Little Italy holiday lettings
We found 167 holiday rentals — enter your dates for availability
Discover a selection of 17 apartments and other holiday rentals in Little Italy that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you expect for your stay, such as Wi-Fi and cable TV. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
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University of Illinois Chicago
Find the best place to stay - Little Italy
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Sleeps 4 · 1 bedroom · 1 bathroom
Top rated rentals - Little Italy
Photo gallery for 1F Chicago's Little italy Graystone nearDowntown
Perfect property in Little Italy, lovely quiet area.
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value