Augustine's STR Ordinance:https://www.citystaug.com/830/Short-Term-Rentals

Why wouldn't you be able to rent to a long term tenant?

That's not reality, so everything has to be averaged out in some fashion.The challenge is owners like to think in terms of the minimal time it takes to do things ASSuming everything goes well.

Can someone share insight on a standard or common structure for loan terms when you are a private lender?

Long term rental lot?  

Airbnb Considerations:For Airbnb, make sure to check local regulations in Tampa regarding short-term rentals.

Both parties on deed as tenants in common.Putting myself in the money-partner's shoes, even with the expectation of long-term property appreciation, I would want some immediate return on my cash invested.

It can take a little digging but they are not that hard to find especially when you have a solid network of other investors, wholesalers and good investor friendly agents.Location is going to play into all the things you have to worry about in terms of rents, sale prices, crime, STR/LTR.Do you have a specific zipcode or area you are thinking?

The 1031 exchange (if executed correctly) will defer all of those long-term capital gains, depreciation recapture, and the NIIT taxes (3.8%) along with state taxes. 

We also are heavily invested in the Hilton Head market along with our clients owning multiple short-term rentals, long-term rentals, and now a new initiative in workforce housing.