The lease states that I may give 60 Days notice to vacate to the Tenant who currently occupies this unit. 

hi, stick to the lease. it’s his responsibility, he sounds upset because you raised the rent (if he doesn’t like it, he’s welcome to vacate) 

An underwriter more heavily scrutinizing the situation might think it's unlikely you'll be vacationing to 2 different homes in the same area each year. 

Retail tenants filled nearly 13 million square feet, marking an 80% increase from the first quarter and the 14th consecutive quarter where more space was filled than vacated.

We turned our primary into a vacation rental.

When owning a vacation rental, the biggest financial risks to you are from fire, water, and liability.A solid overnight rental insurance policy will cover you for all of these risks.

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.