Seeking Connections For Short-term Vacation Rentals

Hello,

My name is Doolan Wesley. I'm an investor from Milwaukee, WI. I currently have two duplexes and am under the process of rehabbing a single family home. I plan on selling the single family home upon completion of the project and using a 1031 exchange to enter the short term vacation rental market. I estimate I'll probably have about $400k cash liquid fairly soon.

I would like to reach out to ANYONE for guidance along the way. I am very interested in an intercoastal property in Florida, but know the market has been hot. I also am interested in Costa Rica and Tennessee. Ideally I'd like to focus on states with favorable laws/property taxes. Any help is welcome! Thanks all.