The stays are longer than STRs so of course you would expect more wear and tear and a deep cleaning after each booking.

For investment properties you should be using private/hard money lenders, but if it's a primary or you have a long window of time to secure the financing then traditional may be the way.Overall, it should be easier to get approved via creative financing though as there are options and workarounds for nearly every scenario (they just may cost more the more creative you need to get).

I know the prices are high there but as long as rental prices are high too, that's ok with me. 

For him, he intends to keep the loan long term anyway, but the differential between a 5 year PPP and a 3 year PPP was .25% to rate. 

We are going to be buying property and building a spec home shortly and need to understand the pros and cons of doing this deal through an LLC vs. as individuals, from a tax perspective.

Where can I get private money and someone interested in purchasing 1.5 acresto split the current 3+ acres and leave the1.5 acres with the rentals for the long term deal.

If you want to enjoy it for awhile before renting be sure it won't be a "knock out" factor for potential renters.Look for ways to "harden" the property from wear and tear. 

They don't care, as long as there is grass for their pets to go in.

We are not defaulting here.

None of it worked-Cannot take photos of the bathroom since I am a long ways away.