I am looking into 2 bedrooms right now so maybe I won't court the "families' with kids causing issues.

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speechless..I am very panic now.What should I prepare in next for court trial date?

Unfortunately, he and his wife don’t appear to be on good terms and they are currently living in different states.

The department or the court may waive any such civil penalty if the person, firm, corporation, association, or entity, or the agent or employee of the foregoing, has previously made full restitution or reimbursement or has paid actual damages to the consumers or governmental entities who have been injured by the unlawful act or practice or rule violation.

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As a matter of fact your transaction does technically meet the time period suggested by at least two court rulings where they attempted to describe an appropriate holding period as two tax years and two calendar years. 

Supreme court says tomatoes are vegetables, not fruit.

Given some lawsuits that have been filed that have reached the Supreme Court in Puerto Rico regarding the use of Condominium units for short term rentals. 

Interest, insurance, utilities etc etc, so your math is way off.What you presented does not appear to be a "deal" it appears to be an offer you could make in order to maybe get a deal.