For doing an STR well the larger properties are best and it needs to stand out amongst competition to perform well. 

Then you have a competitive advantage.

I know people, both friends and family, who are married to ne'er-do-wells, and the idea of just sticking out a marriage is fantasy land because anyone can file for a one-way divorce, ie the other person doesn't have to want to get divorced for it to be granted.

The Smokies are a favorite of mine, but beware it is an ultra competitive market. 

With your upgrades and competitive price, it’s all about connecting with the right buyer!

This would be primarily due to your competitive advantage of living in Chicago and knowing the market.

And therefore competition among tenants can create significant challenges, like...Businesses may struggle to establish a unique presence and loyal customer base, and a lack of profitability due to nearby competition will likely lead to higher tenant turnover.

It’s a win-win: investors get the capital they need to grow their portfolios, and lenders earn competitive returns with a relatively low-risk investment.It’s worth considering if you're looking for more funding options or better returns!

I am leaning toward placing a competitive offer.

I just a premium to offset the 15% commission they charge so I'm out of whack on prices with much of my competition.-  Setting up Booking.com was a pain in the butt but unlike others on here have said, I haven't had issues with them.