Vacation rentals in Old Toronto

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Top-rated vacation rentals in Old Toronto

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A bright living area features a comfortable couch with decorative pillows and a small glass table. Light streams through large doors leading to a private deck. Hardwood floors enhance the spacious feel, complemented by a piece of wall art depicting trees.
Apartment in Toronto
5 out of 5 average rating, 37 reviews

Toronto Island Garden Suite Private 1 Bdrm w/ Deck

FIFA PERFECT PEACEFUL A beautiful oasis on Toronto Island, a 10 min. ferry ride from Toronto's downtown then 15 minutes to BMO field. It's an island park, the largest car free community in Canada. You will find some of Lake Ontario's finest beaches and nature walks & biking trails. The brand new suite has a private entrance and deck overlooking the garden, a full kitchen, a pull out couch, dining space, a queen bedroom, and 3 piece bathroom with a heated floor LAST FERRY FROM CITY AT 11:30 PM

Top guest favorite
A living area features large glass doors allowing natural light to fill the space and offering a view of the city skyline. A comfortable sofa and accent chair provide seating, complemented by a low coffee table and a decorative area rug beneath. A potted plant adds a touch of greenery.
Apartment in Davisville Village
5 out of 5 average rating, 34 reviews

Midtown Penthouse - Toronto City Skyline View

Stunning one bedroom penthouse apartment in the heart of midtown Toronto (Yonge & Eglinton). 5 min walk to Eglinton Station, 15 min commute to downtown. Enjoy spacious 10 ft ceilings and a south-facing, fully unobstructed view of the CN Tower / city skyline. Free underground parking included. Building amenities include: gym, salt water pool, hot tub, sauna, steam room, outdoor patio + BBQs. There is Loblaws (grocery) and LCBO (liquor) on the main floor of the building. Great restaurants nearby.

Top guest favorite
A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.
Guest suite in Toronto
4.95 out of 5 average rating, 229 reviews

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Top guest favorite
Home in Downtown Toronto
4.99 out of 5 average rating, 251 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Top guest favorite
A spacious living area features a dark gray sectional sofa and a wooden coffee table adorned with decorative items. Natural light illuminates the space, highlighting a gas fireplace underneath the wall-mounted television. A dining area with four chairs is visible in the background.
Home in Toronto
4.99 out of 5 average rating, 122 reviews

New! Private 1BR in Toronto by Danforth, Sleeps 4

Welcome to our stunning, newly renovated home in Toronto’s Old East York neighborhood, just a two minute walk from trendy Danforth Avenue and Pape Subway Station. This bright and airy, coastal-inspired retreat blends the comfort of home with the soothing simplicity of Maritime charm. This private oasis spans 750 square feet and is ideal for those seeking a peaceful escape in East York, with easy access to the best of Toronto. We'd put our accommodations up against the hotels of Toronto!!!

Guest favorite
A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.
Apartment in Downtown Toronto
4.94 out of 5 average rating, 190 reviews

Modern Victorian

Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

Top guest favorite
A modern living area is highlighted by a sleek sofa and a glass coffee table atop a zebra-patterned rug. An open layout reveals a kitchen area equipped with contemporary appliances. Art pieces adorn the walls, and a smart TV is mounted for entertainment.
Apartment in Yorkville
5 out of 5 average rating, 83 reviews

The One in Yorkville-Previously Four Seasons Hotel

Our 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.

Top guest favorite
A modern kitchen and living area are depicted, featuring sleek cabinetry and stainless steel appliances. A spacious island with seating for three is situated at the center. The adjacent lounge area is furnished with a light-colored sectional sofa, and a large wall-mounted TV is visible.
Home in Toronto
4.96 out of 5 average rating, 52 reviews

The Riverdale Laneway Suite

Welcome to our stylish new laneway suite nestled in the beautiful Neighbourhood of Riverdale. This modern new build offers two bedrooms, two bathrooms, a fully equipped kitchen and spacious living space. Perfect for solo travelers, couples or small families. Enjoy the vibrant neighbourhood filled with cafes, shops, parks and and attractions just steps away. Whether you are here for business or leisure our laneway provides the perfect home base for your stay in Toronto.

Guest favorite
A cozy bedroom features a spacious, unmade bed adorned with pillows in a neutral color palette. Natural light enters through two windows, with sheer curtains gently diffusing the sunlight. An antique dresser occupies one side, complemented by a wooden chair and a floral arrangement.
Loft in Little Portugal
4.97 out of 5 average rating, 33 reviews

The Wanderly Suite

A whimsy apartment in an 18th century building, the Wanderly Suite is curated with rustic antique furnishings and merged with modern amenities. Located above our store ~The Wanderly~ the apartment is conveniently situated amongst Little Portugal's best vintage shops + cafés/restaurants! The space features an open concept kitchen/living room + bedroom, complete with a patio + outdoor seating off the back. The perfect jumping off point for your next Toronto stay!

Guest favorite
A spacious living area features a light-colored sofa facing a large window, with natural light filling the space. A modern staircase leads to the upper level. Textured stone walls add depth, and a small wooden table is positioned next to a comfortable chair.
Loft in Downtown Toronto
4.83 out of 5 average rating, 287 reviews

Amazing 2 Storey Loft 3 BED In Central Downtown

This unique 2 storey loft is super stylish and a rare find in downtown Toronto. This two storey loft has amazing 9 foot high ceilings finished fully modern kitchen and bathrooms. This super luxurious loft is perfect for nights out or gatherings. Ottoman in the living room is a pullout as well as the chair upstairs in the bedroom, just inform if you want setup and the air bed in the master upstairs is also a twin Equipped with a balcony.

Top guest favorite
A modern living area features a light-colored sofa adorned with patterned throw pillows. Three framed black-and-white artworks hang on the wall, showcasing a detailed owl and elegant figures. Soft natural light enters through large windows, adding depth to the space.
Condo in Downtown Toronto
4.96 out of 5 average rating, 55 reviews

Post House Retreat!

Welcome to your downtown Toronto retreat! Located in the vibrant heart of the city, this modern condo combines style, comfort, and functionality for the perfect stay. Whether you’re a business traveler, digital nomad, or couple, this space caters to work and leisure seamlessly. Book now to experience the best of downtown Toronto living! Fun fact: This condo is named the Post House as it is connected to Toronto's First Post Office!

Top guest favorite
A spacious open-concept living area is presented, featuring a cozy couch and two armchairs arranged around a round coffee table. A large TV is mounted on the wall, and a rug with black and white stripes adds a touch of style. Plants and decorative art complete the inviting ambiance.
Home in East York
4.97 out of 5 average rating, 230 reviews

Modern and bright private suite.

Enjoy a newly built, professionally designed, roomy 1-bedroom basement apartment in East York Toronto. Conveniently located near the Danforth, Woodbine Beach, parks, and trails, the apartment is a short bus/subway ride or a 15 min drive from Downtown Toronto. Self-contained and spacious, it offers a fully equipped kitchen, new laundry facilities, a queen-sized bed, ample storage, and plenty of natural light.

Popular amenities for Old Toronto vacation rentals

When is the best time to visit Old Toronto?

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Avg. priceﺩ.ﺇ 327ﺩ.ﺇ 345ﺩ.ﺇ 375ﺩ.ﺇ 356ﺩ.ﺇ 389ﺩ.ﺇ 422ﺩ.ﺇ 441ﺩ.ﺇ 452ﺩ.ﺇ 426ﺩ.ﺇ 393ﺩ.ﺇ 364ﺩ.ﺇ 356
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Quick stats about vacation rentals in Old Toronto

  • Total vacation rentals

    Explore 17,890 vacation rentals in Old Toronto

  • Verified guest reviews

    Over 541,130 verified reviews to help you choose

  • Family-friendly vacation rentals

    5,810 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 3,230 rentals that welcome pets

  • Vacation rentals with a pool

    2,660 properties feature pools

  • Rentals with dedicated workspaces

    9,940 properties have a dedicated workspace

  • Wi-Fi availability

    17,720 of Old Toronto vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Old Toronto rentals

  • 4.8 Average rating

    Old Toronto stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Old Toronto's top spots, include CN Tower, Rogers Centre, and Toronto Eaton Centre

Destinations to explore

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