Little Italy vacation rentals

We found 147 vacation rentals — enter your dates for availability

Discover a selection of 7 homes and other vacation rentals in Little Italy that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the amenities you need and want, which might include a hot tub and garden. Whatever you're looking for, you'll be able to choose a rental that has what everyone needs, including accessible or non-smoking choices.

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Find out more about Little Italy

Find out more about Little Italy

Why visit Little Italy

  1. Charming Cafes: Little Italy is home to numerous quaint cafes where visitors can enjoy authentic Italian coffee and pastries.
  2. Cultural Events: The neighborhood hosts various cultural events, providing a taste of local traditions and festivities.
  3. Kensington Chinatown: Nearby, Kensington Chinatown offers eclectic shops and delicious street food for a vibrant shopping experience.
  4. Art-Filled Streets: Explore the artistic vibe with murals and galleries that reflect the community's creative spirit.
  5. Diverse Accommodations: Little Italy offers a range of vacation rentals from cozy homes to modern apartments for every traveler's needs.

Popular types of accommodation around Little Italy

Discover the charm of Little Italy with our diverse selection of vacation rentals. Whether you're looking for Apart Hotels, Houses, or cozy Apartments, we have options that cater to every traveler's needs. From Toronto ON apartments to Little Italy condos, you'll find the perfect spot to unwind after exploring the vibrant neighborhood. Choose the ideal home base for your adventure and enjoy transparency, savings, and reassurance during your stay!

  • Houses: The top choice for visitors in Little Italy, offering spacious and comfortable stays ideal for families or groups.
  • Apartments: A popular option providing a home-like atmosphere with convenient access to local attractions.
  • Condos: Stylish and modern, these rentals often feature amenities and are perfect for a luxurious getaway.
  • Villas: For those seeking elegance, villas offer a lavish experience with ample space and upscale features.
  • Cottages: A cozy and inviting option, perfect for a quaint retreat in a charming setting.**

Top attractions around Little Italy

Little Italy in Toronto is perfect for family, city, and business vacations, offering a blend of culture and outdoor experiences. Visitors can explore urban parks, attend events at conference venues, and appreciate the nearby modern college and university settings. Whether you're seeking relaxation or family fun, Little Italy has something for everyone. Don't forget to check the Little Italy schedule for local events and activities during your visit!

  1. CN Tower: A modern architectural marvel, the CN Tower stands at 2 miles from Little Italy, offering breathtaking city views from its observation deck. Experience the thrill of walking on the glass floor or dining in the revolving restaurant for a unique perspective of Toronto.
  2. Metro Toronto Convention Centre: Located 2 miles from Little Italy, this bustling event venue is a hub for conferences and exhibitions. Its sleek design and vibrant atmosphere make it an exciting place to explore the business side of Toronto.
  3. University of Toronto - St. George Campus: Just 1 mile away, this historic campus boasts stunning architecture and vibrant cultural vibes. Stroll through its picturesque grounds, visit museums, and soak in the rich academic atmosphere.

Things to do recommended for couples

For a romantic getaway in Little Italy, enjoy a captivating concert at Roy Thomson Hall, savor a delightful meal at Spin Toronto, or embrace the thrill of skiing at Earl Bales Ski and Snowboard Centre. Each experience offers unique vibes perfect for couples looking to connect.

Things to do recommended for families

During your family vacation in Little Italy, Toronto, enjoy a thrilling day at the Rogers Centre for sports excitement, skate at George Bell Arena for fun and adventure, or unwind at Prince of Wales Park, perfect for relaxation and wellness activities.

Things to do recommended for groups

In Little Italy, your group can enjoy shopping at CF Toronto Eaton Centre, catch a show at the Princess of Wales Theatre, and explore the vibrant St. Lawrence Market. These activities offer a blend of culture, entertainment, and local charm, perfect for group travelers.

What do I need to keep in mind when booking a vacation around Little Italy

When planning your trip, whether it’s with a group, family, or pets, or if you’re seeking extended stays, be sure to refine your search based on what matters most to you. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Little Italy with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Little Italy with young kids: Traveling with young kids can be a bit tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Little Italy: For many families, a vacation wouldn’t feel complete without their beloved pets. If that resonates with you, explore Vrbo listings that welcome furry companions. Most of these pet-friendly accommodations come equipped with feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Little Italy: If you’re searching for vacation rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay around Little Italy

Little Italy in Toronto is a vibrant mixed neighborhood perfect for family, city, or business vacations. Visitors can immerse themselves in a friendly atmosphere while exploring nearby Kensington Chinatown, known for its eclectic shops and delicious food. Enjoy the rich culture of Toronto's Little Italy, where charming cafes and art-filled streets await. This urban destination promises an unforgettable experience for all travelers looking to soak in the local charm and community spirit.

  • Downtown Toronto: As the bustling core of Toronto, Downtown Toronto offers a vibrant mix of family-friendly activities, sports events, and shopping experiences. Located a short distance from Little Italy, this neighborhood is home to the iconic CN Tower and the Rogers Centre, where you can catch a Blue Jays game. Explore the Eaton Centre, a major shopping destination, or enjoy a night out at one of the many theaters showcasing everything from musicals to indie films. The area is also dotted with parks and monuments, providing a perfect blend of urban energy and historical charm.
  • Old Toronto: Just a couple of miles from Little Italy, Old Toronto is a neighborhood steeped in history, where you can embrace family outings and outdoor adventures. This charming area features historic buildings and a lively arts scene, with theaters hosting various performances and music concerts. Wander through St. Lawrence Market for fresh produce and local delicacies, or stroll along the waterfront at Harbourfront Centre. The blend of cultural experiences and landmarks, including monuments and sports facilities, makes Old Toronto a must-visit destination.
  • Palmerston: A stone's throw from Little Italy, Palmerston is a cozy neighborhood known for its family-friendly atmosphere and vibrant shopping scene. With convenient access to shopping areas and centers, this neighborhood is perfect for those looking to explore local boutiques and eateries. The nearby sports facility stadium adds to the excitement, making it a great spot for sports enthusiasts. Palmerston's close-knit community feel and unique attractions, including tourist precincts, provide a delightful experience for visitors seeking a taste of Toronto's local life.

Best time to go to Little Italy

If you're planning a trip to Little Italy, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like February, October and December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.2°F (-3.8°C)Light RainMostly CloudyAverageSlightly Low
February25.2°F (-3.8°C)Light RainMostly CloudySlightly LowSlightly Low
March33.3°F (0.7°C)Light RainMostly CloudyAverageAverage
April42.6°F (5.9°C)Light RainMostly CloudyAverageAverage
May54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
June64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly High
July71.6°F (22.0°C)Light RainMostly SunnySlightly HighSlightly High
August71.2°F (21.8°C)Light RainMostly SunnySlightly HighAverage
September65.1°F (18.4°C)Light RainMostly SunnyAverageAverage
October53.4°F (11.9°C)Light RainMostly SunnySlightly LowAverage
November41.5°F (5.3°C)Light RainMostly SunnyAverageSlightly High
December32.9°F (0.5°C)Light RainMostly CloudySlightly LowSlightly Low

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, use our filters to search by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your entire booking. Being the planner truly has its rewards! When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash™ on eligible reservations. Sign up today and begin saving!

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform to plan new trips, resume where you last stopped, or manage your travel arrangements. You can easily access your saved or booked properties, organized into categories like Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Frequently asked questions

What is the most popular type of vacation rental in Little Italy?
In Little Italy, vacation houses are the most popular type of vacation rental, with several options available throughout the neighborhood. These properties typically offer spacious interiors with multiple bedrooms, fully equipped kitchens for home-cooked meals, and cozy living areas for relaxation. Many of these vacation houses also feature outdoor spaces such as patios or gardens, superb for enjoying the vibrant atmosphere of the area.
Are there any beach house rentals in Little Italy?
In Little Italy, Ontario, Canada, there are beach house rentals available, particularly around the nearby waterfront areas. These properties typically offer a blend of modern amenities and charming character, with most featuring fully equipped kitchens, comfortable living spaces, and outdoor decks or patios for enjoying the serene lakeside atmosphere. Travelers can expect to find options that cater to families and groups, often including multiple bedrooms and recreational equipment for water activities.
How much does it cost to rent a vacation home in Little Italy?
Prices for vacation rentals in Little Italy vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Little Italy to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Little Italy vacation house rentals?
You can find great discounts on house rentals in Little Italy on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Little Italy?
In Little Italy, popular vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, and balconies that provide a space for enjoying the fresh air and views. Many rentals also feature coffee and tea makers for a quick caffeine fix, as well as onsite parking to ensure convenience for those traveling by car. Additionally, several properties boast beautiful lake views, enhancing the overall experience of staying in this charming neighborhood.
Are there any family house rentals in Little Italy?
In Little Italy, Ontario, there are several family-friendly house rentals available, making it an appealing destination for those traveling with children. This vibrant neighborhood is known for its rich cultural scene and proximity to parks and recreational areas. Many of the homes feature spacious layouts, allowing for comfortable family gatherings, along with amenities like fully equipped kitchens for preparing meals together and cozy living areas for relaxation.

Nearby attractions, such as local parks and family-friendly restaurants, provide plenty of opportunities for outdoor activities and dining experiences that everyone can enjoy. Additionally, visitors will appreciate the convenience of Wi-Fi and laundry facilities that many rentals offer, ensuring a straightforward stay.
Are there any Little Italy vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Little Italy with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay vacation rentals in Little Italy?
A long-stay vacation rental in Little Italy is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Little Italy for a vacation rental?
The best time to visit Little Italy is during the vibrant summer months, particularly in July, when the neighborhood comes alive with energy and cultural festivities. This period, spanning from June to August, is known as the peak season, attracting travelers eager to enjoy the warm weather, outdoor dining, and a lively atmosphere filled with events and gatherings.

Little Italy boasts comfortable temperatures during the summer, typically ranging from the mid-60s to the low 80s Fahrenheit, making it superb for leisurely strolls through the charming streets, exploring local shops, and savoring delicious Italian cuisine at al fresco restaurants. Visitors can experience firsthand the neighborhood's rich heritage, with various festivals celebrating art, music, and food.

If you're looking for a more budget-friendly option, consider visiting in October. This month often offers a quieter experience, allowing you to explore the area at a leisurely pace while enjoying the fall colors without the crowds.
Are there any remote work vacation rentals in Little Italy?
In Little Italy, Ontario, there are several vacation rentals that cater specifically to remote workers. This vibrant neighborhood is known for its cultural charm, featuring a variety of cafes, restaurants, and shops that create a lively atmosphere. Many of the available rentals in this area come equipped with amenities such as high-speed WiFi and designated workspaces, allowing travelers to comfortably balance work and leisure.

The proximity to parks and local attractions enhances the appeal for those seeking a change of scenery while working remotely. Additionally, Little Italy's easy access to public transportation makes it convenient for exploring the wider Toronto area during breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Little Italy vacation rental?
Book your Little Italy vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Little Italy?
In Little Italy, Ontario, visitors can experience firsthand a vibrant atmosphere filled with rich culture and culinary delights. The neighborhood is famous for its array of Italian restaurants, cafes, and bakeries, which line the streets and offer everything from authentic pasta to delicious pastries. St. Helen's Avenue and College Street are particularly known for their lively patios and bustling nightlife, making it a great spot for food enthusiasts.

Nearby, the iconic Church-Wellesley Village offers a contrasting vibe with its lively LGBTQ+ scene, shops, and events. For those interested in art and history, the Art Gallery of Ontario is just a short distance away, showcasing a diverse collection of artworks. The area is also close to Trinity Bellwoods Park, a popular green space where visitors can relax or enjoy outdoor activities.
Can I change or cancel my Little Italy home rental booking on Vrbo?
To find Little Italy vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Little Italy vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.