Apartment
10.0(418 Reviews)
1 Bedroom
4 Guests
Oceanfront
Parking
Pool
Ocean View
US $212/Night
7 Nights - US $1,485
Willis Tower Villa Rentals
We compare villas and rental homes from owners across Booking.com, Vrbo and Expedia.
- Up-front pricing
- No markup
- Trusted partners
Compare Villas, Resorts, & Rentals in Willis Tower
10.0
Apartment
10.0(4 Reviews)
4 Bedrooms
10 Guests
- Parking
Balcony/Terrace
View
Air Conditioner
US $345/Night
7 Nights - US $2,417
Bed & Breakfast
9.8(559 Reviews)
1 Bedroom
- Parking
- Balcony/Terrace
- Air Conditioner
Internet
US $292/Night
7 Nights - US $2,046
Apartment
10.0(234 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $253/Night
7 Nights - US $1,772
House
10.0(3 Reviews)
5 Bedrooms
16 Guests
Hot Tub- Parking
- Balcony/Terrace
- View
US $2,234/Night
7 Nights - US $15,637
Bed & Breakfast
9.8(217 Reviews)
1 Bedroom
Breakfast
Kitchen- Air Conditioner
- Internet
US $305/Night
7 Nights - US $2,138
Condo
10.0(231 Reviews)
2 Bedrooms
9 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $458/Night
7 Nights - US $3,209
House
10.0(3 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $832/Night
7 Nights - US $5,827
Bed & Breakfast
9.4(126 Reviews)
1 Bedroom
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $296/Night
7 Nights - US $2,070
Condo
10.0(217 Reviews)
1 Bedroom
5 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $294/Night
7 Nights - US $2,060
House
10.0(3 Reviews)
10 Bedrooms
10 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
Child Friendly
US $307/Night
7 Nights - US $2,147
Apartment
10.0(87 Reviews)
1 Bedroom
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $311/Night
7 Nights - US $2,177
Apartment
10.0(2 Reviews)
4 Bedrooms
16 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $1,599/Night
7 Nights - US $11,193
House
10.0(75 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $488/Night
7 Nights - US $3,416
Apartment
10.0(68 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $225/Night
7 Nights - US $1,576
New
Apartment
10.0(61 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $288/Night
7 Nights - US $2,013
Apartment
10.0(44 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $192/Night
7 Nights - US $1,342
Condo
10.0(32 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $322/Night
7 Nights - US $2,251
Apartment
10.0(29 Reviews)
1 Bedroom
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $258/Night
7 Nights - US $1,805
Apartment
10.0(28 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $568/Night
7 Nights - US $3,976
Apartment
10.0(26 Reviews)
2 Bedrooms
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $424/Night
7 Nights - US $2,966
Apartment
10.0(24 Reviews)
2 Bedrooms
4 Guests
- Kitchen
- Air Conditioner
- Internet
Laundry
US $273/Night
7 Nights - US $1,909
Condo
10.0(22 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $309/Night
7 Nights - US $2,165
Apartment
10.0(15 Reviews)
2 Bedrooms
8 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $517/Night
7 Nights - US $3,622
About Willis Tower Vacation Rentals
There are more than 4462 incredible getaway rentals that are available in Willis Tower. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Willis Tower.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Willis Tower. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Hotels in Willis Tower
- Prices for a holiday home in Willis Tower start at US $53
- Top rated vacation home in Willis Tower is 52nd Floor MagMile Penthouse Views Fireplace Pool
- Most popular short term in Willis Tower is Riu Plaza Chicago
- Cheapest place to stay in Willis Tower is FRONTDESK Classic Studio Apt in West Town
- Most expensive holiday rental in Willis Tower is Spacious Luxury 6BR Suite with Jacuzzi and Pool Table
Recently Booked Hotels, Resorts, or Rentals in Willis Tower
Frequently Asked Questions About Willis Tower?
What are the top hotels or resorts in Willis Tower?
We provide an array of great vacation destinations in Willis Tower. If you are looking to stay in or around the Willis Tower area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Willis Tower:
- 52nd Floor MagMile Penthouse Views Fireplace Pool
- 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
- 51st Floor MagMile Penthouse Views Balcony Pool
- NEW LUXURY PENTHOUSE CONDO
- NEW LUXURY CONDO WITH PATIO DECK
- 1F Chicago's Little italy Graystone nearDowntown
- 4BR Old Town Chicago Loft | Walk to Wells St
- Wicker Park 3 Bedroom. Top floor Historic Greystone. Near Damen El Stop.
- Stunning Lincoln Park Single-Family House with Fantastic Game Room
- Lincoln Park Light Filled Loft
How many hotels, resorts, or rentals are available in Willis Tower?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 4462 in the Willis Tower area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Willis Tower.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Rental Villas and Private Getaways in Chicago, Illinois | 1386 |
| The Loop Rental Villas and Private Getaways in Chicago, Illinois | 620 |
| Near North Side Rental Villas and Private Getaways in Chicago, Illinois | 584 |
| River North Rental Villas and Private Getaways in Chicago, Illinois | 348 |
| South Loop Rental Villas and Private Getaways in Chicago, Illinois | 295 |
| Lakeview Rental Villas and Private Getaways in Chicago, Illinois | 227 |
| West Loop Rental Villas and Private Getaways in Chicago, Illinois | 182 |
| Lincoln Park Rental Villas and Private Getaways in Chicago, Illinois | 128 |
| Hyde Park Rental Villas and Private Getaways in Chicago, Illinois | 71 |
| O'Hare Rental Villas and Private Getaways in Chicago, Illinois | 48 |
| Gold Coast Rental Villas and Private Getaways in Chicago, Illinois | 38 |
| Magnificent Mile Rental Villas and Private Getaways in Chicago, Illinois | 4275 |
