@Gary Abrams A cloud based solution would work really well in your scenario of having other family logging in and helping with management. 

My name is Monty, and I’m based in Freeport, Florida.

We are based in NYC but are considering (as of now) locations outside of NY but within a 300 mile radius. 

Hi Nicholas, I'm based in the Seattle area but have been investing out of state for a past few years.

I'd probably stay away just based off that.

The average homeowner is estimated to be underinsured by 40% based on replacement costs and that doesn't include the interior contents and assets, many of which are in the multi and even mega millions.

Or is it calculated daily and the base rent increases after 10 days when the late fee hits the account?

Even if rents are trending up, if your tenant base can't make ends meet, the asset won't perform.

Automates lodging tax returns based on your monthly transaction data Prepares, files, and remits lodging tax based on jurisdiction deadlines — for one location or thousands Allows quick access to your lodging and tax filing payment history

When the tax base disappears so do essential services.