I wouldn’t say they trashed the place, they just didn’t take their broken furniture with them.I would make sure you understand the laws before doing this yourself (although a PM).

.-  Family friendly and decent schools- Within 1 hour of a really good children's hospital and an even closer decent ER.- Within 1 hour of an airport- Low taxes!! 

When our children got older and began to scatter across the country, we decided to rent it out weekly as a vacation condo since we weren't using it as much.

The same unit the rooms yield me $1,600, but I had to buy furniture and I have to pay utilities (about $200 per month average).

You did not mention anything about having a spouse or any children and my answers assume you do not have any. 

For example, in a single family home, he would offer $200,000 with furniture instead of just the $200,000 on the MLS. 

Our overall goals are to have a bunch of free time to be able to travel, and also start building up wealth for our 4 children.

He is a widower and has his own two sons in college, so I wouldn't want to use his money for my children's college educationI have some unclear financial matters with this rental plan and need some advice.1.

But the property will need a 10.000$ investment in second hand furniture paint job to be ready for sell or rent. let`s say i`m flipping for 60-70.000$ how much am i gettting for ROI Wise about 20%.And can i make that sale in 2 months because other properties are selling for the same price and my property has a new paint job?

I have a security deposit for 1 months rent, but they did not leave the home in great condition (minor damage to drywall, did not re-paint rooms they painted upon moving in, furniture left behind).I'm looking for recommendations on how to handle this situation.