Holiday rentals in The Annex, Old Toronto

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Top-rated holiday rentals in The Annex, Old Toronto

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Guest favourite
The living area features expansive windows that frame scenic city views. A green sofa is paired with two round tables on a patterned rug. A kitchenette is visible, equipped with modern appliances, and decorative elements add a touch of warmth to the space.
Apartment in Yorkville
4.88 out of 5 average rating, 130 reviews

Scenic View! Luxury entire condo/Toronto Downtown

This unit has amazing view & Great location Luxurious area in Toronto Yorkville ! Everything is near by. Walking distance U of T campus, Royal Ontario Museum, HI-END shopping malls , restaurants and subway -1bedroom + Den -Queen bed + 2 sofa bed -High speed wifi -SmartTV (Access to Netflix or YouTube) -Cable TV -All in one Printer (Wireless) -Fully equipped kitchen (no oven) -Washer + Dryer -Iron+Ironing board -Bidet seat equipped on toilet -Gym -Paid Parking is available in the building

Superhost
A panoramic view of the city skyline is displayed through large bay windows. The scene features various buildings under construction, showcasing a blend of modern architecture and urban development. The sky is partly cloudy, allowing natural light to illuminate the space.
Apartment in Yorkville
4.63 out of 5 average rating, 56 reviews

1BR Condo Modern Living

Experience luxury in this 430 sq ft one-bedroom suite on the 28th floor in Yorkville. Features include a fully equipped kitchen, in-unit washer & dryer, premium high-speed WiFi, and paid parking upon request. The suite offers contactless check-in. Walk score: 98, Transit score: 96, Biker score: 95. Just 27 mins to Pearson Airport, 9 mins drive to CN Tower and Scotiabank Arena, and 4 mins walk to the Royal Ontario Museum. Enjoy modern urban living in a prime location! 🎈Check in time ends at 8pm,

Guest favourite
A modern living space features a brown leather sofa, complemented by a light-colored chair and a round coffee table. A sleek dining area is visible, with a white table surrounded by four chairs. Large windows showcase a view of the cityscape, allowing natural light to illuminate the room.
Apartment in Yorkville
4.99 out of 5 average rating, 85 reviews

Luxury Stay in Yorkville Prime Toronto Location

Indulge in luxury living at this beautifully furnished 1-bedroom apartment, ideally located in the prestigious Yorkville neighborhood of Toronto. Designed for comfort and style, this serene retreat features high-end finishes and a warm, welcoming ambiance. Just steps from Toronto’s main transit line, you’ll be surrounded by designer boutiques, renowned art galleries, chic cafés, stylish bars, and top-rated restaurants. Whether you’re here to shop, explore, or relax, enjoy the this upscale suite.

Top guest favourite
Flat in Yorkville
4.98 out of 5 average rating, 53 reviews

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.

Top guest favourite
Flat in Yorkville
4.96 out of 5 average rating, 46 reviews

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!

Top guest favourite
Apartment in Yorkville
4.91 out of 5 average rating, 78 reviews

Yorkville, ROM, Upscale Restaurants & Shopping

Immerse yourself in the heart of Toronto's upscale Yorkville district with this chic one-bedroom condo, nestled within the iconic former 4 Season's Hotel. Indulge in a thoughtfully designed space featuring a well-equipped kitchenette, a 55" TV, and a full bath. Steps away from the U of Toronto, museums, and luxury brands like Gucci, Burberry, and Louis Vuitton, you'll be surrounded by premier shopping and the city's finest dining establishments. The nearest subway stop just a 5 min walk.

Guest favourite
Home in Toronto
4.78 out of 5 average rating, 9 reviews

Cozy 2BR in DT Toronto with Parking+Laundry

Enjoy classic Toronto living in this bright and spacious 2-bedroom, 2-bath apartment in The Annex, just steps from Bloor Street’s vibrant cafés, restaurants, and boutiques. ***We block off the entire home for guests who only need 1-bedroom for maximum privacy & value. Walk to the UofT, Casa Loma, the ROM, or hop on the nearby Spadina or Bathurst subway. Enjoy a fireplace, balcony, fully equipped kitchen, in-unit laundry, and parking - your stylish home for an extended Toronto stay.

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.
Flat in Annex
4.87 out of 5 average rating, 100 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.

Top guest favourite
A bright bedroom features a spacious bed adorned with plush pillows in pink stripes. Large windows provide stunning views of the cityscape, while dark curtains offer options for privacy and light control.
Apartment in Yorkville
4.99 out of 5 average rating, 195 reviews

Admire City Views from Bed at this Chic Apartment

The critics have spoken! This five-star rated, professionally designed unit offers a fresh, functional, and beautifully curated living experience. Every piece of artwork and each accessory has been thoughtfully selected to enhance comfort, style, and positive energy throughout the space. This spacious one-bedroom, one-bathroom suite features a fully equipped kitchen, open living and dining areas, and a versatile den — perfect for working remotely or relaxing after a day in the city.

Guest favourite
A modern living area is featured with a sofa positioned beside two small tables. Large floor-to-ceiling windows allow natural light to fill the space, framed by light-colored curtains. The kitchen area is visible to one side, showcasing contemporary appliances and cabinetry.
Apartment in Yorkville
4.93 out of 5 average rating, 199 reviews

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)

Pamper yourself with everything Yorkville has to offer with this professionally decorated, NYC inspired condo at the heart of Toronto's most exclusive address with complimentary valet parking. Queen size bed, sofa bed in living room, 2 person bar table, work station and a 55" Smart TV to accommodate all your needs. Contemporary art by local artist throughout with high end furniture and Miele appliances. South facing lake/city views through expansive floor to ceiling windows.

Top guest favourite
Flat in Yorkville
5 out of 5 average rating, 74 reviews

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.

Guest favourite
An impressive view of a modern high-rise building is captured from below, showcasing the architectural details of the glass façade and concrete structure. A bronze statue stands prominently at the base, adding a cultural element to the urban landscape.
Apartment in Yorkville
4.9 out of 5 average rating, 182 reviews

Yorkville Toronto Breakfast Included

Entire apartment is yours to enjoy. I am the owner: I always clean-this is not multi operated. Laundry is carefully cleaned. New leather reclining sofa. I include breakfast groceries at no charge. Coffee, tea, milk, 2 apples, 2 oranges, 2 bananas, 4 bagels, cream cheese, strawberry jam, dozen eggs, butter, onion, tomatoes. Walk to Whole Foods, Starbucks. University.50" TV + 32 " TV, includes NETFLIX, AMAZON PRIME VIDEO, INTERNET.

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Quick stats about holiday rentals in The Annex, Old Toronto

  • Total holiday rentals

    Explore 300 holiday rentals in The Annex, Old Toronto

  • Verified guest reviews

    Over 10,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    290 of The Annex, Old Toronto holiday rentals include wifi 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

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