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.

Top guest favourite

Flat in Little Portugal

5 out of 5 average rating, 27 reviews

Luxurious Dundas West Apartment

Welcome to your sanctuary in the heart of Dundas West! First floor of a detached home that offers a blend of modern, luxurious design and comfort, creating an inviting space perfect for solo travellers, couples, or friends. The 850+ sq ft open-plan layout maximizes space, offering a comfortable environment for relaxation or productivity. Ample closet space to store your belongings for longer stays. Multiple workspaces for remote work or study. Well situated with two Streetcar lines steps away.

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.

Home in Summerhill

5 out of 5 average rating, 3 reviews

Summerhill Designer 2BR Home • Must See • Sleeps 4

✦ Design-forward retreat with a sunlit living room—large leather sofa, lounge chairs, wall-mounted TV, and a sleek linear fireplace. Glass-top dining for four flows to a chef-ready galley kitchen with wall oven, quartz counters, and a breakfast bar for two; slide the doors to a private, greenery-framed deck. Two serene bedrooms (king + queen). Spa bath with walk-in shower, and soaking tub. In-home laundry, hardwood floors and fast Wi-Fi. Modern and thoughtful decor—perfect base for your stay.

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.

Guest favourite

Private room in Entertainment District

4.82 out of 5 average rating, 113 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.

Top guest favourite

Guest suite in Riverdale

4.9 out of 5 average rating, 42 reviews

Beautiful, Compact, Loft Inspired Garden Apartment

FURNISHED APARTMENT: Beautiful, Compact, Loft Inspired Garden Apartment. Fully Furnished and beautifully equipped. FLEXIBLE short term stays: including monthly, weekly or half month options **EXCEPTIONS: January; February; early March ** generally reserved for longer stays of 28 days or more. Ideal for Medical Residencies, Short-Term Business Contracts; Film & Media production; Academic Research Leave or a brief holiday oasis within the city core.

Guest favourite

Private room in Christie Pits

4.94 out of 5 average rating, 167 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! 😊

Top guest favourite

Private room in East Danforth

4.97 out of 5 average rating, 244 reviews

Charming room in Upper Beaches home

This small but bright cozy room with a view to the street, has a double bed, desk, dresser and closet. My home is a cozy, non toxic, environmentally friendly oasis just east of downtown with easy access to subway and GO train service. The neighborhood is quiet, yet very close to many restaurants, cafes, parks and a supermarket. I ASK THAT YOU PLEASE NOT USE ANY SCENTED PRODUCTS, PERFUMES, COLOGNES, HAIRSPRAY, NAIL POLISH, ETC

Guest favourite

Home in Woodbine-Lumsden

4.93 out of 5 average rating, 58 reviews

Cozy Suite in East York Toronto

Keep it simple at this clean and vibrant place located in a quiet and safe neighbourhood in East York, Toronto. Within walking distance to Woodbine Subway Station, Main Subway Station, AND Danforth Go Station. You can get to downtown Toronto in half an hour, or Greek Town on Danforth in 15 minutes. Great for solo/ couple travellers looking to study/work, or just to explore the city.

Top guest favourite

Private room in Annex

4.96 out of 5 average rating, 325 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, 575 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.