Holiday rentals with outdoor seating in Midtown Toronto, Old Toronto

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Midtown Toronto, Old Toronto

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Guest favourite

Condo in Downtown Toronto

4.98 out of 5 average rating, 262 reviews

Unwind on the Private Terrace of a Downtown Oasis

Soak up the sun or share pre-dinner drinks with friends on the 1,000 square foot terrace and take in 270-degree views of downtown. Hotel-style safes, Missoni cushions and modern artwork add a touch of luxury to this condo. Everything about this space is custom and top of the line. Furnished with high end furniture from Roche Bobois and Jardin De Ville... Missoni pillows… fascinating art...upscale linens from Sferra and Abyss...Stainless steel backsplash in the kitchen… Electric blinds in every room...High Def OLED Smart TV's everywhere and Sonos Sound system for indoor and outdoor listening pleasure. Our 1000 Square Foot terrace is very unique for a downtown location. You have a 270 degree view of the downtown and is a perfect entertainment spot. It's great for sunbathing and some pre-dinner drinks and conversation, or even an intimate catered dinner party. Come have a great time in a safe and secure building with 24 hour concierge and security. Upon arrival, you will generally find fresh flowers, coffee, tea, cream, milk, some juice and beer and a bottle of sparkling wine, plus my favourite Lindt chocolate bar :) Please let me know if you require any additional items prior to your stay and I will do my best to accommodate. There are 3 private bedrooms with queen size hotel style beds. Each of the first two have their own ensuite bathroom + the custom wall to wall cozier 3rd bedroom has a curved OLED High Def TV. There is an available roll-away bed for groups of 7 people, though the 7th person will be in the living area. Each bedroom comes equipped with their own private hotel style safe. There are 3 bathrooms in total. The first has a tub/shower, the second a marble shower and the third is a two piece bathroom. Toiletries are provided. The Kitchen comes fully equipped with all cooking utensils and pots and pans. There is also a Reverse Osmosis water filter with it's own tap at the kitchen sink. If you're a coffee lover, you're really going to enjoy our coffee selection. If needed, parking is in our own private spot off the elevators and is included at no extra charge. Lastly, please note that our spectacular and cozy sister property is right next door with 2 bedrooms and 2 full bathrooms. It sleeps five and also boasts a south view with another 1,000 foot terrace. Together, we can accommodate up to 12 guests. Please let me know if there is anything I can do to make your stay more comfortable. Access of the gym and outdoor space with BBQ is included. (6th floor) Note: If for some reason we cannot meet and greet you upon your arrival, we will send you the lock-box instructions. You can call us at any time for help. The western end of Queen is best known as a centre for Canadian broadcasting, music, fashion, performance, and the visual arts. Chinatown is just a few blocks away for an after-club meal. Famous Queen Street West is just a block away for shopping. Public transit is closeby... streetcars on Queen Street and King Street, plus the Osgoode Subway station is just a short 2 minute walk. Both Union Station (train) and The Bus Terminal are just a 10 minute walk, Billy Bishop (Island Airport) is 10 minute taxi ride away and Pearson Airport can be reached by taxi or by the UP express train from Union Station. Please adhere to the following; No more than 7 sleeping in the suite ...no more than 10 in the suite or on the terrace. There have been numerous noise complaints and management have told us that evictions and $500.00 fines are coming our way for any guests that are loud. We have no say once security gets involved. NO loud music NO parties. NO events without prior written consent. NO smoking indoors (balcony only) Please be respectful of your surroundings and the neighbours. The majority of the people who live in the building are full-time residents who go to work and don't want to have to deal with excessive noise and problems. Please check out the house rules for further important details. Let's all make the AIRBNB experience a positive one!

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Apartment in The Beaches

4.85 out of 5 average rating, 13 reviews

The Beaches Urban Oasis

The Beaches Urban Oasis Experience the perfect blend of urban convenience and natural beauty in Toronto's Beaches neighborhood. Located steps from Kew Gardens, our charming rental offers easy access to the beach, diverse dining options, unique shopping, and vibrant cultural venues. Enjoy strolls along the boardwalk, live music, and rich local history. Our property provides modern amenities and cozy living spaces. Book now for an unforgettable getaway combining urban charm and serene beach vibes

Guest favourite

Home in The Beaches

4.99 out of 5 average rating, 123 reviews

Christmas Specials Heated Pool-tub Open 365 Days

** Ask about MID WEEK Specials. Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Guest favourite

Apartment in Roncesvalles Village

4.94 out of 5 average rating, 120 reviews

TreeTops! Sunny Style for 8-14. HighParkHomes .ca

*Here's why people choose @HighParkHomes .ca - better value for top location. *Sleeps 8. Sleeps 14 booked w Garden Suite. Message HighParkHomes .ca for detail. *Walk: Dundas W, Queen W, Trinity Bellwoods, Little Italy, Roncy, High Park, Bud Stage. *Sublime Scandi decor. *Dine surrounded by 8-foot windows. *BIG bedrooms + Den. 4 queen mattresses. *Full chef's kitchen. *2 decks. BBQ. *2 full baths. Rain showers. Italian bidet. *Heated floors. Oak, stone, marble finishes. *Cable TV and apps

Guest favourite

Home in Trinity Bellwoods

4.91 out of 5 average rating, 329 reviews

Garden Home @ Trinity Bellwoods Park

City of Toronto Lic. # STR-2009-HSDPBL Come and enjoy the Trinity Bellwoods area and our tree covered deck! Inside, enjoy our modern 2 bed renovation with a studio-style layout. All mod cons. Check In 3pm/Out 11AM. Chill on the patio for your morning coffee or evening cocktails and BBQ. Permits for street parking are available-inquire. NOTE: The stairs are narrow to the lower level, where the bathroom, laundry & 2nd bedroom are located. The bedroom has a 6 foot - 1 inch ceiling height only.

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Guest suite in York

4.83 out of 5 average rating, 126 reviews

Modern Private Suite By Subway w Free Parking

An entire floor is yours to use privately. Newly renovated with modern amenities, includes a 55" Smart OLED TV, Fibre Optic High-Speed WIFI, and backyard full of fun activities for couples and families. Next to public transit, a quick walk away, is TTC Eglinton W station. Centrally located, quick access to downtown or any neighbouring city (Vaughan, Markham, Brampton, Mississauga). Situated on a quiet street and walking distance from grocery stores, pharmacies, coffee shops, and eating places.

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Campervan/RV in Pickering

4.86 out of 5 average rating, 37 reviews

Luxury Glamping w/ Private Heated Pool & Hot Tub

Resort style glamping with private heated pool, hot tub, deck, Firepit and bbq. Spacious, heated, fully furnished incl. queen sized bed and electric blanket for ultimate comfort. Relax and unwind at this unique and tranquil getaway. Swim in the pool, soak in the hot tub, then sit by your private firepit all while enjoying gorgeous views and open skies. Only 15 minutes from Toronto. Mini fridge, coffee station, indoor/outdoor games, books as well as dishes/utensils also available for guest use.

Guest favourite

Home in Liberty Village

5 out of 5 average rating, 11 reviews

Sun Filled Cozy Downtown Toronto Townhome +Parking

Welcome to our sun-drenched townhome in Liberty Village, Toronto! With a private west-facing rooftop, this renovated urban oasis offers modern comfort. Step inside to calming blue tones, spacious living, and a kitchen with sleek appliances. Enjoy over 1200 sq ft, workspace in each bedroom, and a custom breakfast nook for five. Located near trendy spots and attractions, it provides a peaceful retreat in a bustling neighborhood. Perfect for work or leisure, book now for the best of city living!

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Home in The Beaches

4.85 out of 5 average rating, 48 reviews

The Rosey beach home

Stylish modern home that is 50 m to the boardwalk on the stunning Beach Waterfront. Enjoy everything the Toronto Beaches have to offer: Paddleboard/Kayak or Canoe in the lake! Walk with the sand in your toes. Play tennis, beach volleyball, soccer or swim at the Olympic size pool. Also close to event venues for the jazz festival and concerts. Surrounded by some of the city's best resto, patio bars and boutique shops. 24/7 TTC transportation within a 5min walk

Guest favourite

Home in East York

5 out of 5 average rating, 23 reviews

Modern Cottage in the city

Keep it simple at this centrally located, family friendly home in the city. 15 minutes to downtown and Billy Bishop Airport. A few minutes to transit, highways and the Beaches. Whether you are staying for business, a relaxing getaway or here to explore all that Toronto offers with your family. Steps to local walking, hiking and bike trails in Taylor Creek Ravine with connecting trail to downtown. Large backyard with covered porch and BBQ. STR-2301-GQWHHT

Guest favourite

Cottage in Richmond Hill

4.94 out of 5 average rating, 144 reviews

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

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Home in Pickering

4.91 out of 5 average rating, 11 reviews

Walkout King Bed Apartment Full Kitchen 1000 sq

Large Livingroom w/ patio door, 3 windows overlooking backyard, 48" TV, Sectional Sofa and Fireplace. Bedroom w/ King Bed, Escape Window, lots of storage, Bathroom has two Sinks, shower w/ glass door, your own laundry area with more storage Large Open Concept Kitchen with Island, Dining Table & Office Area, Price Include All Utilities and Internet Cable TV 48", note we have a Queen Bed Appartment great if you have family coming to visit for short term rentals.