Chicago Chic
4 guests
2 bedrooms
Chicago Loop, Chicago
This pet-friendly apartment in Downtown Chicago puts the best of the city at your feet. Millennium Park, The Art Institute, theatres, restaurants, and shops are all just a short stroll away.
Rent Streeterville Homes with Swimming Pools
We selected the 30 homes worth renting in this location
Home spotlights in Streeterville
Loop Haven
12 guests
6 bedrooms
Chicago Loop, Chicago
Welcome to The Jordan! Nestled in Chicago's iconic Chicago Loop, this urban oasis provides a tranquil retreat amidst the bustling cityscape.
Chicago Heights
4 guests
2 bedrooms
Chicago Loop, Chicago
This pet-friendly apartment in Downtown Chicago puts the city right at your feet, with Millennium Park, The Art Institute, theatres, and shopping just a stroll away. Inside, floor-to-ceiling windows in the main bedroom frame the skyline, while a sleek kitchen with a breakfast bar and a light-filled living space make staying in just as tempting as going out.
We selected the top 3% holiday homes in Streeterville Homes with Swimming Pools
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Frequently asked questions
You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Streeterville. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Streeterville Home to Rent with a Swimming Pool today, and set up a holiday to remember.
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