South Loop apartments

We found 301 apartments — enter your dates for availability

Find spaces that suit your style

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  • 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

Frequently asked questions

Are there any apartment holiday rentals in South Loop?
Our 301 apartment holiday rentals in South Loop are in good locations that put you close to where you need to be. Base yourself in this neighbourhood and you'll be within easy reach of exciting sights like Millennium Park, Art Institute of Chicago and Willis Tower.
How much does it cost to stay in an apartment holiday rental in South Loop?
Apartment holiday rentals near busy areas in South Loop are often more expensive. If you're looking to save, search for stays a little further away but with good transportation connections. With Stayz, you can easily compare your options and book your dream holiday condo rental at a competitive price.
When is the best time to rent a holiday condo in South Loop?
The best time depends on your personal preferences. May is the most popular month to book a South Loop condo holiday rental, but if you prefer to escape the crowds, consider travelling outside of peak season.
Where can I rent a South Loop holiday apartment with great views?
Use the "Location" filter to find an apartment holiday rental with the views you'd love to wake up to. Begin by entering the dates you want to book your Stayz condo in South Loop, then narrow your options based on the sort of area you'd prefer to stay in.
Does South Loop have any weekend apartment rentals?
Turn on the out-of-office message and venture to South Loop for a weekend adventure in a Stayz apartment holiday rental. A handy tip? Be flexible with your dates and book early to have the first pick of some awesome holiday condo rentals.
Can I book a luxury apartment in South Loop?
For a taste of the finer things in life, stay at one of our luxury apartment holiday rentals in South Loop. Along with practical amenities like kitchens and living spaces, you'll also have access to perks like hot tubs and pools. Simply search for holiday condo rentals on Stayz with a high guest rating and narrow the results based on your preferred amenities and features.
What are the top things to do in South Loop?
Enjoy the convenience of having thrilling things to do within a short distance of your apartment holiday rental in South Loop. Once you're all settled in, take everyone to family-friendly attractions like Millennium Park, Art Institute of Chicago and Willis Tower.
Why should I book my apartment holiday rental with Stayz?
Book your apartment holiday rental with Stayz and get more space and privacy compared to standard hotel accommodation. These types of stays offer that home-away-from-home ambience. One of the biggest advantages? You'll never have to share your space, whether you spend your break in an apartment or somewhere a little fancier, like a castle or an estate.