@Rick Albert is right on and gives good advice.I'm actually wholesaling a property this week, but this just happens because I am in the game doing flips, developments, and rentals. i would never try to make a business out of it. 

.- Do NOT speak to a PMC that can't PROVE they also manage STRs.

But it would not be enough to move the needle to be motivated to buy such property.

This is what you pay them to do.

Can  you  add the extra cleaning fees to the extended stay, vs the guest would need to make a new booking to include this service?

I’ve been having trouble trying to find any.

If you can do this, that would be best!

I currently rent out my property for $4,100, giving me a cash flow of $900 per month.

But if you are driving for dollars and looking for a home for yourself, you want to use this strategy:Write a personal letter to the homeowner and explain exactly what you are looking to do and why you are sending them the letter.

When you are just starting out, all you need is good insurance and stable and steady enough income to not worry about defaulting.