With reduced supply this could have a positive affect on rental revenue this upcoming winter season for short-term rental owners of homes that were not negatively impacted by the storm.

I make sure whatever property I am looking at will do well based on seasonality.

BiggerPockets is full of resources designed to help you along your journey, whether you are just getting started or a seasoned investor.

Chicago for sure has all 4 seasons, but the winter helps us appreciate summer more lolI don't know zip codes off the top of my head, but some of the prime neighborhoods are Lincoln Park, Gold Coast, Old Town, Lake View, Roscoe Village, Wicker Park, Bucktown.Hope that helps...if you want to link up and talk more let me know.

I have the BP one but am looking for ideas for any changes or additions that seasoned landlords like to include.Thank you!

However, the short-term rental market comes with added complexities like managing turnover, dealing with seasonality, and ensuring you comply with local regulations.

While I do tell people they should have travel insurance, especially planning a trip to SWFL during hurricane season, I also try to be understanding under special circumstances.  

Yes, look at properties in Galveston, 6102 Sea Wall Blvd, Galveston, this complex allows STR's, we can do STR no seasoning DSCR loans if you are interested.

It’s also worth understanding how they adjust pricing to adapt to changing market conditions and seasonality.

But, when it comes time to put the deal together and pull the trigger: work with a seasoned real estate attorney with experience in structuring seller carry deals and writing thorough docs that cover your interests, especially with the "what ifs?"