However, we do tend to get quite a few bachelorette parties/girls trips/couples trips when we go to a two night minimum.

However, as you said, it is dependent on the terms of the loan and/or contract with your counter party.

Any insights on how to make this deal work for both parties?

Did you have the parties sign an estoppel agreement? 

From there, the lender will order an appraisal, any other required third-party reports and move your file through the formal underwriting process.

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Sometimes whats needed it good advice from a neutral party. 

For example: if a buyer submitted a letter with a picture of their family the other party may assume color, sex, and familial status.  

If I own a home is is saying that I cannot short term rent it for more than 90 days or 180 days (with the other restriction of no more than 30 to one party)?

We've been in conversation discussing how we could potentially work together, but I'm having trouble figuring out where I could actually provide value to them with it still being beneficial to both parties.