House holiday rentals in Midtown Toronto, Old Toronto

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Popular amenities for Midtown Toronto, Old Toronto house rentals

House rentals with a pool

Guest favourite
Home in Vaughan
5 out of 5 average rating, 5 reviews

Vacation Getaway with Heated Spa-Pool Open365 Days

YasminRating, 5 stars1 month ago
I had an amazing experience staying at this beautiful home. The property was exactly as described, and even better in person! It was clean, spacious, and thoughtfully decorated, making it feel like a home away from home. The host was incredibly welcoming and responsive, ensuring that we had everything we needed for a comfortable stay. The location was perfect, with easy access to local attractions and amenities. I highly recommend this place to anyone looking for a relaxing and enjoyable stay. Can't wait to return!
Top Guest favourite
Home in Central Etobicoke
5 out of 5 average rating, 10 reviews

Luxe Haven Heated Pool Sauna Gym

KayhanRating, 5 stars4 months ago
We had the pleasure of stay at Trisha's property and I could honestly say it had everything we needed if not more. It definitely looks exactly like it does in the photos 100%. She provides extra pillows, linens, towels, blankets and amazing goody bags in the bathrooms just in case you forget any essentials, extra everything! She even had disposable slippers for the sauna, which was a plus! Her hospitality really stands out as a host! She thought of everything to make our stay comfortable! We took advantage of all the amenities; massage chairs, sauna, gym and the surround sound system was incredible. Trisha was very friendly and outgoing and extremely quick to reply! Thanks for having us and we will book again when needed.
Guest favourite
Home in North York
4.91 out of 5 average rating, 70 reviews

Toronto Pool Retreat

EvencioRating, 5 stars1 day ago
I was here for my bachelor weekend and me and my friends really enjoyed the space. The hot tub was really great and we used it everyday.
Superhost
Home in Central Etobicoke
4.89 out of 5 average rating, 9 reviews

Luxury 2bedroom Unit in the city/heated salt pool.

TanyaRating, 5 stars8 months ago
We had a great time at Bessa’s. The house was beautifully decorated. The pool and back yard were amazing. We will definitely be back. I would highly recommend staying here.
Top Guest favourite
Home in Erin Mills
5 out of 5 average rating, 17 reviews

Family Oasis with Pool and Hot Tub

SallyRating, 5 stars8 months ago
We had a wonderful 11 day stay at Caitlin’s. Extremely well appointed in terms of comfort and amenities (you could quite easily just enjoy the beautiful backyard and stay home). House was very spacious and, if you are travelling with children, Caitlin had lots of games, books and toys for their entertainment. As a multigenerational group we all enjoyed our stay and very much hope we can return very soon. Caitlin is an excellent host who takes her guests’ needs and comfort very seriously.
Superhost
Home in Pickering
4.85 out of 5 average rating, 46 reviews

Toronto Vacation DecemberPromotion/Park/Zoo/Casino

Huy LongRating, 5 stars1 month ago
Great host! Great response time and services!
Superhost
Home in Scarborough
4.94 out of 5 average rating, 16 reviews

Lakeview Cottage in the City with Pool

GarethRating, 5 stars1 month ago
We loved our stay at Maxim's place! We needed a longer-term stay (1-month+) due to renovations at our house and this house was great. We really enjoyed the sunrises from the master bedroom and our little one enjoyed the large jacuzzi tub! Thanks for taking us in during a time of need and for being flexible, Maxim!
Guest favourite
Home in Cooksville
5 out of 5 average rating, 13 reviews

The Retreat

Andrei Rating, 5 stars8 months ago
My family and I had the pleasure of staying here for two weeks recently, and we loved our time here. The interior design of this house is stunning and creates a very cozy and relaxing vibe as the light pours in through the many skylights. The kitchen is a chef’s dream while the outdoor space, bbq and patio sections are perfect for a summer family gathering. Taking a dip in the lagoon shaped pool while looking up at the forrest canopy makes you feel like you’re at a remote cottage. Highly recommended!

Weekly house rentals

Guest favourite
Home in Vaughan
4.92 out of 5 average rating, 379 reviews

Private Lower 1 BR + Sofabed Self Checkin with PKG

LauraRating, 5 stars1 day ago
Happy to have found Jason’s place, near family we often visit … and pet friendly! Beautiful park down street completed that “at-home” feel for our family as we are used to so much green space living in northern Ontario. The unit was spacious and comfortable for myself, three children and pet. Won’t hesitate to book this place again when we visit. The cookies, bottled water and tea/coffee were appreciated!
Guest favourite
Home in Brampton
4.9 out of 5 average rating, 183 reviews

Private Basement Apt, Separate Entry, Free Parking

SmritiRating, 5 stars4 days ago
Anvit was a very responsive host and immediately answered all of our messages. The location of the house is just amazing as it is near 410 highway and a very close drive to all the plazas.
Guest favourite
Home in Richmond Hill
4.8 out of 5 average rating, 30 reviews

Luxurious 4-BR Richmond Hill House wifi & Parking

עידןRating, 5 stars3 days ago
Saman was a great host. He was friendly and very welcoming. He personally came over to explain everything regarding his property and ensuring we have everything we need. He was also always available for us with any questions we had. Highly recommended and we will definitely stay with him again!
Superhost
Home in North York
4.93 out of 5 average rating, 29 reviews

Rare & Spacious massive home w 7 beds

ScottRating, 5 stars2 days ago
We're an adult hockey team in town for a tournament and this space was perfect for us. Very clean and very well put together. We will definitely stay here again.
Superhost
Home in Toronto
5 out of 5 average rating, 4 reviews

3 bdr home + bsmt in Swansea/High Park

KirillRating, 5 stars3 weeks ago
we lived Johan's hosted house over two and half months. it's a pleasant staying. It's cozy and beautiful neighborhood , short distance to subway and almost everything in the walkable distance. Johan is such a responsible and considerate host, We do enjoy our staying.
Guest favourite
Home in Midtown
4.92 out of 5 average rating, 72 reviews

Luxurious 2 Bedroom in the heart of the city!

JessicaRating, 5 stars5 months ago
Throughly enjoyed our stay. Polite and welcoming host. Had everything we needed. Amazing location.
Superhost
Home in Parkdale
4.77 out of 5 average rating, 170 reviews

Fun and Bright House Queen West

JuliaRating, 5 stars1 month ago
Kim was kind enough to accommodate our group of 7 for an exchange week. The house is extremely cozy, even with the cold outside we were pleasantly surprised by the floor heating and general warmth inside the house. All of the appliances provided made for a perfect stay, it was hard to say goodbye to this wonderful place. Kim's recommendations and suggestions were really helpful when getting to know the area. She was also extremely friendly and kind when replying to our queries, even when we requested to leave our luggage past check-out time to explore the city before departure. Perfect place to stay and extremely helpful host! 🤍
Superhost
Home in Erin Mills
5 out of 5 average rating, 9 reviews

Beautiful home Mississauga

NatashaRating, 5 stars8 months ago
Enjoyed our stay at Andre (Ruotai)'s place.

Private house rentals

Superhost
Home in Cooksville
4.83 out of 5 average rating, 52 reviews

A comfortable 3 bedroom house with great outdoors

AnthonyRating, 5 stars8 months ago
The property is centrally located and convenient to many landmarks in Mississauga. The size of the house is exactly what we’re looking for. Furniture is dated but functional. All of the appliances are liked new and operated as expected. The host is responsive and answered questions promptly. In all, it’s a great experience and we enjoyed our stay.
Guest favourite
Home in Upper Beaches
4.93 out of 5 average rating, 80 reviews

Custom 4Bedroom Home In Upper Beach/Leslieville

XuanyeRating, 5 stars2 months ago
The house is clean. There are a lot board games available in living room, which is pretty nice. Definitely would live here again!
Superhost
Home in Oak Ridges
4.87 out of 5 average rating, 103 reviews

Luxurious Spacious Dream Home with Parking!

KaylaRating, 5 stars1 week ago
this house was perfect for what we needed me and my family/friends stayed here while attending a concert in the city Romali was always helpful when we needed anything the house was clean and overall had a private feel to it
Top Guest favourite
Home in Toronto
5 out of 5 average rating, 14 reviews

Fun and Functional Family Home In Corso Italia

FrazerRating, 5 stars1 day ago
Our best ever Airbnb experience. This was our first trip with our newborn child and Alex’s place was absolutely perfect with everything you could think of taken care of - which made the new and daunting experience of travelling with a baby, a breeze. This is more than just a place to stay, we felt entirely at home for our stay. Alex is a great host with detailed instructions beforehand and is always responsive and proactive throughout the stay. If you’re looking for a great family home, don’t hesitate to book Alex’s place. We would 100% stay again.
Top Guest favourite
Home in York
5 out of 5 average rating, 14 reviews

Luxurious House | Newly Modernized | Corso Italia!

AdilRating, 5 stars2 months ago
This host was excellent. Great communication and the place was very spacious and comfy! Definitely recommend and thank you again.
Guest favourite
Home in Upper Beaches
4.88 out of 5 average rating, 32 reviews

Beach Hill Detached 3 BR Home

CynthiaRating, 5 stars5 months ago
Janet is a fantastic host! Her home is inviting and located in a great neighborhood- we really enjoyed our stay!.
Top Guest favourite
Home in Leslieville
4.96 out of 5 average rating, 24 reviews

Whole House in Toronto

TabethaRating, 5 stars6 days ago
we had such a great stay! we were seeing a show at History ans it was conveniently located to everything we needed. thank you!
Top Guest favourite
Home in North York
4.87 out of 5 average rating, 78 reviews

Casa Meya - Toronto Poolhouse Villa

JessicaRating, 5 stars1 week ago
This is the 3rd time staying with Roozbeh. We live the house has a great fenced yard for our Husky, 4BR ( one is an office) but we brought an air mattress and that worked out great. Rooz was very understanding and accommodating. We love the walking trails around the house for our daily walks with our dog. It’s very peaceful. There was construction going on at the neighbors house but it didn’t bother us. This again was the perfect setting for our annual family reunion. Definitely would recommend this home. It’s beautiful, relaxing and comfortable. There is also a grill in the backyard which we did use. The propane is permanently connected which is great not having to worry about filling tanks. Also there is upscale Samsung full size front load washer and dryer. This option truly saves us feom packing a ton of clothes! Thank you again Rooz! Till next year!

Quick stats about house rentals in Midtown Toronto, Old Toronto

  • Total rentals

    870 properties

  • Total number of reviews

    25K reviews

  • Family-friendly rentals

    360 properties are a good fit for families

  • Pet-friendly rentals

    150 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    530 properties have a dedicated workspace

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