I’ve come to think of this period of my life as my real world MBA, and view my laundromat as a fantastic starter business.

I think it was Airbnb that had suggestions for me to lower my pricing because they were scanning the competition (Booking.com in that scenario) and saw a lower price.  

There are two large community pools, which are heated during the cooler months, tennis and pickle ball courts.The minimum STR period has been reduced from a year to six months.

Your policy should be that the applicants have an SSN or ITIN, period.

Maybe we're in that period you're referring to when rental rates have not caught up to the increase in insurance premiums and taxes. 

I have been tweaking pricing periodically and viewing comps to other cabins in the area.Will definitely look into Trip Shock and the affiliate/ partner options. 

The bullet in the response that is standing out to me is:"(7) The accessory dwelling shall not be a short-term residential rental, as defined by City Code section 3-2-152(a)(2), for a period exceeding 120 days per calendar year."

Think big picture.Consider all the benefits of the investment over an extended period of time and get started!

You will want to consult with a lawyer.In regards to your last two questions here's some background on what makes a contract valid and enforceable:Offer: A promise to do or not do something within a certain time period Acceptance: A clear and direct statement that all terms and responsibilities are accepted Consideration: A legal and adequate inducement given in exchange for the promise Capacity: The parties to the contract must have the legal capacity and competency to contract Awareness: A party must be aware of the contract Legality: The contract must be legal in the jurisdiction it will be operating in***Not legal advice*** Steps I would take: -Review contract in detail to understand each counterparties responsibilities (if you are not aware)- Email a copy of the lease to each of the tenants listed on the lease and reiterate lease expectations for termination notice, rent payment etc. - If the lease was signed via Docusign (other esign may have same ability) - you can go to the envelope, go to history and view the IP addresses for each action taken.

It can take up to three days to serve, then you can file in court after the 3-day period.