Compare Villas, Resorts, & Rentals in South Loop, Chicago, Illinois, USA
About Casai's Private Villas and Holiday Rentals in South Loop
Discover more than 522 vacation rentals available in South Loop. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in South Loop.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in South Loop, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near South Loop. On average, places to stay near South Loop offer 894.42 ft², with nightly prices averaging CA $550.
With Casai, finding and comparing holiday rentals in South Loop is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in South Loop, IL
Frequently Asked Questions About South Loop?
What are the top holiday rentals in South Loop?
- MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
- Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
- Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool
- Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba
- Luxéry Stay "Hollywood" Downtown/McCormick/WinTrust Area
- Stylish 2BR South Loop Family Unit Near McCormick Place & Soldier Field
- Luxéry Stay "Chicago" Downtown/McCormick/Wintrust Area
- McCormick 3B/2Ba w optional parking/Up to 8 guests
- McCormick Apt 3BR Corner Oasis Near Soldier Field & Museum Campus
- 2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct
How many Casai.ca holiday rentals are available in South Loop?
As of 2026, Casai boasts over 522 properties listed in the South Loop area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in South Loop.
Nearby Neighborhood (7)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1548 |
| The Loop Vacation Rentals in Chicago, Illinois | 717 |
| Near South Side Vacation Rentals in Chicago, Illinois | 351 |
| Prairie District Vacation Rentals in Chicago, Illinois | 251 |
| Printers Row Vacation Rentals in Chicago, Illinois | 3802 |
| Ickes Praire Homes Vacation Rentals in Chicago, Illinois | 1999 |
| Chicago Museum Campus Vacation Rentals in Chicago, Illinois | 3119 |
