Urban Vistas
4 guests
2 bedrooms
Rush & Division, Chicago
This Illinois apartment won us over the moment we clapped eyes on the sweeping views of Chicago’s skyline and that private balcony. But the perks don’t end there.
Rent Illinois Homes with Swimming Pools
We selected the 6 homes worth renting in this location
Home spotlights
High Desert Mirage
6 guests
3 bedrooms
Joshua Tree, San Bernardino County
Located in the heart of Joshua Tree, this knock-out hideaway has been featured in everything from fashion shoots to music videos as well as Andy Samberg's film "Palm Springs" – a fact that doesn't surprise us considering its otherworldly style. This home subtly blends into the desertscape with its earthy tones and rusty finishes, featuring a fusion of Wabi-Sabi and modern design.
Sugar Sky
24 guests
10 bedrooms
Polk County, Florida
This Orlando villa is the perfect family vacation home, with plenty of entertainment options for kids and adults alike. The themed bedrooms are a hit with the little ones, including a toy room and basketball-themed bedroom complete with over-the-top bunk beds.
The Skyline's Vision
14 guests
6 bedrooms
Fulton River District, Chicago
When you bring everyone to Chicago, you want a space that matches the occasion, and these skyline retreats near Fulton Market do exactly that. By day, the city is yours to explore: coffee and street art in the West Loop, vintage hunting at Randolph Street Market, picnics in Union Park, or a culinary crawl through some of the best restaurants in the Midwest.
We selected the top 3% holiday homes in Illinois Homes with Swimming Pools
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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.
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