Little Italy vacation rentals

We found 171 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 17 apartments and other vacation rentals in Little Italy that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the amenities you need and want for your stay, which might include WiFi and a washer and dryer, You'll be able to choose a rental to meet everyone's needs, including options that are accessible or non-smoking.

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Frequently asked questions

What is the most popular type of vacation rental accommodation in Little Italy?

The most sought-after types of vacation rentals in Little Italy are apartments. Hoping for something different? Vrbo has a variety of options to match our guests' unique requirements, so you'll see properties in loads of sizes and shapes. The perfect home away from home is waiting for you — discover yours today.

How much does it cost to rent a vacation rental in Little Italy?

The average price for a vacation rental in Little Italy is based on a number of factors, including property type, length of stay and season. Whether you're dreaming about a villa with space for extended family or a cozy cabin just for the two of you, just enter your dates of travel to see stays that offer great value.

How much does it cost to rent a beach house in Little Italy?

Prices for beach houses in Little Italy may differ depending on the type and size of the property and when you plan to travel. All you need to do is enter your travel dates into Vrbo and how many guests to see your options and prices. From there you can use our filter tool to narrow your search by nearby activities, amenities, ratings and more.

Are there pet-friendly vacation rentals in Little Italy?

Pack a travel bag for your pooch because Little Italy has six vacation rentals that welcome pets with open arms. Let your four-legged pal get in on the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your dates and destination, then check the "Pets allowed" filter box.

Can I rent a house with a pool in Little Italy?

Dig out your swimwear and inflatable swan, because there are two houses with a private pool in Little Italy. Book one of these popular vacation homes and you'll enjoy pool days every day. Simply enter your dates into Vrbo, then check the "pool" filter to find the perfect place to make a splash!

What are popular rental amenities in Little Italy?

A garden, a swimming pool and nearby museums top the list of most popular rental amenities in Little Italy. Whether you're planning to travel as a party of one, with a partner or as a family group, Vrbo will help you find a vacation rental that suits your style with all the features you're looking for.

Are there large group vacation rentals in Little Italy?

Take your pick of three Vrbo vacation properties in Little Italy that can accommodate five or more people. You'll enjoy all the space and privacy you need to spend time with your favorite people — and nobody else.

Are there vacation rentals in Little Italy that welcome kids?

Little Italy has six family-friendly vacation rentals. And securing a stay that welcomes little ones is easy with our "Properties good for families" filter. As well as having the whole place to yourselves, you'll also enjoy access to perks and amenities like living rooms, kitchens and yards.

What are the top attractions for families in Little Italy?

Keeping the kids happy during your stay in Little Italy is simple with these exciting family-friendly attractions:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

Are there one-bedroom vacation rentals in Little Italy?

You'll find three one-bedroom properties in Little Italy to pick from. A one-bedroom vacation rental is a great choice if it's just two of you or if you're traveling alone. Add in more privacy, convenience and space than a hotel, and you've got yourself a getaway to remember.

Are there vacation rentals with WiFi in Little Italy?

Pick from three vacation rentals with WiFi in Little Italy. If you'd like to disconnect from the world on your trip, but still need to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in Little Italy?

Decide on your travel dates and then use our filter tool to see vacation rentals with ac in Little Italy on Vrbo. With six air-conditioned properties available, you can look forward to a cool and comfortable break.

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