I am not sure that the deal can be fruitful for any type of loan until after you post some serious numbers for your project from date of purchase to date of re-sale.

We live in south Orange County and wanted to buy a cabin as an investment in Green Valley Lake... quaint, less STVRs, and still close to the ski resorts.

That said, with the added bonus of fruit trees & garden space you may find a like-minded longer term renter. 

Even in extremely expensive markets like coastal Orange County there are properties that cash flow!

Started to look in Orlando (orange county) but I have not found much success in buy and hold properties in good neighborhoods that I am comfortable to invest in, prices are at all time high pretty much like everywhere.

My entire life before I joined the military was spent in ridiculous poverty (I grew up in Orange which was a ghetto in the 70s) so I know exactly how that gig goes.

Since I'm good at finding undervalued properties in Orange County, I might find the best deal I can locally and maybe look for a home with ADU potential so I can create 2 income streams.

Much better tenants [corporate, nurse, insurance etc] and you are in compliance with state laws of short term rentals not being allowed in ADU etc] This way you can probably pay most of your mortgage. ie: we get $2500+ per month for a small 1 bed in Orange County as a monthly furnished rental. 

You are comparing apples and oranges. 

 Can anyone recommend a CPA based here in Orange County?