Holiday rentals in Old Toronto

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Top-rated holiday rentals in Old Toronto

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Top guest favourite

Apartment in Entertainment District

4.96 out of 5 average rating, 219 reviews

Condo in the Downtown City Center

Wake up to city views through the expansive floor-to-ceiling windows of this gorgeous home. It features high gloss fixtures, hardwood floors, and natural textures throughout. Lounge in the open living area and enjoy fresh air on the private balcony. One queen sized bed, but another mattress and air mattress can be provided upon request. The unit comes with an ensuite bathroom. The space comes with a Sonos sound system, WiFi, and a smart TV with Netflix for your enjoyment! A hot water boiler for tea, and a Nespresso machine is available for your use! I am an avid work traveler and this is my personal home, so I've taken a lot of care in picking the furniture, TV, sound bar, Nespresso machine with milk frother, hot water boiler, smart lights, etc. for my space and to share with you for your enjoyment! All I ask is that all guests be respectful of my personal belongings! I'll be available via phone, text, and email to answer all your questions. The apartment is located in the Entertainment District—the heart of downtown. This means walking to some of the city's top restaurants, bars and shopping is easy and convenient. There's an assortment of cafes, patios, convenience stores and gift shops sprinkled on every corner. This is a lively area filled with everything for everybody. Check out the Ripley's Aquarium and CN tower, and catch a game at the Rogers Centre or Scotiabank Arena! Close to the St. Andrew or Osgoode subway station, steps away from Queen Street and King Street (streetcars available), and you can grab an Uber in minutes from this location. Note that there is no onsite parking but there is a parking garage nearby and a few lots. There's an assortment of cafes, patios, convenience stores and gift shops sprinkled on every corner. This is a lively area filled with a lot to explore.

Guest favourite

Flat in Entertainment District

4.98 out of 5 average rating, 87 reviews

Downtown Oasis with Serene Patio

Welcome to our cozy downtown apartment — the perfect hideaway in the heart of the city. We love that it’s central to everything, yet calm and relaxing when you need a break from the bustle. This is our home when not hosting so we filled it with things we love: books, plants, candles, music, and games for a chill night in. The patio is our favourite spot to sip coffee or unwind under the stars. We hope you treat it with the same care we do and enjoy all the little things that make it special.

Top guest favourite

Flat in The Beaches

5 out of 5 average rating, 15 reviews

Bright Beaches Apt & Garden

Beautiful and serene studio apartment in the heart of the Beaches with a separate entrance and garden with a seating area. Walking distance to liquor/wine stores, marijuana dispensaries, History concert venue, bakeries, coffee shops, organic and regular grocery stores, streetcar/tram, and of course, Lake Ontario and the Woodbine Beach & boardwalk. For the health conscious guests, we have a Vitamix blender, weights and a yoga mat- so you can keep up your fitness routines while travelling.

Top guest favourite

Townhouse in Bathurst Manor

5 out of 5 average rating, 24 reviews

A Hidden Jewel in North York

Cozy, bright, furnished basement studio with high ceilings and private entrance—ideal for students or short-term visitors. This place includes a small kitchen, in-suite washer/dryer, full bath, TV, and Bell 5G internet. Netflix and Prime streaming available. Great location: 10 min to Hwy 401, groceries, restaurants, and easy access to Downtown, Pearson Airport, and Toronto Convention Centre and a short ride to Rogers Stadium . Quiet, smoke-free, pet-free home. Sheppard & Bathurst

Guest favourite

Private room in Entertainment District

4.82 out of 5 average rating, 112 reviews

Luxury large bedroom with washroom

Private spacious room in a three bedroom condo with semi private bathroom in the heart of Toronto and financial district. Twin bed, adjustable office desk, CN Tower view (8 floor), modern spotless kitchen. Enjoy being steps away to everything Toronto has to offer including Entertainment District, Financial District, Rogers Centre, Ripley's Aquarium, and all tourist attractions! Professionally cleaned. Condo building has world classes amenities. Parking is available for a small fee.

Guest favourite

Private room in Roncesvalles

4.91 out of 5 average rating, 507 reviews

Simply smart 1 or 2 person bedroom

A room for 1 or 2 in an Edwardian house full of character located in the hip neighbourhood of Brockton in Toronto's vibrant west end. Close to the shops and restaurants of Parkdale's Queen West strip and a five minute walk to lively Brockton's Dundas West. A transit friendly location. This a green house and cleaned with eco friendly products. If you wish to book please introduce yourself and create a profile so that hosts can get to know you, especially if you are new to Airbnb.

Superhost

Hotel room in Church-Wellesley

4.78 out of 5 average rating, 136 reviews

Town Inn Suites

Discover your urban retreat in this spacious 500-square-foot room in downtown Toronto, just a short walk from Yorkville. This suite features a king size bed, fully equipped kitchen, ideal for meals, along with a separate living area filled with natural light and a cozy dining space. Enjoy the privacy of a separate bedroom and a well-appointed bathroom. This is the perfect place for extended stays, just a 5-minute walk to the Yonge-Bloor subway station—ideal for exploring the city!

Guest favourite

Private room in East Danforth

4.95 out of 5 average rating, 221 reviews

Cozy room in Upper Beaches home

My home is a cozy, non toxic, environmentally friendly oasis just east of downtown Toronto with easy access to subway and GO train service. The neighborhood is quiet, yet very close to many restaurants, cafes, parks and a supermarket. PLEASE NOTE - this room is next to my own bedroom. If you know that you snore, I ask that you please not request to book, as it will affect the quality of my sleep! You are welcome to request my other room, "Charming room in Upper Beaches Home"

Guest favourite

Private room in Christie Pits

4.94 out of 5 average rating, 166 reviews

Bright, Stylish Bedroom In Korea Downtown Toronto

Kick back & relax in this calm, stylish space ✨ Enjoy a cozy private bedroom 🛌 in a detached home 🏡 with your own washroom 🚿, workspace 💼 & shared living area 🛋️. Perfect for solo travelers, students 🎓 or professionals 👩‍💻. Located in a peaceful neighborhood 🌳 with easy access to transit 🚆, shops 🛍️ & food (close to Korean town) 🍽️. Clean, quiet & comfy — your home away from home 💖 Feel free to reach out with any questions! 😊

Guest favourite

Flat in Entertainment District

4.93 out of 5 average rating, 30 reviews

Chic & Vibrant Corner Condo + 1 Free Parking

Stay in the heart of Toronto's buzzing Entertainment District in this chic, private condo. With top dining, nightlife, and cultural attractions like the AGO and Royal Alexandra Theatre just steps away, you'll experience the best of city living. The condo is professionally cleaned between guests to maintain a fresh and inviting atmosphere, making it the perfect base for a stress-free stay in the city.

Top guest favourite

Private room in Annex

4.96 out of 5 average rating, 324 reviews

Newly Renovated Ideally Located Annex Ensuite

We are located on a quiet leafy residential street in the Annex neighbourhood. Our home is 5 minutes on foot from the subway and a short walk to Bloor Street, U. of T., Yorkville and the Royal Ontario Museum. The park at the corner has a public bike-share. The area has an abundance of restaurants, pubs, coffee shops, grocery stores, and specialty food shops.

Top guest favourite

Private room in Annex

4.94 out of 5 average rating, 573 reviews

Private Studio Downtown Private, Entrance

Hotel Experience, Private exit/entrance with lockbox 24/7. No shared spaces. Downtown core. Other Rentals in this building. The space is 28 square meters. Location across from famous, upscale Summerhill Market in the vibrant Annex hood. Bustling, busy street. Excellent WIFI, Netflix, Prime ready to go. We cater to travelers.