Does anyone have experience of setting up a STR while in the same position? 

My experience.

I have used Nomad for the last 3 years with a rental property and have not had a great experience.

From my experience you should expect a 10% to 15% of gross revenue for repairs/maintenance. 

Most of the lenders I work with (provided you have experience and a credit score over 660) would do up to 85% of the purchase price and up to 100% of the rehab costs, provided this doesn't exceed 75% of the ARV.As for the idea of selling the land, great idea.

Does any one have experience with it?

So I missed out on taking a year off with my wife and kids and just fully enjoying the time we could experience together. 

@Adam M.The cost for a real estate tax accountant will vary based on location, experience, education and other factors, just like any other professional.

@Stephen FlemingFrom my experience working with over 400 investors, your strategy of leveraging a low mortgage rate, tapping into home equity, and diversifying with a short-term rental (STR) in Northern Michigan is well thought out.

It seems like the LO's have no experience working with investors and are not very concerned with trying to make the numbers work.