Holiday 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!

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.

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.

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

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!!!

Vibrant Downtown Condo with Spectacular City Views

This chic, private condo in Toronto's Entertainment District is the perfect blend of comfort, style, and convenience. Just steps from top restaurants, bars, theaters, and cultural hotspots like the AGO, you'll be at the center of everything the city has to offer. The condo is thoroughly cleaned between each guest, offering a pristine and welcoming environment for your stay. Whether you're here for a short trip or an extended stay, this condo provides a luxurious, hassle-free experience.

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.

Townhome with Private Rooftop Terrace

Enjoy this centrally located townhome in downtown Toronto's Liberty Village. One bed, one bath that sleeps 3-4 comfortably with private king size bedroom and a main floor queen pull out bed. Home is three floors including a stunning rooftop patio which is complete with CN Tower and city views, an outdoor couch, dining table, BBQ and life size connect 4 game. Newly renovated, with many picture perfect opportunities throughout the place including mural art from local artists.

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!

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.

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!

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.