Holiday rentals in Downtown Toronto, Old Toronto

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Top-rated holiday rentals in Downtown Toronto, Old Toronto

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

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Guest favourite

Flat in Downtown Toronto

4.96 out of 5 average rating, 46 reviews

Ambient Vibe Downtown | CN Tower + Lake View Condo

The most exclusive condo where you can set the vibe by changing all the lights to your favourite colour. The perfect getaway and a home away from home. Immerse yourself in this two bedroom, two washroom Airbnb, with the perfect view of the CN Tower, lake and city skyline from the private balcony. Enjoy one of the only rooftop pools/terrace with unparalleled views of the city and cabanas/sun beds available to all guests, with everything you need to make your stay exceptional. Best location in TO

Superhost

Home in Richmond Hill

4.85 out of 5 average rating, 40 reviews

Awesome Lakefront House/5Bedrooms/Private Dock

5 Bedrooms, sleeps up to 16 guests. 7 Queen Beds & 1 Air Mattress. 1 Family room & 1 Living room. Smart TV with movable set. All guests could have dinner together with Dining table & Island. 5 free parkings. Romantic Tub, Sauna Room are avalable. This exceptional cottage offers a luxury and comfort space. The stunning interior and meticulous attention to detail is accompanied by a spectacular view. The property offers great outdoor space & direct water access plus extended private dock.

Guest favourite

Home in Churchill Meadows

4.9 out of 5 average rating, 42 reviews

Holiday retreat in Toronto

Make memories at this one-of-a-kind, family-friendly haven. With 5 bedrooms and 3.5 baths, it offers ample space. Only 2 kms from RIDGEWAY PLAZA and Meadowvale Town Centre. On a quiet street yet only 2 kms from the largest restaurant cluster in entire Toronto. An experience not comparable to anything in entire Canada. The fully equipped kitchen and the high-end mattresses ensure restful sleep. The tasteful decor adds a special touch. House is professionally cleaned between bookings.

Guest favourite

Flat in Downtown Toronto

4.94 out of 5 average rating, 16 reviews

Beautiful 1BR Condo Coveted Yorkville!

Welcome to our stylish and luxurious Yorkville condo! Immerse yourself in the heart of Toronto's most upscale neighbourhood, surrounded by top-rated shopping, renowned restaurants, and cultural attractions. This chic retreat offers modern amenities, elegant design and a prime location for an unforgettable stay in a newly-constructed building. ➜ Approx. 500ft² / 56m² of space ➜ Highspeed WIFI ➜ In-unit washer & dryer ➜ Fully equipped kitchen ➜ Steps to Bay & Museum subway stations

Top guest favourite

Home in The Beaches

4.99 out of 5 average rating, 143 reviews

Heated Pool-tub Open 365 Days

Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

Guest favourite

Home in Toronto

4.95 out of 5 average rating, 44 reviews

Home Away From Home Sunnylea The Kingsway

Light and Bright Home in Sunnylea The Kingsway The Best of Both City Life and Tranquil Relaxation Prime Location 500M Royal York subway/ 15min airport/ 20min downtown Prime Location in the heart of Sunnylea The Kingsway Village. Steps to Royal York subway, Kingsway shop, grocery, parks, restaurants, and bars Easy access to downtown, airport, GTA, great destinations Charming/ spacious and comfy/ clean and value/ Super high-speed internet Enjoy your stay and have a wonderful trip!

Guest favourite

Flat in The Beaches

4.92 out of 5 average rating, 119 reviews

One bedroom vacation rental at The Beaches

Welcome to Our Cozy Retreat! Escape to our relaxing, perfectly situated in a prime location at the Beaches, a few minute walk to the: - Beautiful beaches - The vibrant waterfront boardwalk - Bike path and parks - A variety of delicious restaurants, pubs and shops Local Amenities including such as: - Spa and wellness services - Nail and hair salons - Flower, gift, and clothing shops - Grocery stores - Yoga studio - History Toronto (concert venue) - Theatre

Guest favourite

Home in Brampton

4.93 out of 5 average rating, 56 reviews

Modern Lakefront Cottage In The City With Hot Tub

Experience ultimate luxury at our Lakefront Mansion, a modern marvel with 4 bedrooms, 3.5 baths, and a wealth of amenities. From access to the beach at Professor's Lake Recreation Centre, to the entertainment haven with games and a bar, every moment promises excitement. Unwind in the hot tub, savor morning treats from the Nespresso machine, and marvel at the architectural grandeur. Perfect for family staycations and unforgettable events.

Guest favourite

Townhouse in Downtown Toronto

4.91 out of 5 average rating, 11 reviews

TIFF, Scotiabank Arena, Rogers & Convention Centre

Experience Toronto like a local in this rare 18th-century townhome, perfectly located near TIFF, Rogers Centre, Scotiabank Arena, and the Metro Toronto Convention Centre. Surrounded by world-class dining and culture, this spacious heritage stay blends timeless character with modern ease. Ideal for travelers who value comfort, access, and atmosphere. Availability is limited—reserve your stay today.

Guest favourite

Flat in Downtown Toronto

4.85 out of 5 average rating, 47 reviews

Jungle Made of Concrete: Free Parking & City View

Want to save on your booking? Just send me a message to book directly! Concrete jungle where dreams are made of.. My sister & I are DIY lovers, we are always looking for creative ways to dress our homes & create a one of a kind experience for our guests. Hence, the exact song that through our mind when we designed this jungle industrial themed villa.

Superhost

Home in Lawrence Park

4.91 out of 5 average rating, 23 reviews

Upscale Home in Lawrence Park [With Yoga Room]

Location, Location, Location! Located in the wealthiest and most upscale area in all of Toronto and Canada near Bayview and Lawrence. Located 15 km to Downtown Toronto, across the street from world renowned Sunnybrook Hospital (900 metres away) AND the Bridle Path. Minutes away from world famous Edward Gardens

Superhost

Flat in Downtown Toronto

4.88 out of 5 average rating, 32 reviews

Unbeatable views & location 2BD/2BTH w parking

Welcome to our stunning lower penthouse in the heart of downtown Toronto. This 2-bedroom, 2-bathroom suite offers incredible views that will take your breath away. The space is designed to comfortably accommodate up to 5 guests, making it perfect for families, friends, or business travellers.