@Crystal Smith - These details are very helpful and your approach makes a lot of sense.

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? 

Its not a great approach but one that has worked for me (2- 300) times. 

Any advice on how I should approach people and present myself with a sense of trust?

I would suggest approaching firms by saying something like "I currently own a 2 family but plan to buy more in the future and if I find the right Property Manager we would continue to grow with them".