I do not want to put them in a bad situation where they have a find a new place with no warning and I don't want to tell them too soon either?

Check out the free beginners guide and other guides under the education tab above. i will warn you that it is hard right now to find good deals.

Granted prices have continued rising since then and I put some decent money into the Orlando house but like I said above, any vacation market should be flooded with listings that meet that metric.On the flipside I would warn of two things...1) I think you need to set your standards higher for STRs. 

@Divanshu Arora Number 2 is pretty mind boggling, even outside of real estate.

You will likely need to provide a paper trail proving you provided written warnings / cease and desist notices to the tenants for said minor violations.Even then, you never know for sure if the judge will rule in your favor.That is why it is always easiest to evict for Non Payment of Rent.

Make sure you post reviews on Yelp and with the BBB warning others. 

I've been in that situation before and it sucks.Now, you might feel that your only choices are to either get mistreated while being $3000 lighter, or to take the money and potentially let other people get screwed because you didn't warn them.But there might be a third option if you can convince the business owner that negative reviews can be turned into positive results.Point out that all businesses, even the best ones, make mistakes and receive bad reviews.But the best businesses work with their customers to fix the problem and have the review edited to reflect that.

Could be a good place to start, although I have been warned of the dangers of mixing family with business in a separate forum, lol.What does Captain Save A Home do?

I've given them many warnings but they still will not provide me a realistic schedule to complete. 

However, there is one in particular agent I must warn everyone.