Smoking friendly holiday rentals in Old Toronto

Private 1-br Apartment: Your Secluded Getaway!

Welcome to our modern, fully-equipped unit that features a spacious backyard. Whether you are traveling for business or pleasure, our unit is the perfect base. The location provides convenient access to everything, just 10 minutes from downtown Toronto and the airport, 5 minutes from Lakeshore Blvd, Port Credit, and the GO stn, and steps away from public transportation. Additionally, you will find a plethora of local restaurants, shops, a scenic walking trail, and beautiful parks in the area.

Sleeps 4 • World Cup Ready • Quick Ride to Stadium

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 for FIFA for larger groups. Parking available for up to 2 vehicles.

LongstayPromo: Erin Mills Best Area-airport&sq one

Welcome to your perfect home in one of the best neighbourhood in Mississauga! 🎯2 mins to Hwy 403 to downtown Toronto and Niagara Falls 🎯5 mins to UTM, Credit Valley Hospital, Erin Mills town center, the second largest mall in Mississauga 🎯15 mins to Square One 🎯20 mins to Toronto Premium Outlets & Pearson Airport Three bedrooms with 5 queen beds, self check in, complementary coffee, free 5G WiFi, 2 free parkings, free laundry room. Walking distance to bus stop, grocery, and restaurants.

Executive Suite | 1.5G Fiber | Late 3PM Checkout

Purpose-built for remote workers and business travellers: 1.5Gbps dedicated fiber, 24” monitor, ergonomic chair, and a private walkout entrance so your workday starts the moment you arrive. Travel on your own terms with early check-in and a rare 3 PM late checkout. Located minutes from Pickering GO Station (downtown Toronto in ~45 min), this 600sqft executive suite offers a King bed, sofa bed, and full kitchen with total indoor privacy. Wind down by the gas fireplace after a long day.

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.

Wellesley Station 3-Min, Museums & Winter Shopping

- 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!

Bloor/Jane Gem

WELCOME TO Modern Luxury ~ studio apt. in Bloor West Village ~ 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

Gorgeous Downtown Condo

Gorgeous high-ceiling condo in downtown Toronto, located in the vibrant old fort york neighborhood. Spacious and bright unit with 2 bedrooms, 2 bathrooms, and 2 balconies. Equipped for remote work with 2 desks. A step away from the city best-known attractions: Lakefront, CN Tower, Rogers Center, Aquarium, shops, bars, restaurants and nightclubs Easy access to commodities (5 min walk from Starbucks, LCBO, Lowblaws, CityAirport and TTC) Underground parking spot is included.

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.

Luxury 2 Bed - 20 min to Downtown w/ Outdoor Patio

Enjoy your stay in this comfy, modern detached home! Airbnb features a Travel Guide & Welcome Package so you can spend less time planning & more time sightseeing Just 10min walk to Public Transit and 1 of 4 other GO Train Stations in Toronto, this Airbnb is conveniently located at Main St & Danforth Ave. Only 20mins to Downtown / Scotiabank Arena / Union Station, close to Greek Town, and many amenities (scroll below)

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.

Spacious 3BR | Private Entry | Sleeps 6

✨ THE SPACE: Beauty Ready: Dedicated makeup areas & mirrors for group prep. 💄 Sleep: 3 large rooms w/ real beds (Sleeps 6). 💤 Full Amenities: Chef's kitchen, coffee bar, laundry & Smart TVs. ☕ 📍 LOCATION: Travel: 10 mins to YYZ Airport; instant access to 401/407/410. ✈️ Leisure: Steps to Credit River trails & scenic Meadowvale Village. 🌲 Shop: Quick drive to Square One. 🛍️