I'm an Italian investor, and I will say that long term rental is a very risky option.

I am also an Italian citizen, I lived there for a while, so I know the place and my family lives nearby.House prices are also lower in the areas I invest in comparison to Munich where I live.

There was a glut in wineries not long back when The Australian dollar was high and people who once couldn't get enough of Australian wine suddenly turned back to relatively cheaper and more fancy sounding French and Italian plonk, combined with the change in regulation in the Chinese wine market that killed it as a business drink.

I have never had to file a claim though so I can't speak to that experience. 

I would like to speak with local investors, real estate agents, property managers, lenders, etc. from the area.

@Summer Shelton yes, FHA loans do allow this but make sure you speak with your lender about some of the trip ups from these loans.  

Quote from @Simon Walker: Quote from @Andrew Syrios: Could you "split the difference" so to speak and go back to work for yourself but limit the number of clients you take on so you only need to work 20 or so hours a week?

Who are a few great companies I could speak with that have turn-key properties available?

When you say "we," are you speaking about your business or your personal tax returns, or does your business flow into your personal returns because you file as a sole proprietor?  

Hi Ricky,Being in operation for 10 years with mid seven figures of assets and NNN leases,it would be wise to speak with your tax advisor regarding if the tax set up should be an LLC, an S-Corp  or a C-Corp.It would also be wise to speak with an asset protection attorney to find out if this is something that might be beneficial to you in that area.