I’m based in Tampa and run Graystone Investment Group, focusing heavily on helping (out of state) investors find and manage properties here in Florida.Totally agree on the importance of understanding those short-term rental rules in Florida—each area can feel like its own little country with all the different regulations!

We started late in life but it's pretty amazing to look back and see what we have created in a short period. 1st stream of income Retirement pay !

I haven’t reached out to any lenders yet but have a short list of them compiled.

.- Short-Term Rentals in Non-Traditional Markets: Secondary markets like Florence, Alabama, are ideal for short-term rentals.

It should include details like the purchase price, property description, and terms of sale.

@Olecia Williams I am local here in Florida and help clients all the time purchase second homes that they short term rent with 10% down with zero issues.

We currently own/manage properties across a few states including Hawaii so we aren't new to managing short term/mid term rentals.

I'll work with an attorney to assist with drafting that.Q2: Yes, I'll talk to my CPA but we'll most likely hold the property for at least 1 year under the LLC given our timeline to design, permit, build and sell the property, meaning I should avoid short-term capital gains.  

Hi Collin,After managing hundreds of properties, I always keep an eye on short-term rental trends, especially in key markets like the Smokies.

Be careful that you may be saving a few dollars in the short run by not using a professional.