Discover Your Perfect Midtown Toronto Vacation Homes

Midtown Toronto Luxury Rentals

Why Choose Rent By Owner for your Midtown Toronto Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Midtown Toronto

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Access to a private outdoor patio or balcony to enjoy the city views and fresh air.
  • Use of communal gardens or landscaped outdoor spaces within the property grounds.
  • Convenient parking options for easy excursions around the vibrant region.
  • Outdoor grilling facilities for preparing meals in the open air.
  • Nearby walking or biking paths to explore the bustling neighborhood and parks.
  • Shared rooftop decks offering panoramic views of the Toronto skyline.
  • Secure bicycle storage for those planning to cycle through the area's scenic routes.
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Family Activities

  • Royal Ontario Museum: Discover engaging exhibits and world-class collections that will captivate family members of all ages in this iconic Toronto museum.
  • Yorkville Shopping District: Explore boutique stores, family-friendly cafes, and cultural events in the stylish neighborhood known for its vibrant atmosphere.
  • Piazza Iulia Park: Relax and enjoy outdoor picnics or playtime at this scenic park nestled within the area, perfect for leisurely family outings.
  • Harbourfront Centre: Experience waterfront activities, seasonal festivals, and interactive programs designed to entertain and educate children and adults alike.
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Adult Activities

  • Art Gallery of Ontario: Explore world-renowned art collections and contemporary exhibits just a short ride from your vacation rental.
  • Shopping on Bloor Street: Enjoy high-end retail therapy along this popular shopping corridor in the region, perfect for a day of leisure.
  • Theatre District Performances: Attend captivating live performances and musicals within easy reach of your stay in the area’s vibrant entertainment hub.
  • Cultural Café Experiences: Indulge in diverse culinary delights and cozy cafés scattered throughout here’s bustling neighborhoods, ideal for relaxed evenings.

Midtown Toronto Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Cafes: Take advantage of the diverse culinary scene by trying nearby cafés and restaurants to enjoy authentic flavors unique to the region.
  • Utilize Public Transit Options: Maximize your stay by using convenient public transit routes to easily access major attractions and neighborhoods in this vibrant area.
  • Book Well-In Advance: Secure your preferred vacation rentals early, especially during peak seasons, to ensure a comfortable and stress-free experience in the area.
  • Discover Hidden Gems: Spend time exploring lesser-known spots and local favorites around here to gain a deeper understanding of the area's culture and charm.

Transportation Options

  • Toronto Transit Commission (TTC) Subway: You can easily access the city's extensive subway system from here, providing quick transportation across Midtown Toronto and beyond.
  • Streetcar Services: The convenient streetcar routes running through the area offer a scenic and practical way to explore local neighborhoods and attractions.
  • Taxis and Ride-Sharing Services: Reliable taxi companies and ride-sharing options like Uber and Lyft are readily available for personalized transportation experiences.
  • Biking and Scooter Rentals: For an eco-friendly and flexible way to navigate this part of the city, bike and scooter rentals are popular choices among locals and visitors alike.

Local Customs Options

  • Cultural Festivals: You’ll find that celebrating local traditions through vibrant festivals is a cherished custom here in Midtown Toronto, offering you an authentic taste of the area's diverse heritage.
  • Respect for Public Spaces: Maintaining cleanliness and respecting communal areas reflects the community’s value on shared spaces in this destination, making your stay more enjoyable.
  • Dining Etiquette: Embracing the region’s culinary customs, such as polite table manners and appreciation for local cuisine, enriches your experience when dining out or hosting gatherings.
  • Local Greetings: Using friendly greetings like a warm "hello" or a nod is common here, fostering a welcoming atmosphere during your interactions with residents and fellow visitors.

Frequently Asked Questions About Midtown Toronto?

2. How many vacation rentals have private pools in Midtown Toronto?

There are 13 vacation rentals with private pools near Midtown Toronto. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Midtown Toronto are best for families?

If you are looking for a family-friendly vacation home in Midtown Toronto, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Midtown Toronto:

4. How many Rentbyowner vacation rentals are available in Midtown Toronto?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 462 in the Midtown Toronto area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Midtown Toronto. 

5. What is the cancellation policy for vacation rentals in Midtown Toronto?

Cancellation policies vary depending on the individual property listing. It’s recommended to review the specific terms outlined on the booking page or contact the property owner directly to understand the cancellation terms and any associated fees.

6. How do I verify the amenities included with my stay in Midtown Toronto?

Amenities are detailed in each property listing, including essentials and extras. For clarification or specific requests, reach out to the property owner before completing your booking to ensure all your needs are met.

7. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits may apply and will be specified during the booking process. Always review the total cost before confirming your reservation to avoid surprises.

8. Is there a minimum stay requirement for properties in this destination?

Minimum stay requirements can differ between listings. Check the specific property details or contact the host directly to confirm the length of stay needed for your travel plans.

9. How can I contact the property owner if I have questions about my reservation in the area?

You can reach out to the property owner through the messaging system provided during the booking process. This ensures your questions are addressed promptly and helps facilitate a smooth stay in this vibrant region.