Vacation rentals in Old Toronto

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 · Solo travel

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.

Family · Value · Access

Stunning Skyline View Condo, Steps to CN Tower

Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Location · Family · Heating

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 · Indoor spaces

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.

Value · Location · Outdoor spaces

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 · Location · Checkout

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

Value · Family · Parks

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 · Sleep quality

Elegant Yorkville Stay Luxury, Shopping & Dining

Immerse yourself in Toronto’s most prestigious enclave. This sleek 1-bedroom condo in Yorkville comfortably sleeps 4 guests, featuring a plush queen bed and a modern sofa bed. Enjoy a 55-inch TV and a chef-ready, fully stocked kitchen. Located steps from the Mink Mile’s luxury boutiques, the ROM, and top-tier dining, this is the ultimate urban sanctuary. Please note: this unit has no balcony and no on-site parking. Paid public parking is available nearby.

Location · Family · Kitchen

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 · Family · Condition

Indigo Lantern!

Enjoy our luxurious bedroom suite in the heart of Downtown Toronto! This unit is within walking distance of famous downtown Toronto attractions including the CN Tower, Ripley’s Aquarium, Rogers Centre, Roy Thomson Hall and the Metro Toronto Convention Centre. Access the rest of Toronto with the TTC, Union Station and underground P.A.T.H. nearby. You will have a wide selection of the finest dining, shopping, nightlife and entertainment.

Location · Hospitality · Indoor spaces

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.

Location · Family · Nearby