Chicago Villa Rentals & Homes
Find villas near Chicago - We found 29 exact matches
About Chicago Luxury Rental on The Islands Advisors
The Islands Advisors has more than 29 villas near Chicago. These rentals have all the luxury accoutrements to give you comfort, including amenities such as - private swimming pools, WIFI, spas, hot tubs, and more.
The Islands Advisors has a wide range of villa rentals near Chicago, and there are different options for families, friends, or even couples. These rentals come in unique styles or sizes that would definitely suit your needs.
The Islands Advisors offers expectational rental villas that are out of the ordinary and not found elsewhere, whether you are traveling on a beachfront, seaside, mountain, or any destination. The Islands Advisors is an all-in-one travel platform that matches you with the perfect rental villa in Chicago for your dream vacation, including top travel locations in the USA & the Rest of the World. Many have private pools, luxury bedrooms, and even features like tennis courts, beach volleyball, spas, fitness clubs & more.
The Islands Advisors Villas are available for last-minute bookings and may include special offers for Airbnb, VRBO & The Islands Advisors-style villas. So find your last-minute getaway today with The Islands Advisors in Chicago, and get ready to enjoy maximum comfort on your next holiday.
Frequently Asked Questions About Chicago Villa Rentals
What are the top rated Villa Rentals in Chicago?
There are a lot of options in Chicago. If you plan on staying in the Chicago area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Chicago:
What is the rate per night for renting a villa near Chicago?
At Theislandsadvisors, the average rental fee for standard villas in Chicago is $1,287 per night. Theislandsadvisors has a large database of quality villas near Chicago that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.
Do you have a villa in Chicago that allows pets?
Yes, here are the top villas rentals in Chicago that are pet friendly:
- Hot Tub & Sauna: Hoffman Estates Villa in Elgin!
- Executive Family Home in quiet Culdesac
- HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12
- Hamaline Luxury Guest House
Are there any rental villas in Chicago that are suitable for families?
Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Chicago to find what works for you.
Do your rental villas in Chicago have indoor swimming pools?
Based on the 2026 data from our Theislandsadvisors site, there are more than 29 private swimming pools or villas with indoor pools in or near Chicago.
