Smoking friendly vacation rentals in Midtown Toronto, Old Toronto

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Top-rated smoking friendly rentals in Midtown Toronto, Old Toronto

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A modern staircase with wooden steps is set against a textured brick wall, leading to an upper level. Natural light is visible at the top, enhancing the open and airy feel of the space. The area features sleek cabinetry and bar stools in the background.

Home in Yorkville

4.9 out of 5 average rating, 29 reviews

Office | Chef Kitchen | 2 Fireplaces | 4 floors

Tucked away on a tranquil street in Yorkville , this 19th-century gem places you steps from the city's most exclusive dining, shopping, and art galleries. Meticulously renovated, you'll enjoy high-end finishes --a Wolf range, Miele appliances, deep soaker tub and custom furniture. The spacious layout features 1 bedroom per floor for ultimate privacy. The home office ensures effortless remote work. When it's time to close your laptop, unwind on 1 of 3 patios, savoring serene city skyline views.

Top guest favorite

A quaint sitting area is featured inside the yurt, showcasing two white chairs with gray cushions positioned around a small, round table. Natural light enters through a large window, illuminating the textured walls and wooden accents. A patterned rug lies beneath the furniture.

Yurt in Port Perry

5 out of 5 average rating, 58 reviews

Sidarly Hills Cozy Yurt Getaway on 100 acre farm

Sleep under the stars on a 111 acre farm. This rustic experience allows you to live off-grid and among nature. There are a number of trails and outdoor areas to explore as well as a number of close-by amenities within a 5 minute drive including 2 ski resorts. If you really want to indulge, we are also just a 20min drive to the Thermëa spa by Nordik. Far enough away from the hustle and bustle but close enough to not require a long travel commitment, this place is a great way to relax and unwind.

Superhost

A charming outdoor area features two garden sheds with light wooden doors, flanked by well-maintained greenery. A wooden swing hangs between the sheds, adorned with hanging flower baskets. Fresh grass blankets the ground, promoting a serene and inviting atmosphere.

Apartment in Mississauga

4.88 out of 5 average rating, 270 reviews

Nice 1-Bedroom apartment in downtown Mississauga

Grace. A super host welcomes you to a Recently renovated beautiful single detach cottage unit completely private and separate. Sufficient parking. and bright entrance, Complete with comfortable queen size bed. with a fridge, double induction cooktop with all equipment included, a microwave, cozy & electrical fire place and also includes a 50 inch TV with an Apple TV including Netflix. And wifi. Nice and quiet place nearby Highways. And within walking distance to grocery stores and restaurants.

Superhost

A spacious balcony overlooks a green landscape, with a clear view of downtown Toronto's skyline in the background. Tall buildings and construction sites are visible among leafy trees, providing a blend of urban and natural elements. The balcony features a minimalist concrete floor.

Apartment in Church-Wellesley

4.86 out of 5 average rating, 22 reviews

Downtown Gem by the Subway

This cozy 1.5-bedroom apartment is your convenient downtown Toronto spot. * King, Queen & sofa bed * Balcony * < 5 min walking to line 1 (Yellow) subway * Gym, pool, laundry in building (paid parking available) * Fully equipped kitchen (coffee maker, dishwasher, microwave) * AC/heating * Wifi * TV * Workspace Surrounded by restaurants, bars, cafes, 24h grocery stores, ROM museum & Eaton Centre! Perfect for couples, solo travelers, or business trips. Enjoy downtown living with ease!

Top guest favorite

A spacious balcony is shown, featuring several planters with blooming flowers. The city skyline is visible in the background, with a blanket of fog partially obscuring some buildings. The scene captures a serene urban atmosphere.

Apartment in St. James Town

5 out of 5 average rating, 11 reviews

Penthouse * Rare * Stunning Views * 2500 sq ft

Be greeted to spacious luxury in the heart of downtown. You'll be surrounded by a tasteful blend of traditional and high end decor - with some pieces dating to early 1900's Europe. Unwind after a long day in the deep soaker tub in front of the fire, while gazing at the city scape just outside the window. Feel at home especially if you desire a chef's kitchen, large and open entertaining spaces with 2 fireplaces, 2 bedrooms, 2.5 bathrooms & private home office. 1 underground parking space incl.

Guest favorite

A modern, multi-story house features a mixture of light stone and dark siding. The structure includes multiple large windows and decorative balconies, surrounded by neatly manicured landscaping. A driveway leads to a garage located beneath the home.

Apartment in Old Mill

5 out of 5 average rating, 20 reviews

Bloor/Jane Gem

WELCOME TO - Modern luxury ~ studio apt. in Bloor West Village ~ 5 min. walk to subway - close to Gardiner Expressway ~ park FREE on driveway ~ private entry ~ private furnished patio ~ 10 ft. ceiling ~ KING BED ~ large shower ~ kitchenette ~ toaster, drip coffee maker, microwave, tea kettle, dishes ~ mini fridge, freezer ~ 55” TV. IPTV ~WI-Fi ~HEATED floor ~ walk to restaurants, sportbars , shops ~ 4 min. drive to Old Mill Inn and Humber River

Superhost

An indoor hot tub is set within a tiled enclosure, surrounded by large windows that allow natural light to illuminate the space. Views of greenery and a patio area can be seen through the glass. The octagonal hot tub features a metal railing for accessibility.

Condo in Mimico-Queensway

4.54 out of 5 average rating, 120 reviews

Luxury 2BDR modern private condo in Toronto

Newly renovated 2 bedrooms + 2 baths w beautiful view. Fully furnished home away from home! Perfect location for Blue Jays & Raptors Games and any concerts happening in the city! Keurig with morning coffee! Pet friendly & private parking In suite washer & dryer 1GB fast internet PS4 with 2 controllers Air mattress 2 minute drive from a grocery store, LCBO, a 5 minute drive to Lakeshore Beach, a 10 minute drive from Pearson Airport, Budwiser Stage ~3 Hot-tubs ~2 Pools ~2 Gyms ~6 BBQs

Guest favorite

A living area features a dark sofa with a decorative cushion and two armchairs in a rich blue tone. A round black table is present, alongside a floor lamp providing soft light. Natural light enters through three windows, illuminating the space.

Apartment in Earlscourt

4.91 out of 5 average rating, 148 reviews

Spacious & Vibrant upstairs apartment

There are several shops and restaurants on St. Clair Ave W. Plenty of transit options north of you on the St. Clair line or the bus line on Dufferin. A dog within minutes from the home. The actual space is perfect. Opposite of the open concept apartment, this spacious one bedroom had a separate eat-in kitchen, separate living room, and bedroom. The apartment has the fastest wifi speed. The second floor back terrace has a lovely view with gorgeous sunsets. Parking ✅ Not a shared space.

Guest favorite

An indoor pool is centrally located, featuring clear turquoise waters. Large windows allow natural light to fill the space, highlighting the modern tilework. A circular ceiling design adds architectural interest, while lounge chairs are positioned around the pool area, ensuring a relaxing environment.

Condo in Mississauga

4.88 out of 5 average rating, 100 reviews

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.

Top guest favorite

A well-lit entryway features modern double doors with frosted glass panels, leading into the apartment. A staircase with wooden steps is visible, accompanied by a cozy seating area to one side. Neutral tones are present throughout the space, enhancing its openness.

Bungalow in Scarborough

4.95 out of 5 average rating, 147 reviews

Stylish Apartment! Steam sauna! Free Parking!

Check into this spacious and professionally decorated luxury apartment! You'll find comfort at every step with heated floors, a double steam sauna shower, fully stocked kitchen and 55" HD TV cable and Netflix. Lightning fast Bell internet (8gig) for streaming and work. Free Parking. 6 mins walk to the subway (Victoria Park). 15-20 mins by subway OR driving to the downtown core of Yonge and Bloor. 10mins drive to Scarborough Bluffer’s Park Beach and 7mins Drive to Woodbine Beach.

Guest favorite

A bright and spacious living area is highlighted by large floor-to-ceiling windows that offer city views. A comfortable sectional sofa with decorative pillows sits next to a modern coffee table. A dining table with chairs is positioned nearby, alongside green plants that add a touch of nature.

Condo in Harbourfront

4.9 out of 5 average rating, 91 reviews

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.

Superhost

A well-equipped kitchen features white cabinetry and modern appliances, including a stainless steel refrigerator and stove. A small dining area with a tall bar stool is positioned next to a multi-functional work desk. Light tiles contribute to the bright, inviting atmosphere.

Apartment in Bloordale Village

4.7 out of 5 average rating, 20 reviews

Unique Apt in Trendy West End

Adorable apartment, great location next to subway, free parking, sunny deck. Located in trendy Bloordale village with plenty of bars and restaurants steps away. This rental is the whole unit to yourself! But please note this is my home! (I have heard from other hosts that some people expect a hotel-like unit empty of belongings... that is not the case here!). Note that there are stairs within the apartment, which may make it unsuitable for people with mobility issues.