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Illinois Vacation Homes and Villas with Pools

Find Luxury Places to Stay Near Illinois with a Swimming Pool

Pool

Only stays with pool access are shown on this page

17 stays

a living room with a green couch and a table at Experience Downtown Chicago at Millennium - Luxury Apartments in The Loop in Chicago

From US $427

Experience Downtown Chicago at Millennium - Luxury Apartments in The Loop Pool available

8.5 (81 Reviews) Apartment

Apartments • Private parking • Outdoor swimming pool

Chicago Loop

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a pool at a hotel with people in the water at The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile in Chicago

From US $449

The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile Pool available

9.2 (59 Reviews) Apartment

Apartments • Private parking • Outdoor swimming pool

Chicago Near North Side

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a living room with a couch and a table at Fulbrix Bright Designer Apartments with West Loop Views in Chicago

From US $468

Fulbrix Bright Designer Apartments with West Loop Views Pool available

9.5 (50 Reviews) Apartment

Apartments • Private parking • Outdoor swimming pool

Chicago Near West Side

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a living room with a blue couch and a kitchen at Aurelien Spacious Apartments in the Heart of Gold Coast in Chicago

From US $446

Aurelien Spacious Apartments in the Heart of Gold Coast Pool available

8.9 (58 Reviews) Apartment

Apartments • Private parking • Outdoor swimming pool

Chicago Near North Side

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a living room with a couch and two chairs at K2 Sky High Apartments with Stunning Chicago Views in West Loop in Chicago

From US $418

K2 Sky High Apartments with Stunning Chicago Views in West Loop Pool available

9.5 (24 Reviews) Apartment

Apartments • Private parking • Outdoor swimming pool

Chicago West Town

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a living room with white furniture and large windows at Foundry Unmatched Skyline Views at Lincoln Park in Chicago

From US $483

Foundry Unmatched Skyline Views at Lincoln Park Pool available

9.3 (17 Reviews) Apartment

Apartments • Private parking • Outdoor swimming pool

Chicago River North

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a living room with a view of the ocean at Lux Apts with Lake Views and Top Amenities in Chicago

From US $564

Lux Apts with Lake Views and Top Amenities Pool available

9.9 (26 Reviews) Apartment

Apartments • Private parking • Indoor swimming pool

Chicago Loop

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a bedroom with a bed and a large window at Linea Luxury Living with Indoor Pool and Rooftop Views in The Loop in Chicago

From US $348

Linea Luxury Living with Indoor Pool and Rooftop Views in The Loop Pool available

8.4 (51 Reviews) Apartment

Apartments • Private parking • Indoor swimming pool

Chicago Loop

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a living room with a couch and chairs and windows at Jeffjack Heated Pool Penthouse in Chicago's West Loop in Chicago

From US $482

Jeffjack Heated Pool Penthouse in Chicago's West Loop Pool available

8.0 (9 Reviews) Apartment

The entire place is yours • 1000 m² size • Private parking

Chicago Near West Side

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a bedroom with a large bed and large windows at Premier Penthouses and Apartment with Captivating Views of Millennium Park in Chicago

From US $651

Premier Penthouses and Apartment with Captivating Views of Millennium Park Pool available

9.4 (8 Reviews) Apartment

Apartments • Private parking • Indoor swimming pool

Chicago Loop

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a bedroom with a black and white bed and a television at Uptown Gem in Chicago

From US $289

Uptown Gem Pool available

9.3 (15 Reviews) Apartment

The entire place is yours • 42 m² size • Free parking

Chicago Uptown

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a living room with a blue couch in a kitchen at Serene Living Downtown STL Loft in Saint Louis

From US $149

Serene Living Downtown STL Loft Pool available

7.9 (78 Reviews) Apartment

The entire place is yours • Free on-site parking • Outdoor swimming pool

St Louis City Museum

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a living room with a black couch and a kitchen at Sophisticated 3BR Suite - New Modern and Luxurious in Chicago

From US $219

Sophisticated 3BR Suite - New Modern and Luxurious Pool available

7.7 (7 Reviews) Apartment

The entire place is yours • 139 m² size • Outdoor swimming pool

Chicago Near West Side

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a white bed with white sheets and pillows at South Loop Rooftop With In and Out Parking 3 in Chicago

From US $226

South Loop Rooftop With In and Out Parking 3 Pool available

9.2 (5 Reviews) Apartment

The entire place is yours • 82 m² size • Swimming pool

Chicago Loop

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a living room with a couch and a table at South Loop Rooftop With In and Out Parking 2 in Chicago

From US $153

South Loop Rooftop With In and Out Parking 2 Pool available

9.7 (3 Reviews) Apartment

The entire place is yours • 82 m² size • Swimming pool

Chicago Loop

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a white bathroom with a sink and a mirror at South Loop Rooftop With In & Out Parking 1 in Chicago

From US $146

South Loop Rooftop With In & Out Parking 1 Pool available

8.5 (4 Reviews) Apartment

The entire place is yours • 82 m² size • Swimming pool

Chicago Loop

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a living room with a couch and a fireplace at Pet-Friendly Uptown Normal Home Steps to ISU in Normal

From US $311

Pet-Friendly Uptown Normal Home Steps to ISU Pool available

9.0 (3 Reviews) Holiday_home

The entire place is yours • 108 m² size • Kitchen

Old Town Central Illinois Regional Airport At Bloomington Normal

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See More Vacation Rentals with Pools in Illinois

About Illinois Vacation Rentals with Pools on NearbyHoliday

Find Illinois Rentals, Hotels, and Resorts with Swimming Pools.

Discover 17 places to stay, including hotel waterparks, vacation homes, resorts, private villas, and condos in Illinois that feature indoor, outdoor, or private pools.

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Vacation Rentals with Pools: Explore Top Destinations

Stay Near Illinois's Top Attractions

NearbyHoliday can help you find hotels, resorts, and rentals near many of Illinois's top attractions, neighborhoods, and points of interest.

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Frequently Asked Questions About Vacation Rentals With Pools in Illinois

There are a lot of vacation rentals with pools in Illinois. If you plan on staying in the Illinois area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Illinois:

We have many family-friendly luxury rentals in Illinois. The top family-friendly holiday rentals in Illinois are:

See all family-friendly luxury rentals in Illinois on NearbyHoliday

Many vacation rentals with pools on NearbyHoliday have a heated pool. These are some popular rentals in Illinois that you may consider:

See all stays with pools in Illinois on NearbyHoliday