People refinance the loan all the time.

I think it depends on your integrations and the settings available, but 50% pro: more people can afford to book it now so possibly higher occupancy rate; con: you better make sure your systems are in place to check and double check 100% collected before check in.

Based on my research so far it seems the most easy to find CRE mortgages are short term (up to 10 years, though amortized 25-30), but I have also seen people repeatedly state that you CAN find longer term CRE loans.  

Should we address the situation with the tenant possibly having other people living there?

This makes it a great way to fill gaps and during the low season.How are you managing your dynamic pricing? 

Basically, they name everyone because they’re hoping and counting on the fact that people set up their own LLCs and didn’t adhere to basic entity maintenance (operating agreement) and kept things separate (like bookkeeping and separate bank accounts).

People date for years and then all hell breaks loose when they get married and move in together.

Renting by the room would increase your rental income, but you may sacrifice in your own quality of life having to manage so many tenants.

I currently manage a highly successful short-term rental arbitrage in Houston, boasting over 170 reservations in the last three years.

Sometime these arrangements fall apart quickly, it's hard to live with people who live differently than you and you don't really know how someone lives until they are moved in.