Speaking from Michigan here, so pull from this post whatever makes sense...If the situation arises again, tell the tenant your intent to evict if the squatter doesn't vacate the premises - and start the eviction process immediately.

Our hope at some point is to have a property our family can use as a vacation home from time to time.

Additionally, I have a "Notice to Vacate" section in my non-standard rental provisions indicating that tenant and landlord must provide a 2 full calendar month notice to vacate. 

I'm also looking to help owners manage their vacation rentals since I have experience as a remote self-managed owner.

It can help maintain or increase property value, appeal to a wider range of guests, and contribute to overall guest satisfaction and loyalty.Overall, hiring a professional designer for your short-term rental can elevate the guest experience, improve occupancy rates and profitability, and position your property as a desirable option in the competitive vacation rental market.

Popular places to vacation are always a good bet.I suppose there are some developments coming in some states that will drive more tourism.Beach, lake, mountains, etc.

I would never do a post-possession without seeing the property unless we keep 80% of the fund on an escrow account contingent upon the seller vacating and the condition not being worse than described.  

Type in search words/phrases such as "City" and "short-term rental permits" or "short-term license" or "vacation rental certificate" or something similar.   

You can buy another primary once you vacate your current primary and converting into a rental property.

This is for a vacation rental I manage:Weekend renters called me right after Friday check-in and complained that there were only 2 bathrooms.