
Vacation rentals in The Annex, Old Toronto
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Top-rated vacation rentals in The Annex, Old Toronto
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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.

Chic Yorkville 1BD W/ Private Terrace
CHIC 1-bedroom condo in the heart of Yorkville, Toronto. At your doorstep are bustling streets, charming cafes, Michelin-star restaurants, upscale boutiques, art galleries, ROM, and Whole Foods. The space has the perfect balance of elegance, convenience, and comfort. Stocked with essentials, and a rare 100 sq ft private terrace. Savor your morning coffee or an evening glass of wine (or bottle!) As the owner, I personally oversee every detail to ensure cleanliness and comfort for your arrival.

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.

Luxury Condo - Yorkville Toronto
Enjoy a stylish and luxury experience at this centrally located place in the Heart of Yorkville. Walking distance to Queen's Park, Royal Ontario Museum, University of Toronto, Whole Foods, Yorkville Village Shopping and more! Steps away from world-class dining including Cibo Wine Bar, Dimmi Bar and Trattoria, Kasa Moto, PLANTA, Sassafraz, STK Steakhouse, and Yamato Japanese Restaurant. Upscale boutiques including Chanel, Gucci, Holt Renfrew, Louis Vuitton, Prada, Tiffany & Co., and many more!

Swanky Yorkville Studio - 31st Flr
CHIC Sub-Penthouse studio situated in the heart of vibrant Yorkville. You'll find bustling streets, charming cafes, Michelin-star restaurants, upscale boutiques, art galleries, the Royal Ontario Museum (ROM), and a Whole Foods Market at your doorstep. This thoughtfully designed small space is the perfect balance between elegance, convenience, and coziness. Quiet with a stunning city view! As the owner, I personally oversee each aspect to ensure a comfortable environment for your arrival.

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.

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.

Cozy Midtown Studio Apartment
Welcome to our cozy basement studio apartment located near Christie Pits in the heart of Toronto! This charming space is perfect for solo travellers or couples seeking a comfortable and quiet stay in the city. With its convenient location and warm, inviting atmosphere, you'll feel right at home in this tranquil hideaway. We can't wait to host you and make your stay in Toronto a memorable one!tly located home base.

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

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.

Luxurious Condo in Yorkville + 1 Free Parking
Stay in Toronto’s prestigious Yorkville neighborhood, where high-end shopping, gourmet dining, and art galleries await you. This sleek condo offers total privacy and is professionally cleaned between each guest. Enjoy a stylish, comfortable space with all the amenities for a perfect urban getaway. Ideal for both leisure and business travelers.
Popular amenities for The Annex, Old Toronto vacation rentals
Other great vacation rentals in The Annex, Old Toronto

Private Suite, Parking, Laundry, Separate Entrance

Private Room on Third Floor with New Bathroom!

Private Annex Suite – UofT, ROM, Yorkville, TTC

Spacious bedroom in Victorian home!

Wychwood Park Bedroom

A private room on 2nd floor with ensuite bathroom

Gorgeous Guest Room, Separate Entrance, Patio

World Traveller Room
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 Spadina Station
Destinations to explore
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Niagara Falls State Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara