Smoking-friendly holiday rentals in Old Toronto

Main Floor Home in Toronto

- Bright & Spacious 2 bedrooms | Sleeps 4. - Your family will be close to everything when you stay at this centrally located place. 3 mins to 404, 401, and DVP. 20 mins to Toronto downtown. - Two bedrooms in the main floor house, Kitchen, dining, living room, and 1 bathroom. - For 4 guests 2 beds (queen bed + King bed). - Only 1 Free parking on the driveway is available. - No Pets, Smoking, Vaping, Cannabis, Marijuana, and drugs are not allowed. **Contact us if you want to book only one night**

Bloor/Jane Gem

WELCOME TO Modern Luxury ~ studio apt. in Bloor West Village - FIFA FANS ~ 5 min. walk to subway - minutes to Gardiner Expressway & QEW ~ park FREE on driveway ~ private entry ~ private patio ~ 10 ft. ceiling ~ KING BED ~ separate glassed-in shower ~ kitchenette ~ toaster, drip coffee maker, microwave, tea kettle, dishes ~ mini fridge ~ 55” TV ~WI-Fi ~HEATED floor ~ walk to restaurants, sportbars , shops ~ minutes to Old Mill Inn and Humber River

1Bedrm Condo|❤️ of Dt-Union Stn, Scotiabank Arena

Ideal location! Across the street from Union Station and Scotiabank Arena. Steps away from Toronto Convention Centre, CN Tower, Rogers Centre, Harbourfront, Ripley's Aquarium, and more. In the building you'll be staying in is a sports bar and grill, LCBO liquor store, large grocery store (also serving hot food), Starbucks, and a fine dining restaurant. Parking is available directly across the street at a rate of $24 - $30 per day. Parking always available, no need to reserve. Pay at the gate.

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.

Quirky Fun Mimico Hideaway near the lake

Relax and unwind in this private, charming unit with its own entrance and a backyard that feels like a world of its own. Nestled in the heart of Mimico—Toronto’s lush west-end neighbourhood just steps from the shores of Lake Ontario. The space is comfortable, eclectic, and inviting, with a safe, functional layout and an easygoing vibe. Perfectly located for concert-goers, sports fans, downtown explorers, and nature lovers alike. The train to Exhibition (at BMO Field) is only one stop.

3Min Walk to Wellesley Station, Museums and Shops

- Comfortable modern apartment with floor-to-ceiling windows and city views - Walk 3 minutes to Wellesley Station or enjoy winter activities nearby - Skate at Queen's Park, explore major museums, and shop at Eaton Centre - You'll have a fully equipped kitchen, fast WiFi, in-unit laundry for longer stays, and parking for winter driving convenience - Ideal for solo travelers or couples looking for a central base to explore the city. - Book now for your perfect stay in downtown Toronto!

Modern boutique condo in Downtown Toronto

Prime Downtown location + Free Parking! Located in the heart of the city steps away from Union Station, Scotiabank Arena, Rogers Centre, and the Waterfront. This Scandanavian-inspired condo offers premium bedding with a fully stocked kitchen and bathroom. Enjoy luxury hotel amenities — gym, pool, sauna, hot tub, workspaces and boardrooms for added privacy or remote work. Perfect for couples, small families, work professionals, or travellers seeking luxury and convenience.

Spacious & Vibrant

Stay comfortably in this spacious Toronto 1-bedroom apartment that sleeps up to 4 guests—perfect for couples, friends, or World Cup visitors. Located in vibrant Corso Italia, you’re just steps from transit with easy access to downtown and stadium events. Enjoy a bright, private upstairs unit with plenty of space to relax after a day exploring the city . This unit comfortably sleeps 2–4 guests. A second queen bed is set up. Parking available for up to 2 vehicles.

Stunning 2BR Condo + Gym + Parking + CN Tower View

Welcome to our modern chic condo with a spectacular city skyline, lake and CN Tower views! Centrally located in the heart of Toronto’s entertainment district. Steps to the financial district, Eaton Center, Toronto's Harbourfront, CN Tower, Rogers Centre, Ripley's Aquarium, Union Station, Scotiabank Arena and The PATH. Surrounded by world class dining establishments and a short walk to our famous tram & metro system. Must be twenty years old or older to book.

Entire cozy place in the middle of all

This private basement apartment features 9’2” ceilings with a separate, private entrance. includes a laundry room and a fully furnished living room with a sleeper sofa. Comfortable space with a TV and various complimentary streaming applications. Located in one of the best areas of Vaughan, the apartment is close to major attractions and amenities including Vaughan Mills, Hillcrest Mall, GO Transit, Canada’s Wonderland, numerous parks, cafés, restaurants.

Studio 3B · A Beautiful, Bright Boutique Escape

Studio 3B is a beautiful, bright boutique studio set within a restored Victorian home, blending historic charm with bold, modern design. Featuring exposed stone walls, vibrant décor, and cozy textures, this pet-friendly space offers comfort and character. Located on iconic Markham Street in West Queen West, you’re steps from galleries, boutiques, cafés, and the creative energy that defines Toronto’s coolest neighbourhood.

Weston Garden Cottage (park & walk to UP train)

Uniquely restored charming century house with large private garden in a quiet enclave of homes. The historic cottage features free driveway parking for up to two cars. Walk 7 minutes to Weston UP Express train station with a 16 minute ride to Union station (Downtown Toronto City Centre), and 11 minute ride to YYZ Pearson airport. Walk to the Humber river trails and Denison park, stores and restaurants.