If this situation harms you, it may be worth selling and trading for something that produces less return but requires less work.

For these interest only products, they are generally only interest only for a short period of time, anywhere from 1 to 3 years is pretty typical. 

Not a risk worth taking, in my opinion.Here in the Kissimmee/Disney area, you never have to worry about the legality of STRs.

Under very conservative valuation at 8% cap rate, I believe the building is worth $1.6M+I was thinking about doing a cash out refinance at $1.1M with a 30 year term. 

Is it typically straightforward to make such payments, or is there a chance that the bank might refuse payment and proceed with an auction?

I currently have about $112,000 worth of equity and also have my VA loan tied up in the property. 

Trusts are typically done as part of a full estate plan that includes other documents to cover you in different situations like Wills, Powers of Attorney, Advance Health Care Directives, etc. 

They typically do not appreciate that well, you need to worry about the condo association changing the bylaws on you, and a lot prohibit airbnbs.

As they say, your network will be your net-worth.7.

It's also important to plan the timeline for each renovation aspect to understand how it impacts rental rates, cash flow, and property worth.