Its good that you've already established some target markets, I'd recommend diving deep into 1 or 2 markets, then branching out. 

I could see fully comping 1-2 nights at low season rates, particularly if one doesn't have a lot of reviews yet, but would you, as an established host with tons of reviews, comp a full week or more of a prime season stay? 

Eliminate debt, establish a budget, and save.

My main focus on Florida stems from an established working relationship with a property management company there.

We teach an “investment product agnostic” strategy, focusing on educating investors on performing due diligence, establishing their own risk tolerance, and choosing their own investments.

Hey Sergey, I’ve run into this exact issue when trying to establish my own online presence for out-of-state ventures.

Eliminate debt, establish a budget, and save.

A general rule of thumb though (not a hard rule) is that if a market has a prolonged history of vacation rentals such as towns whose commerce is very dependent on tourism like beach or mountain towns, then there is a good chance than those towns have established their airBNB regulations decades ago and are likely stable.

If you don't have at least 2, work towards that.Business Credit - once you have some established credit, you need to protect it! 

But then because they have established such credibility, they can easily buy now with great rate and terms from lenders because they have the track history.