Either way, would I be taxed at the normal capital gains rate (for me it’s 15%) for each share that sells?

If you're providing an "up-scale" environment and hope to attract more guests of this calibre (I do; they don't quibble about higher nightly rates and rarely cause problems) then I recommend white duvet covers and wash them after each guest.  

I'm in Transcoastal, which seems to have the best interest rate locked in.

Jack MillerProbably but there is also a significant risk because these borrowers typically do not qualify for conventional financing so the default rate jumps from what is on average 3-5 % to well over 10%.Let’s say you get an extra $10 or $20k, I have seen borrowers do a lot more damage than that to a property as well.

Lacking sufficient funds for a 20% down payment, I am exploring lenders offering 90%-100% LTC to minimize my upfront investment.

And once you master it, getting funding should not be a problem.What do you think?

Do not listen to someone selling you a DSCR loan at a higher rate, lots of fees, with a prepayment penalty, etc - just to title into a LLC name.  

VRBO guests have consistently higher rates of issues. 

San Francisco is home to 20 of the best-funded AI companies, more than the rest of America combined. 

If you are setting aside funds for capex, taxes, insurance, or other expenses that don't occur monthly, transfer those funds to Savings each month and hold them there until it's time to spend them.