Little Italy holiday lettings

We found 149 holiday rentals — enter your dates for availability

Discover a selection of 6 homes and other holiday rentals in Little Italy that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the amenities that you expect and more, which might include Wi-Fi and a washer and dryer. At the end of the day, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

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Why visit Little Italy

  • Authentic Italian Cuisine: Little Italy is renowned for its delightful array of Italian eateries and cafés, offering a true taste of Italy.
  • Charming Streets: Stroll through vibrant streets lined with boutique shops and local artisans, showcasing the neighbourhood's unique character.
  • Cultural Events: Experience lively cultural festivals and events that celebrate the rich heritage of the Italian community.
  • Urban Parks: Enjoy leisurely walks in picturesque parks, perfect for families and relaxation amidst the urban buzz.
  • Varied Accommodation: Choose from an array of charming rentals, from private homes to stylish condos, ensuring a comfortable stay.

Popular types of accommodation around Little Italy

Little Italy in Toronto offers a delightful selection of vacation rentals to suit every traveller's needs. From charming private homes to modern apartments and stylish condos, you’ll find the perfect base for your stay. Whether you’re seeking Little Italy apartments or exploring toronto rentals, our platform provides transparent information to help you make the best choice for your holiday. Enjoy the vibrant atmosphere of Little Italy with the comfort of your own space.

  • Houses: The top choice for visitors to Little Italy, offering spacious and comfortable living for families or groups.
  • Apartments: A popular selection that provides a home-like atmosphere with convenient amenities for solo travellers or couples.
  • Condos: These modern dwellings combine style and comfort, ideal for those seeking a contemporary stay.
  • Villas: Elegant and often luxurious, villas offer a unique experience for those wanting extra space and privacy.
  • Cabins: A charming option that provides a rustic feel, perfect for those wanting a tranquil getaway.**

Top attractions near Little Italy

Little Italy in Toronto is an ideal destination for families, business trips, and city-themed holidays. With a wealth of attractions including event venues, urban parks, and vibrant tourist precincts, visitors can immerse themselves in the rich culture and lively atmosphere. Whether you seek family activities or a taste of local culture, Little Italy offers a delightful experience for every traveller.

  • CN Tower: An iconic symbol of Toronto, the CN Tower offers breathtaking views of the city skyline from its observation deck. Its striking modern design and glass floor experience provide a thrilling perspective, perfect for capturing memorable photographs.
  • Metro Toronto Convention Centre: A bustling hub for conferences and events, the Metro Toronto Convention Centre features state-of-the-art facilities. Its vibrant atmosphere is ideal for networking and discovering new business opportunities.
  • University of Toronto - St. George Campus: This historic institution boasts stunning architecture and lush green spaces. The rich cultural heritage and vibrant student life create an inspiring environment, perfect for leisurely strolls and exploration.

Things to do recommended for couples

Looking for a romantic getaway in Little Italy, Toronto? Enjoy a concert at Roy Thomson Hall, savour a meal at Spin Toronto, or embrace adventure at Earl Bales Ski and Snowboard Centre. Each experience offers a unique vibe perfect for couples seeking unforgettable moments together.

Things to do recommended for families

Families will have a fantastic time at the Rogers Centre, just 1.2km from Little Italy, enjoying sports excitement. Alternatively, they can unwind at Prince of Wales Park, 3.7km away, or experience fun and adventure at the George Bell Arena, 1.9km from the area.

Things to do recommended for groups

In Little Italy, Toronto, groups can enjoy shopping at the CF Toronto Eaton Centre, catch a performance at the Princess of Wales Theatre, and explore the vibrant St. Lawrence Market, all within a short distance. These activities offer a perfect blend of culture, entertainment, and local vibes.

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

If you're travelling with a group, family, or pets, or if you're seeking extended stays, it's important to use the right filters to match your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Little Italy with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Little Italy with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, alongside suitable amenities like private swimming pools. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Little Italy: For many families, a trip wouldn’t feel complete without their beloved pet. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Little Italy: If you’re in search of holiday rentals with attractive offers for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Little Italy

Little Italy, a vibrant neighbourhood in Toronto, offers a delightful blend of urban charm and friendly atmosphere. Explore the lively streets lined with authentic Italian eateries, charming cafés, and boutique shops. Just a stone's throw away, downtown Toronto beckons with its bustling energy and stunning skyline. Whether you're seeking a family-friendly outing or a business-themed escape, Little Italy and its surroundings promise an unforgettable experience filled with rich culture and picturesque scenery.

  • Toronto: As Canada’s largest city, Toronto is a vibrant metropolis located approximately 1.2km from Little Italy. Visitors are drawn to its dynamic atmosphere, offering an array of family-friendly activities and urban experiences. The city boasts shopping centres and theatres, making it an ideal spot for retail therapy and cultural exploration. Notable landmarks include the iconic sports facilities and monuments that dot the skyline, providing a perfect backdrop for those seeking to immerse themselves in the local culture and history.
  • Downtown Toronto: Just 1.2km from Little Italy, Downtown Toronto is the bustling core of the city where family, sports, and cultural experiences abound. This lively neighbourhood features a variety of shopping malls and theatres, catering to both locals and tourists. The area is home to impressive landmarks, including stadiums and monuments, which celebrate the city's rich sporting heritage and architectural beauty. With its vibrant energy and plethora of activities, Downtown Toronto is a must-visit for anyone looking to experience the hustle and bustle of urban life.
  • Palmerston: Located a mere 186m from Little Italy, Palmerston is a charming neighbourhood perfect for families seeking outdoor adventures and city-themed experiences. This area features fairground attractions and shopping areas that provide a delightful mix of leisure and retail options. Visitors can enjoy local sports facilities and the lively tourist precinct, all within easy reach. Palmerston's friendly atmosphere and community spirit make it an inviting destination for those looking to relax and explore.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 CloudyAverageSlightly Low
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 HighSlightly High
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 SunnyAverageAverage
December32.9°F (0.5°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save some money on your next getaway? It can be beneficial to remain flexible with your travel dates, as prices can vary quite a bit. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's innovative Trip Board offers you a convenient platform to plan new holidays, pick up from where you last stopped, or manage your travel arrangements. You can easily access properties you’ve previously saved or booked, which are now sorted into Potential, Upcoming, or Current Trips. To explore the features of Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

Are there any beach house rentals in Little Italy?
In Little Italy, Ontario, there are indeed beach house rentals available, providing a unique getaway experience. These properties are typically situated close to the waterfront, allowing easy access to beach activities and scenic views. Guests can expect amenities such as spacious living areas, fully equipped kitchens for convenient meal preparation, and outdoor spaces like decks or patios for relaxation and enjoying the lakeside atmosphere. The neighbourhood is vibrant, with local shops, restaurants, and parks nearby, making it a delightful destination for those looking to enjoy both the beach and the cultural offerings of Little Italy.
How much does it cost to rent a holiday home in Little Italy?
Prices for holiday 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 holiday 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.
Are there any Little Italy holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Little Italy with parking available—perfect for families or travellers 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 holiday rentals in Little Italy?
A long-stay holiday rental in Little Italy is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Little Italy for a holiday rental?
The best time to visit Little Italy, Ontario, for a holiday rental is during the bustling summer months, particularly in July. This vibrant period attracts both locals and tourists eager to indulge in the lively option and enjoy the many cultural festivals that celebrate the rich heritage of the area. With warm temperatures averaging around 20 to 30 degrees Celsius, it is superb for leisurely strolls along the charming streets, dining al fresco, and soaking in the vibrant community spirit.

June through August constitutes the peak season, where you'll find a plethora of outdoor activities, from art shows to music festivals, all set against the backdrop of Little Italy's unique architecture and lively streets. The warm weather encourages outdoor dining and exploration, making it an ideal time for those who enjoy a bustling environment filled with energy and excitement.

If you're looking for a more budget-friendly option, consider visiting in October. While this month is quieter, it offers the opportunity to experience the beautiful autumn foliage and a more relaxed pace. With fewer crowds, you can easily explore the local shops, cafés, and cultural sites, providing a different but equally enjoyable experience.
How early should I book a Little Italy holiday rental?
Book your Little Italy holiday 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 holiday 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, Ontario, Canada?
In Little Italy, Ontario, visitors can enjoy a vibrant array of attractions that celebrate the neighbourhood's rich cultural heritage. The main thoroughfare, College Street, is lined with a variety of Italian restaurants, cafes, and shops, superb for a leisurely stroll and sampling authentic cuisine. The area is renowned for its lively option, particularly during the summer months when street festivals and events take place, showcasing local art, music, and food.

A key highlight is the iconic Italian Walk of Fame, which pays tribute to great figures in the Italian-Canadian community. For those interested in arts and culture, the nearby Art Gallery of Ontario offers a stunning collection of art and is easily accessible from Little Italy. Additionally, the neighbourhood's proximity to Trinity Bellwoods Park provides a lovely green space for relaxation and outdoor activities.
Can I change or cancel my Little Italy home rental booking on Vrbo?
To find Little Italy holiday 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 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 travellers 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 cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Little Italy holiday 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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