Lenders are reaching out to Fannie Mae and Freddie Mac to have the minimum increased, since this is an issue that will not go away as insurance companies raise premiums to stay profitable, and HOAs try to avoid paying higher premiums by increasing the deductibles (or sometimes they need to do both to afford a policy at all). 

Do they have the necessary resources to stay on top of all the tax issues such as 1031 exchanges, 754 Step-Ups, etc.Feel free to send me a private message if you have any questions here.A couple articles you can read that will be helpful:https://www.biggerpockets.com/forums/51/topics/1206189-cost-...https://www.biggerpockets.com/forums/51/topics/1204912-how-t...

Stay at it.

How else do you expect them to make money to stay in business?

You have to have eyes on your project every day to stay up-to-date and worst case, weekly.

If you want to optimize you could identify the busy season and make that STR friendly and then the rest of the year block it for longer stays.

Do you allow single night stay?

As an owner you need to stay out of it .

Looking to stay local (Central FL markets) or open to other areas?

Would love to stay connected - see if we can work together in one way or another.