Chicago Chateau
12 guests
6 bedrooms
River West, Chicago
These two modern penthouses with cityscape views are perfect for families or groups visiting Chicago – especially if you like a little more privacy. Each penthouse has three bedrooms, bathrooms, a living space and a kitchen.
Lake Escapes
4 guests
2 bedrooms
Osceola County, Florida
This Orlando resort condo was made for both relaxation and excitement. Wake up to lake views from the private balcony, then dive into the fun with access to resort amenities including pools, a lazy river, golf course, gym, clubhouse, restaurant, and cinema.
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.
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.
