Handyman didn't give the quote yet but he said there is lot of labour involved and could be expensive.

I’m able to focus on my real estate business and only get involved in the STRs if a major decision or repair needs to happen.

Don't get involved in who paid what or any personal drama - they are all in that lease together.

There is plenty of knowledge involved.

Tough one when money is involved.4.

If the sites are larger than 1/2 acre (NOT AN EXACT NUMBER), and you are needing to develop the land (i.e. roads, utilities, mass grading) I would then recommend involving a civil engineer on a site plan and to do a more in-depth due-diligence. 

Talk to all parties involved and you can usually come to a mutual understanding very easily.

I have been in the background for a couple years, however working my own job and not seriously involved in ANY of the operation of the properties.

If you plan on flipping a bank loan probably doesn't make sense, and with that low of a purchase price it probably won't be able to be traditionally financed, the main way you might get a bank involved would be some form of construction loan.

What is even involved in a rent-to-own?