Little Italy holiday homes

We found 188 holiday rentals — enter your dates for availability
Discover a selection of 5 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.

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Little Italy

  • Cultural immersion: Experience the blend of heritage and modernity in an urban setting rich with local arts and diverse cuisine.
  • Vibrant dining: Savor a mix of family-friendly eateries and trendy restaurants in a bustling neighbourhood.
  • Urban charm: Stroll through picturesque streets lined with appealing architecture and boutique shops.
  • Community vibe: Enjoy the welcoming atmosphere, lively tourist precincts, and local art centres.
  • Family-friendly parks: Relax in charming urban parks perfect for a leisurely day out.

Top attractions near Little Italy

Little Italy in Toronto offers a vibrant urban experience with a mix of cultural attractions and family-friendly activities. The neighbourhood is known for its charming urban parks, lively tourist precincts, and arts centres that showcase local creativity. This area provides a rich city experience, ideal for those seeking cultural immersion and a taste of urban life in a welcoming, family-oriented setting.

  • Casa Loma: Experience the rich culture vibes of this historic house, steeped in history and architectural splendour, only 3km away from Little Italy.
  • Queen Street West: Enjoy family-friendly, outdoor vibes along this bustling precinct, a mere 2km from Little Italy.
  • Downtown Yonge: Immerse yourself in the energetic city vibes of this vibrant street, located 3km away from Little Italy.

Things to do recommended for couples

For a romantic getaway in Little Italy, Toronto, indulge in a candlelit dinner at a charming trattoria, stroll hand-in-hand along vibrant College Street, and share a gelato while exploring local boutiques. Don’t miss the lively atmosphere, perfect for creating unforgettable memories together.

Things to do recommended for families

Families exploring Little Italy, Toronto, can indulge in a delightful pizza-making class, discover the fun at the nearby Trinity Bellwoods Park, or enjoy gelato at local shops, creating wonderful memories together in this vibrant neighbourhood filled with culture and charm.

Things to do recommended for groups

Explore vibrant cafés and artisan shops in Little Italy, savour authentic Italian cuisine at local trattorias, and enjoy a leisurely stroll along College Street. Don't miss out on a group wine tasting at nearby wineries for a delightful local experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

Whether you're journeying with a group, with your whānau, bringing your pets along or planning an extended stay, ensure you set the appropriate filters. Here are some Vrbo booking tips for you.

  • Traveling to Little Italy with a group: Consider how many bedrooms you'll require, along with features like a complete kitchen or an outdoor area for group get-togethers. Fortunately, you can refine your search for these and more on Vrbo.
  • Traveling to Little Italy with young kids: Traveling with young children can present its challenges. It's important to prioritise their comfort and safety, alongside ensuring access to suitable amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Little Italy: For many, a family holiday isn’t quite the same without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Little Italy: If you're in search of holiday rentals offering 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 options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Little Italy

Experience the vibrant charm of Little Italy, Toronto, Ontario, Canada. This urban neighbourhood offers a mix of cultural delights, lively dining, and boutique shopping. Wander through its streets and immerse yourself in the atmosphere of friendly locals, diverse cuisine, and appealing architecture. Perfect for families, business travellers and those seeking a city-themed experience, Little Italy’s unique blend of heritage and modernity captures the essence of downtown Toronto living.

  • Toronto, Downtown Toronto, Trinity - Bellwoods: Toronto: Toronto is a vibrant city that envelops Little Italy, offering an array of experiences for families, city enthusiasts, and business travellers alike. The city boasts a dynamic cultural scene with its theatres, shopping mall centres, and extensive retail areas. Noteworthy landmarks include a renowned sports facility stadium, a scenic lookout, and a striking modern tower, making it a hub of modern urban life and diverse attractions. Downtown Toronto: Just 3km from Little Italy, Downtown Toronto is a bustling neighbourhood that offers a seamless blend of urban excitement and family-friendly charm. Here, visitors can explore extensive shopping areas, modern shopping centres, and mall centres, all within close proximity to key attractions such as a sports facility stadium, a prominent lookout, and an impressive modern tower. Trinity - Bellwoods: Located 644m from Little Italy, Trinity - Bellwoods is a vibrant neighbourhood known for its outdoor appeal and artistic vibe. It offers a range of family-oriented and city-themed experiences, with popular venues including theatres, music concert spaces, and arts centres. The area is also home to unique landmarks such as a sports facility stadium, an urban park, and a bustling street scene, making it an ideal spot to soak up local culture and enjoy leisurely strolls.

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.

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

Booking with Vrbo is simple

Looking to trim costs on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. You might also unlock great savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and rental type.

Vrbo Trips: Planning as easy as it gets

At Vrbo, our cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or manage your travel arrangements with ease. You can conveniently access properties you've saved or booked, now neatly organised under Potential, Upcoming, or Current Trips. To start using the Trip Boards, simply visit: https://www.bookabach.co.nz/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.
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.
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.
Are all fees included in the Little Italy holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Little Italy holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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.
Are there any discounts for Little Italy holiday homes?
You can find great discounts on holiday homes in Little Italy on Bookabach, 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.
Can I change or cancel my Little Italy holiday home booking on Bookabach?
To find Little Italy holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Little Italy?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach'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 favourites, and build the perfect itinerary together.
How early should I book a Little Italy holiday home?
Book your Little Italy holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Little Italy?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Little Italy to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas