STR regulations for a new market

[Reeti Peshawaria]

Hi, 

I'm in the process of learning about short-term rental investments and analyzing potential markets, but I’ve hit a major roadblock: understanding local regulations. It seems like every city, county, and state has its own rules, permits, and tax requirements for short-term rentals, and I’m finding it overwhelming to navigate all the different layers of compliance.

For example, some places require business licenses, transient occupancy tax permits, or even special zoning approvals. Others have caps on how many nights a property can be rented or outright bans on certain types of rentals. It’s a lot to keep track of, especially when researching multiple markets.

Would greatly appreciate any advice/insights from experienced investors who've navigated these challenges :

• - How do you approach understanding and evaluating short-term rental regulations when considering a new market?
• - Are there specific tools, resources, or methods you use to simplify the regulation process?
• - Any tips for staying updated on regulation changes?

Thank you so much