Compare Villas, Resorts, & Rentals in Southwest Side, Illinois, USA
About Casai's Private Villas and Holiday Rentals in Southwest Side
Discover more than 100 vacation rentals available in Southwest 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 Southwest Side.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Southwest 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 Southwest Side. On average, places to stay near Southwest Side offer 377.56 ft², with nightly prices averaging US $198.
With Casai, finding and comparing holiday rentals in Southwest 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 Southwest Side, IL
Frequently Asked Questions About Southwest Side?
What are the top holiday rentals in Southwest Side?
- Family Friendly 2-Bedroom w/Kitchen & Laundry
- 1-bedroom condo next to Chicago Midway International Airport
- Newly remodeled 3 bedroom apt, a hidden gem 20 min to almost anyplace in Chicago
- Your Home Away from home -12 mins from Downtown
- Stylish comfortable 3BR with tons of natural light
- Super Amazing Place To Stay Near Downtown! Free Parking
- Cozy 3 Bedroom Family Sized Duplex/9 mins from Midway airport!nn
- Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
- Cozy Urban Retreat Near Midway – Perfect for Travelers!
- Beautiful Home Near Downtwon - Free Parking!
How many Casai.com holiday rentals are available in Southwest Side?
As of 2025, Casai boasts over 100 properties listed in the Southwest Side area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Southwest Side.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Heart of Chicago Vacation Rentals in Chicago, Illinois | 34 |
| Greater Grand Crossing Vacation Rentals in Chicago, Illinois | 471 |
| Bridgeport Vacation Rentals in Chicago, Illinois | 1353 |
| New City Vacation Rentals in Chicago, Illinois | 295 |
| Brighton Park Vacation Rentals in Chicago, Illinois | 123 |
| Ashburn Vacation Rentals in Chicago, Illinois | 109 |
| Back of the Yards Vacation Rentals in Chicago, Illinois | 277 |
| Canaryville Vacation Rentals in Chicago, Illinois | 888 |
| Gage Park Vacation Rentals in Chicago, Illinois | 88 |
| West Lawn Vacation Rentals in Chicago, Illinois | 103 |
| Chicago Lawn Vacation Rentals in Chicago, Illinois | 95 |
| McKinley Park Vacation Rentals in Chicago, Illinois | 739 |
| Ducktown Vacation Rentals in Chicago, Illinois | 686 |
| Englewood Vacation Rentals in Chicago, Illinois | 335 |
| Archer Heights Vacation Rentals in Chicago, Illinois | 109 |
| Clearing Vacation Rentals in Chicago, Illinois | 126 |
