Vacation rentals in Old Toronto

Bright Spacious Laneway Home-Riverdale/Leslieville

Your beautiful, modern laneway retreat awaits—where comfort, style & city living come together. A newly built 1000 sqft detached home features 2 bdrms, full ensuites & a comfy queen pullout couch—sleeping up to 6. Unwind in the charming outdoor space with BBQ, then explore Queen, Gerrard & Danforth’s incredible restaurants, bars, coffee shops & bakeries. Walk to Riverdale Park for famous skyline views or hop on a streetcar—downtown is just a few km away. The perfect hub for your Toronto getaway!

Location · Family · Amenities

Bright New Laneway House in Roncesvalles

Bright, brand-new upper-level laneway suite (1BR queen) in the heart of charming Roncesvalles. This sun-filled, modern private space offers comfort, style, and excellent natural light. Steps to cafés, shops, bars, and the Roncy streetcar, with easy access to Queen West. Walk or enjoy a short bike ride to High Park and Sunnyside Beach—an ideal urban retreat in a prime Toronto neighborhood. Street parking available with city overnight permit (12–10 am). Optional garage parking available for a fee.

Location · Family · Checkout

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.

Value · Location · Wifi

Summerhill 2BR Home • Designer Style • 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.

Family · Location · Comfort

Comfy Oasis In Historic Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

Location · Value · Heating

Cozy Townhome Condo in the heart of Toronto!

This charming condo townhome offers the ideal pied-a-terre vibe right in the heart of the city. This is the perfect blend of lifestyle and location. Easily accessible to public transportation: • 5 minute walk to Strachan Ave & King Street W line • 15 minute walk to Exhibition Go Station Main attractions: • 10 min. walk to Exhibition Place • 10 min. walk to King Street • 15 min. walk to BMO Field (FIFA World Cup Stadium) • 20 min. walk to Budweiser Stage • 25 min. walk to CN Tower

Family · Value · Cleanliness

Stylish 1870s Home near Distillery District & Old Toronto

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

Family · Location · Walkability

Debonair Condo Heart of Toronto w/Free Parking

Enjoy a stylish experience at our centrally located home. Take advantage of charming cafes, Michelin-star restaurants, and boutiques at your doorstep. Steps from the following (walking times) - Financial District - 9 min - St. Lawrence Market - 6 min - Eaton Centre - 12 min - Distillery District - 18 min - St. Michael's Hospital - 9 min Note: there is a new condo building under construction which partially obstructs the view. This is not yet captured in the photo.

Value · Location · Layout

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.

Value · Location · Parks

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.

Value · Location · Wifi

2 Storey King West Loft | 15 Min Walk to BMO Field

Stylish King West loft with private terrace in one of Toronto’s most vibrant neighborhoods. This bright 1 bed + den features floor-to-ceiling windows, exposed concrete ceilings, and a modern open layout. Enjoy a spacious terrace, full kitchen, in-suite laundry, and dedicated workspace. Steps to top restaurants, nightlife, transit, and Liberty Village. Perfect for work trips or weekend getaways in the heart of the city.

Location · Walkability · View

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.

Family · Value · Nearby