294+ Private Villas and Holiday Rentals in South Englewood |
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South Englewood Holiday Rentals

About Casai's Private Villas and Holiday Rentals in South Englewood

Discover more than 294 vacation rentals available in South Englewood. 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 Englewood.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in South Englewood, 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 Englewood. On average, places to stay near South Englewood offer 709.94 ft², with nightly prices averaging ZA R4,687.

With Casai, finding and comparing holiday rentals in South Englewood is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in South Englewood

Type Count
Holiday Apartments 159
Vacation Homes 88

Use these Quick Filters to Find a Holiday Rental in South Englewood

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in South Englewood.

Weather in South Englewood, IL

View the weather forecast for South Englewood before booking your South Englewood 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

Top Attractions Around South Englewood, IL

Casai offers a large selection of top attractions around South Englewood . Research things to do on your vacation before you visit South Englewood.


Navy Pier
Wrigley Field
McCormick Place
Millennium Park
Union Station
Soldier Field
Willis Tower
Art Institute of Chicago
United Center
Grant Park
John G. Shedd Aquarium
Chicago Museum of Science and Industry
Chicago Theatre
Chicago Riverwalk
Field Museum of Natural History
University of Chicago
Brookfield Zoo
John Hancock Center
Lincoln Park Zoo
Water Tower Place

Frequently Asked Questions About South Englewood?

What are the top holiday rentals in South Englewood?

With numerous options available in South Englewood, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in South Englewood:

Which holiday homes in South Englewood are best for families?

If you're searching for a family-friendly holiday home in South Englewood, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in South Englewood:

How many Casai.co.za holiday rentals are available in South Englewood?

As of 2025, Casai boasts over 294 properties listed in the South Englewood area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in South Englewood.

Nearby Neighborhood (1) 
Neighborhood Property Count
Englewood Vacation Rentals in Chicago, Illinois 335

People Also Ask

There are 294 South Englewood, IL Holiday Rentals

Recently Booked Holiday Rentals in South Englewood