway. Bright, modern, and thoughtfully laid out, this entire home is ideal for families or groups traveling together who want to stay in one shared space. Enjoy a full kitchen, heated floors, unlimited hot water, and fast Wi-Fi. Steps from restaurants, parks, and shops, yet calm and private inside. Best suited for guests with confirmed travel plans.

Steps to Four Seasons Hotel Yorkville Condo
Unobstructed panoramic view in the heart of upscale Yorkville. Minute walk to Bay subway station, Whole Foods, ROM and U of T and high-end restaurants. Easy parking @ 74 Yorkville for $20 (daytime). Around the corner from Toronto's main luxury shopping hub, Yonge + Bloor. *Upscale neighborhood *Highspeed WIFI *Walk score of 96 *Transit score of 93 *Bike score of 98 (rentable Bixi bikes nearby) *Fully equipped kitchen *Full-sized washer/dryer *Gym in building

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.
Popular amenities for The Annex, Old Toronto holiday rentals
Other great holiday rentals in The Annex, Old Toronto

Yorkville, ROM, Upscale Restaurants & Shopping

Stylish Yorkville 1BR Den Condo Sleeps 5

Entire Condo in Yorkville, Downtown Toronto 1+1

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

City Views, Balcony & Workspace Near CN Tower

Stunning Scenic view! Luxury entire condo

Discover the Best of Yorkville + 1 Free Parking

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
- Harbourfront Centre
- Niagara Falls State Park
- Toronto Eaton Centre
- Niagara Falls
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Yorkdale Shopping Centre
- Casa Loma
- Trinity Bellwoods Park
- Sheppard–Yonge Station
- York University
- Massey Hall
- The International Centre
- Coca Cola Coliseum





