505+ Rental Villas and Private Getaways in South Loop |
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South Loop Villa Rentals

About South Loop Vacation Rentals

There are more than 505 incredible getaway rentals that are available in South Loop. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in South Loop.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in South Loop, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in South Loop. Places to stay near South Loop are 946.76 ft² on average, with prices averaging CA $605 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in South Loop. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in South Loop

Type Count
Holiday Apartments 428
Vacation Homes 10

Use these Quick Filters to Find a Vacation Rental in South Loop

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in South Loop with BedroomVillas.

Weather in South Loop, IL

View the weather forecast for South Loop before booking your South Loop Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Pontiac Building 4,073 Properties
Mergenthaler Lofts 4,056 Properties
Second Franklin Building 4,054 Properties
Dearborn St Station 4,040 Properties
Printers Row 4,021 Properties
Spertus Institute of Jewish Studies 3,953 Properties
Columbia College Chicago 3,947 Properties
Museum of Contemporary Photography 3,946 Properties
Dearborn Park 3,938 Properties
South Side 369 Properties
Near South Side 351 Properties
Prairie District 246 Properties

Complexes around South Loop, IL


Wells Apartments St Chicago 31 Properties
South Loop Grant Park 29 Properties
Sonder South Wabash 11 Properties
Mccormick Place 5 Properties
Grant Park Hotel 3 Properties
Michigan Avenue 3 Properties
Town 3 Properties
Naperville Inn 2 Properties

Frequently Asked Questions About South Loop?

What are the top hotels or resorts in South Loop?

We provide an array of great vacation destinations in South Loop. If you are looking to stay in or around the South Loop area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in South Loop:

How many vacation rentals have private pools in South Loop?

We have 5 luxury villas and vacation rentals featuriung a private pool in and near South Loop. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in South Loop is best for families?

Searching for a family-friendly getaway in South Loop? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in South Loop?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 505 in the South Loop area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in South Loop. 

Nearby Neighborhood (7) 
Neighborhood Property Count
Downtown Chicago Rental Villas and Private Getaways in Chicago, Illinois 1585
The Loop Rental Villas and Private Getaways in Chicago, Illinois 738
Near South Side Rental Villas and Private Getaways in Chicago, Illinois 351
Prairie District Rental Villas and Private Getaways in Chicago, Illinois 246
Printers Row Rental Villas and Private Getaways in Chicago, Illinois 4021
Ickes Praire Homes Rental Villas and Private Getaways in Chicago, Illinois 2027
Chicago Museum Campus Rental Villas and Private Getaways in Chicago, Illinois 3407

People Also Ask

There are 39 hotels in South Loop and 438 rentals

Recently Booked Hotels, Resorts, or Rentals in South Loop