Unlike a purchase/sale, it is not required that this be reported anywhere and zillow doesn't give already rented properties/prices. 

Guests, just like those at your personal residence, require all sorts of amenities we don't often think of beyond the heating, cooling, water, waste, electricity and internet that hosts are responsible for.

Conventional loans will require a significant down payment so that you can get the cash flow you need.

Example - if a renter were to mail us a check, can I just give them the PO box rather than have them send it to the property address only to be forwarded to the PO box (again, only checking to make sure we stay compliant).I should add that our system requires the home address for our LLC, and in our home state we are our own registered agent   In the foreign files LLC we have a virtual address for registered agent     Just want to use a P.O.

If you wanted to invest through an LLC it would require you to purchase it as an investment property from 15%-25% down payment.

If there's a kitchen fire that requires $150,000 to rebuild and remediate you're suggesting not filing a claim because it's not a total loss?  

That will eventually come around as you become a more established and trusted name. 

I have not established an insurance policy - yet - to supplement the condo's master policy. 

There is a mileage requirement (typically 50 miles) and the  "Underwriters" use common sense that can and will question the intention of the second Home. 

Some states requires you to take them in order, I don’t know about your state.