Vacation rentals in The Annex, Old Toronto

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Top-rated vacation rentals in The Annex, Old Toronto

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Guest favorite

Apartment in Midtown

4.97 out of 5 average rating, 30 reviews

Midtown Exec Suite Moore Park

Forget your worries in this spacious and serene space. You will have your own apartment with a quiet bedroom, kitchen, BR and living room space on a below grade floor, which is separated from the other living spaces of the owner. This home is located in Moore Park which -a lovely family neighborhood, accessible by bus right outside the door or a ten minute walk to the subway at Yonge & St. Claire (midtown). Moore Park is known for the ravines and beautiful big trees which are great for walks.

Feb 27 – Mar 6

G$20,765 GYD per night

Superhost

Apartment in Midtown

4.81 out of 5 average rating, 159 reviews

Cozy DowntownToronto PrimeLocation w balcony

This Studio is located in the heart of Toronto between Annex and Yorkville. A prestigious neighbourhood minutes from high end hotels, museums, bars and restaurants, all attractions such as TIFF events, CN tower, Varsity stadium. Blink of an eye to the Subway station, Bloor Shopping boutiques, Hazleton Lanes shopping centre, Varsity Stadium and many other attractions. Perfect for explorers, artists, professionals. Entire home, though minimalist, equipped with all necessities. Message for pets.

Jan 23 – 30

G$29,252 GYD per night

Guest favorite

Apartment in Midtown

4.93 out of 5 average rating, 103 reviews

Luxurious Annex/Yorkville 1300 Sq Ft & Parking

Beautifully appointed, top quality furnishings & amenities , spacious Yorkville/Annex rental. Full 1300 sq foot. apartment located within a Heritage Victorian Brownstone! Exceptionally located, walking distance to subway, restaurants and all the sights! Walk to Casa Loma, Royal Ontario Museum & Yorkville. Parking, Wifi, Chromcast, Fibe TV, Local High Def TV included. Fully equipped gourmet kitchen. Air Conditioned. Digital safe for valuables. Treat yourself to pantry snacks, coffee & tea.

Jan 15 – 22

G$78,451 GYD per night

Superhost

Apartment in Downtown Toronto

4.9 out of 5 average rating, 31 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.

Sep 20 – 27

G$43,293 GYD per night

Superhost

Loft in Downtown Toronto

4.91 out of 5 average rating, 46 reviews

Bright and Warm, Luxury Annex Loft

Welcome to our beautifully renovated 2-story loft located in the historic Annex neighborhood of Toronto. Our cozy and comfortable living space is filled with natural sunlight throughout the day. On the main floor, you'll find a modern kitchen and dining area, with a spiral staircase leading up to the second floor bedroom, washroom, and deck with stunning views of the Toronto skyline. Explore the charming Annex neighborhood or use the Spadina subway station to explore the city.

Dec 23 – 30

G$37,193 GYD per night

Superhost

Home in Midtown

4.91 out of 5 average rating, 34 reviews

Annex Haven: 1 Bedroom plus Den

This centrally located private space is newly updated with new flooring, kitchen, furniture, and bathroom. Private entrance with your own bathroom and kitchen. 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.

Dec 26 – Jan 2

G$35,251 GYD per night

Superhost

Home in Midtown

5.0 out of 5 average rating, 3 reviews

Your Yorkville Home

Welcome to Your Stylish Urban Retreat! Discover a chic and vibrant hideaway right in the heart of the city. Our luminous 2-bedroom unit offers the perfect blend of modern elegance and cozy charm, making it an ideal haven for your city escape. Centrally located, our space immerses you in the heartbeat of the city. Surrounded by upscale restaurants, trendy patio bars, and designer shops, explore the renowned Yorkville Shopping district—all just steps away.

May 15 – 22

G$50,180 GYD per night

Guest favorite

Home in Downtown Toronto

4.95 out of 5 average rating, 40 reviews

Cute and cosy basement suite

Self-contained renovated basement apartment located in downtown Toronto. Location is everything, and this apartment excels in that aspect. Being in downtown Toronto, you'll have easy access to a wealth of amenities and attractions. Check-in process is no contact. Oct 11, 2023-A house that is attached to mine is being renovated and there is construction noise from 8am-5pm that I have no control over. Please note there is NO parking on the premises.

Jan 23 – 30

G$22,508 GYD per night

Guest favorite

Home in Midtown

5.0 out of 5 average rating, 8 reviews

Wychwood Haven: Spacious Basement Apartment

Chic and spacious 970 sq.ft one bedroom apartment located in the heart of Wychwood - a highly sought neighbourhood (Christie and Davenport). You'll have access to your own private and separate lower level suite, with beautiful thoughtful finishes. Overnight street parking is available, 1 min walk to nearby bus stop, 15 min walk to nearby subway station. Nearby restaurants, bars and coffee stops will keep your heart and tummy full.

Oct 3 – 10

G$28,556 GYD per night

Guest favorite

Condo in Yorkville

4.88 out of 5 average rating, 240 reviews

Yorkville Luxurious High-End Condominium

Originally, A Four Seasons Hotel Suite, this apartment is located in Yorkville, one of the most luxurious areas in downtown Toronto. Yorkville contains an electric mix of luxury condominiums, theaters, gourmet restaurants, and a prestigious high-class shopping district. The apartment is clean , daily maintained and brand new furniture and appliances. The Bay subway station is located about 2-3 minutes walk from the property.

Mar 16 – 23

G$60,917 GYD per night

Guest favorite

Home in Midtown

4.88 out of 5 average rating, 395 reviews

Large Space with 2 Baths & Parking in Downtown

Great location in downtown Toronto with free parking. Private suite, five mins to two subway stops, 15 mins to ROM, AGO, Chinatown, U. of T. Clean and artsy home, very private with your own 2 bathrooms, and high-speed WiFi. These is no kitchen. Quiet street, Koreatown, restaurants, shops & many places to see. Christie Pits Park with pool, skating rink, soccer is two mins away. Free parking in front of house.

Jul 7 – 14

G$25,516 GYD per night

Guest favorite

Home in Midtown

4.87 out of 5 average rating, 203 reviews

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.

May 29 – Jun 5

G$53,442 GYD per night