Holiday rentals in Old Toronto

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Top-rated holiday rentals in Old Toronto

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Guest favourite
An open-concept living space is highlighted by large windows and high ceilings. A dining table with blue chairs sits beside a stylish kitchen. A comfortable sectional couch is visible in the living area, while an eye-catching artwork adorns the wall. Stairs lead to the lofted bedroom.
Flat in Saint James Town
4.97 out of 5 average rating, 78 reviews

Bright Two Story Loft, Downtown TO, FREE Parking

Enjoy a STYLISH experience at Andre's CENTRALLY located home. A statuesque highrise tower with attached suites & lofts. This is your urban address overlooking a European style park, a short walk to the University of Toronto, Metropolitan University and Yorkville. Located in the heart of the city, steps from transit and grocery stores. Minutes from the financial and entertainment districts. A short walk to the Village and its nightlife. You'll have Toronto at your feet. FREE PARKING for 1 car!

Top guest favourite
A spacious studio is showcased, featuring a comfortable brown sofa beside a light-colored area rug. A sleek kitchen island with modern bar stools offers a casual dining space. Shelving units and a bed area contribute to the open layout, illuminated by recessed ceiling lights.
Guest house in Bathurst Manor
4.95 out of 5 average rating, 43 reviews

A Hidden Jewel in North York

Cozy, bright, furnished basement studio with high ceilings and private entrance—ideal for short-term visitors at Bathurst Manor area. 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 Subway, Downtown, Pearson Airport, and and a 5-min ride to Rogers Stadium . Quiet, smoke-free, pet-free home. Sheppard & Bathurst intersection.

Top guest favourite
Private room in Annex
4.95 out of 5 average rating, 785 reviews

Downtown Toronto Private Apartment in the Annex

This 1900s vintage-style modern private apartment is in the lower part of our house in the Annex which showcases stained-glass windows from the famed Honest Ed's store. No part of this space is shared. Heated floors, AC provide comfort year round. Summerhill Market for freshly prepared meals and salads is in the next block across the street. Close to Bathurst subway and bus station. Free underground parking, 3.1 KM away. Paid parking at 10 Walmer Rd. Parking is 1.5 KM away.

Top guest favourite
A bright living area is furnished with a light-colored sofa and a pair of wooden side tables. A textured area rug covers the hardwood floor, while natural light is allowed in through a nearby window. A small desk and chair are positioned against the wall.
Home in Earlscourt
5 out of 5 average rating, 73 reviews

Cozy and Modern Lower-Level Suite in Corso Italia

Welcome to your home away from home! This newly updated, bright and cozy suite is nestled in Toronto’s buzzing Corso Italia neighbourhood. This apartment offers the perfect blend of comfort, privacy, and convenience. Whether you're here for a short stay or a longer getaway, you'll enjoy a comfortable retreat in this recently renovated and thoughtfully designed space. You will have access to the entire apartment accessible via a separate entrance located in the backyard.

Guest favourite
Flat in Toronto
5 out of 5 average rating, 6 reviews

Luxury Downtown Condo

Enjoy comfort and convenience in this stylish bright, modern 2-bedroom condo located in the heart of downtown Toronto. The unit features an open-concept living area, full kitchen, in-suite laundry, and floor-to-ceiling windows for plenty of natural light. Both bedrooms are furnished for restful sleep. Perfect for business travelers, couples, small families, or anyone looking to stay close to Toronto’s top attractions. Metered parking under the building $24 per day.

Top guest favourite
A modern living room features a comfortable L-shaped couch with decorative pillows. A 65-inch TV is mounted on the wall. Large windows offer a panoramic view of Downtown Toronto, while sheer curtains gently filter the natural light.
Apartment in Entertainment District
4.92 out of 5 average rating, 26 reviews

Cozy & Modern - near The Well, CN Tower

Amazing location - cozy luxury condo in the heart of Downtown Toronto with a breathtaking view of the city. Located steps away from the famous Entertainment District, the CN Tower, Ripley's Aquarium, Metro Toronto Convention Centre (MTCC), Harbourfront Centre are all within the neighborhood. My home is ideal for couples, solo adventurers, and business travelers. Not suitable for parties or events. Only suitable for 2 or less guests.

Top guest favourite
A bright and spacious room features a neat single bed with a simple white cover. A small bedside table holds a soft lamp, and a piece of wall art adds a touch of color. A closet is visibly integrated into the design, providing storage options.
Private room in North York
4.9 out of 5 average rating, 274 reviews

FREE parking- cozy, inexpensive room in bsmt

Enjoy your place in our cozy place at very convenient location. This apartment is prepared especially for you, . We have free Wifi with fiber optic cable and more than 4 parking space so that you can enjoy your stay. We provide breakfast with cereal, breads, milk, tea, coffee with many flavors to choose. If you need iron, shampoo, or any travel essentials, we got them all for free. Note: *PLEASE REMOVE SHOES AT THE ENTRANCE

Guest favourite
Flat in Yorkville
5 out of 5 average rating, 7 reviews

Chic Yorkville Condo • Sleeps 3 • Prime Location

Experience upscale city living in the heart of Yorkville. This stylish brand-new 1-bedroom condo offers modern finishes, luxury Miele appliances, and a fully equipped kitchen — perfect for business travelers, couples, or small families. Nestled in one of Toronto’s most desirable new developments, you’ll be steps from world-class dining, high-end shopping, and the best of downtown.

Guest favourite
Flat in Garden District
5 out of 5 average rating, 19 reviews

Modern Condo Steps from Eaton Centre & Sonkofa Sq

Located in the heart of downtown Toronto, this stylish condo is ideal for couples, solo travelers or small groups. This 1-bedroom, 1-bathroom condo comfortably sleeps 4 guests and features a queen bed, sofa bed, 55-inch TV, and a fully equipped kitchen. With top attractions and restaurants just minutes away, you’ll enjoy both comfort and convenience in the city’s vibrant core.

Top guest favourite
Private room in Annex
4.96 out of 5 average rating, 337 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.

Apartment in Entertainment District
4.79 out of 5 average rating, 85 reviews

Toronto Waterfront - Entire Condo + Free Parking

CityPlace Lake Views: beholding the beautiful Billy Bishop Airport & Centre Island on Lake Ontario! Enjoy an elegant experience in this modern high-floor condo located in the heart of Downtown T.O. Steps away from: Canoe Landing Park, CN Tower, Rogers Centre, Ripley's Aquarium, Toronto Metro Convention Centre, ACC, TIFF & Union Station

Superhost
Flat in Toronto
4.75 out of 5 average rating, 4 reviews

Downtown Condo w/ Free Parking

Enjoy breathtaking, unobstructed lake views from this high-floor corner suite in downtown Toronto. Floor-to-ceiling windows fill the space with natural light, creating a bright and airy atmosphere. Soak in sweeping views of the city skyline 🌆 and the iconic CN Tower 🗼 — your perfect urban retreat in the heart of the city.

Popular amenities for Old Toronto holiday rentals

When is the best time to visit Old Toronto?

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Quick stats about holiday rentals in Old Toronto

  • Total holiday rentals

    Explore 16,330 holiday rentals in Old Toronto

  • Verified guest reviews

    Over 522,810 verified reviews to help you choose

  • Family-friendly holiday rentals

    5,340 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 3,090 rentals that welcome pets

  • Holiday rentals with a pool

    2,540 properties feature pools

  • Rentals with dedicated workspaces

    8,900 properties have a dedicated workspace

  • Wifi availability

    16,070 of Old Toronto holiday rentals include wifi 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

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