We already own a primary residence and vacation home, so this will be seen as an investment property. 

Visio specializes primarily in DSCR loans for short term rental properties (think airbnb or vacation rental rather than an annual lease tenant).

If you have had positive experiences with insurance providers in the area or know someone who provides excellent coverage tailored for vacation rentals, I would be grateful for your recommendations.Additionally, during the property inspection, we found a few minor repairs that need some attention before we officially welcome guests.

Quote from @David Ramirez: I have friends that are doing good with vacation rentals in Branson, Missouri.

I usually tell them that the process is similar to booking a vacation rental that happens site unseen but if they insist I’ll schedule a walkthrough with my cleaner.

I copied this from the Chicago RTLO which is attached to the CAR lease:-Before a landlord can deduct expenses for damages from the security deposit, the landlord must provide the tenant with an itemized statement of the damages within 30 days of the date the tenant vacates the dwelling unit.

But for 20K less the Realtor doesn't have to report to a boss, or request off to go on vacation or take sick days.  

Not a day goes by when a vacation rental investor does not ask: "How accurate are AirDNA rentalizer estimates and projections for short term vacation rentals?" 

My neighborhood is thinking of no longer allowing vacation rentals.  

Situation:Found a seller who wants to sell but doesn’t want to pay 300k gain all at once.Pure vacation property/second home.