Compare Villas, Resorts, & Rentals in Streeterville, Chicago, Illinois, USA
About Casai's Private Villas and Holiday Rentals in Streeterville
Discover more than 305 vacation rentals available in Streeterville. 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 Streeterville.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Streeterville, 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 Streeterville. On average, places to stay near Streeterville offer 703.15 ft², with nightly prices averaging US $364.
With Casai, finding and comparing holiday rentals in Streeterville 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 Streeterville, IL
Frequently Asked Questions About Streeterville?
What are the top holiday rentals in Streeterville?
- Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
- Downtown Guild #3 | Mag Mile Gold Coast The Lake!
- Rooms for the Crew | 3 units | Steps to Mag Mile| Navy Pier | 24-hour Gym
- City Center Luxury, Double Queen - The Chicago Hotel Collection Mag Mile
- Upscale Living, Deluxe King, The Chicago Hotel Collection Magnificent Mile
- Downtown Gold Coast 4bd/4ba - 2 apts
- 2 Connecting Suites at a 4.5⭐️ Hotel
- Bright Streeterville 2BR w/Gym, Pool, near Navy Pier, by Blueground
- Trendy Streeterville Studio w/Pool & Gym, nr Navy Pier, by Blueground
- The Chicago Hotel Collection Magnificent Mile, Stylish Junior King Suite
How many Casai.com holiday rentals are available in Streeterville?
As of 2025, Casai boasts over 305 properties listed in the Streeterville area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Streeterville.
Nearby Neighborhood (7)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 2319 |
| Near North Side Vacation Rentals in Chicago, Illinois | 751 |
| River North Vacation Rentals in Chicago, Illinois | 387 |
| Rush and Division Vacation Rentals in Chicago, Illinois | 90 |
| Gold Coast Vacation Rentals in Chicago, Illinois | 45 |
| Near East Side Vacation Rentals in Chicago, Illinois | 735 |
| Magnificent Mile Vacation Rentals in Chicago, Illinois | 4128 |
