Quote from @Andrew Steffens: Sorry about your frustrating issue - Airbnb is not only guest friendly but most of the time they will be the one paying for damage so they are going to try to minimize you. 

Refer to the frequently asked questions on the third slide. https://www.hud.gov/sites/dfiles/SFH/documents/MO_203k_Progr...

Both Indianapolis and Louisville are excellent markets to consider—affordable entry points, landlord-friendly laws, and steady rental demand.Since your background is in data science and analytics, you already have a strong foundation for analyzing deals.

Since you’re leaning toward the “reconnect with nature” vibe, are you thinking of adding features like hiking trail maps, partnerships with local guides, or even some eco-friendly touches to the property?

Hey Rafael, as someone who's been investing in Florida for 20 years, especially in Tampa, I'd say you can’t go wrong with focusing on this market—it’s got strong appreciation, great rental demand, and tax-friendly opportunities.

A friend of mine in Austin once negotiated a partial buy back option when the seller realized they might want back in if the market soared.. from what I read in Bloomberg, that approach can work well if both sides trust each other.If the tenants’ rent covers your carrying costs, that’s a nice cushion, but you still need to clarify that buy back clause.

Or like many small in businesses you raise cash from friends family and anyone else that knows loves and trusts you.The other thing I suggest is to make that $27,000 or $37000, or $50000 yourself over the next year. 

Have invested in ABQ with first purchase in 2020 - and that was based on my knowledge as a film/TV friendly area and affordability.

Does anyone know an investor friendly tax/attorney person that I can talk to and can guide me through this process? 

All of this said, be sure to do your research on STR regulations first and find a STR friendly location.