They are under quasi-management (long story) and largely I don't have to babysit them, but every notice of an issue makes me hate them more.

Needless to say, multiple times they were not able to pay and we had to use all the reserve funds and sent them notice of non renewal.  

It's a good idea to look for lenders that specialize in more flexible terms, such as portfolio lenders or private money lenders.

Everyone knows that as the booking window narrows, guests go looking for places that have discounted their place to get a short notice booking. 

Give them 30 days notice on the month to month , to leave 

Private Money How did you add value to the deal?

I am sourcing private money to close.

I noticed one property where it seems that someone got a single mortgage with a legal description containing several properties.

Knowing which neighborhoods are growing can help you make better investment choices.Explore Financing Options: Look into different ways to finance your flips, like hard money loans or private lenders.

Most people will tell you that your second choice can't be done, but the IRS has issued two (2) Private Letter Rulings on point where they did allow the taxpayer to build on property they already owned through a 1031 Exchange.