Please reposition your approach and maybe reach back out again in a way that isn't ...

I am still in year 1 as a new landlord and as I look to expand my portfolio wanted to get a sense of how people approach this issue. 

Anyone else have success/regrets with this approach?

We would like to be able to establish a healthy target to save for the downpayment, closing cost, and rehab so we have the funds we need to do the work that needs to be done.Any general rules of thumb or general guidelines would be extremely helpful.

If you plan to hold on to them for a number of years, the blanket loan approach may be worth considering.  

I've had agents approach me with totally wrong numbers in their comps and then I question them on it and they don't have an answer.

So I own a company (S-corp LLC) that works around Florida,
I have some employees staying in Sarasota in working there some weekends a week, instead of every time paying for hotels and AIRBNB for them, I would like to...

It appears that he has a solid approach that is working for him.

Not only does making the building need to look pretty and field high paying renters, being able to weight the income-approach valuation is important. 

Another approach: Can you cash-out refi if the land purchased is converted into a profit generating campground?