Compare Villas, Resorts, & Rentals in Near South Side, Chicago, Illinois, USA
About Casai's Private Villas and Holiday Rentals in Near South Side
Discover more than 487 vacation rentals available in Near South Side. 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 Near South Side.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Near South Side, 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 Near South Side. On average, places to stay near Near South Side offer 947.68 ft², with nightly prices averaging CA $596.
With Casai, finding and comparing holiday rentals in Near South Side 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 Near South Side, IL
Frequently Asked Questions About Near South Side?
What are the top holiday rentals in Near South Side?
- MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
- Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
- Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba
- Luxéry Stay "Hollywood" Downtown/McCormick/WinTrust Area
- Luxéry Stay "Chicago" Downtown/McCormick/Wintrust Area
- Luxéry Stay South Loop - McCormick/Wintrust Area
- 420 friendly 3BR/2BA heaven with optional parking
- 2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct
- McCormick Place 2b/2b family unit with optional parking for up to 8 guests
- Family and Group Friendly 5BR Spacious Unit with Pool Table and Optional Parking Near McCormick Place and Soldier Field
How many Casai.ca holiday rentals are available in Near South Side?
As of 2025, Casai boasts over 487 properties listed in the Near South Side area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Near South Side.
Nearby Neighborhood (7)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1794 |
| South Loop Vacation Rentals in Chicago, Illinois | 375 |
| Prairie District Vacation Rentals in Chicago, Illinois | 260 |
| Bronzeville Vacation Rentals in Chicago, Illinois | 103 |
| Printers Row Vacation Rentals in Chicago, Illinois | 4021 |
| Ickes Praire Homes Vacation Rentals in Chicago, Illinois | 2027 |
| Chicago Museum Campus Vacation Rentals in Chicago, Illinois | 3407 |
