Chicago Vista
6 guests
2 bedrooms
Rush & Division, Chicago
Step inside The Leto, where classic charm mingles with vibrant culture in the bustling Streeterville neighborhood of Chicago. This locale promises an immersive experience into not only traditional Chicago history but also the nuances of Italian villa architecture and other globally inspired design details.
Palm to Palm
8 guests
4 bedrooms
Northwood Shores, West Palm Beach
Only a stone’s throw away from the Intracoastal Waterway and Currie Park, this Florida home spreads its four bedrooms across the main house and guest house, connecting the two with a tropical outdoor space that echoes the surroundings. Spend days out basking in the sun as you go from sun lounger to private pool and back again.
Shimmering Love
12 guests
5 bedrooms
Brevard County, Florida
Moments from one of Orlando's most loved beaches, this home opens its doors to a blissful coastal escape. There’s a private pool for leisurely swims and you’ll find plenty to keep the whole family entertained with a games room and a home theatre for movie nights.
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.
Explore the 6 most perfect homes in our collection
You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Illinois, United States. 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 Illinois Home to Rent with a Swimming Pool today, and set up a holiday to remember.
