Would the piers alone be a turn off to investors when thinking about the long term ie. renters, or selling the property.

Yes, it's a benefit for me as well, but it's an opportunity for them to put lazy cash to work.

It's better to fall into the category of investor 3, but even those investors fail to maximize the benefits of the equity they generated.Investors in category 1 & 2 generally have a difficult time with dispositions.

While it’s true that getting a second conventional loan immediately can be challenging, especially if you’re looking to maintain optimal financing terms, it’s not impossible.

Tampa is not only a great STR market, but is also leading the way in Floridas real estate market with development, job growth, and net migration, which are all important fundamentals to long term growth.

Do you want to gain a competitive edge and secure better terms?

Terms should include interest rates, repayment schedules, and contingencies for unexpected issues.

This usually results in the borrower just doing a rate and term refinance or cashing out on the low end.

The numbers look great as-is, but I would feel much better knowing I might have more flexibility long term. 

Does this counteract the liability benefits of using an LLC in the first place?