In '23 the state set records for tourism revenues and visitors to the state, a hat tip to your point about year-round demand. 

Hopefully kept good records of improvements / anything to increase the basis2.

He wants to live in one and use the other for his studio. 

My wife continued to be the administrator of record with the state as we added homes to our portfolio and she would assign the house manager as the administrator designee for the home. 

.: I haven't passed this past legal review so for what its worth: Part of my standard requirements for everyone include income is at least 3X rent, minimum credit score, say 640, Clean record and no evictions as well as deposit is paid in full at signing of lease and 1st month rent is paid in full prior to handing over the keys.

It's very important to perform your due diligence on the operators, the markets their operate it, ask for their past transactions, history of their track record.

I went ahead and downloaded GoodEgg's track record to see how they do it, and let's just say it would be easy to assume they had more control than they did on a lot of the deals.All told, if the company website, and the People that work there according to LinkedIn, are not showing any operational roles, they are likely a capital raiser.  

When in Doubt for Florida, look them up on Sunbiz.org, search by Company name, then cross reference with owner name.You go deeper and check Civil Records for Lawsuits. 

to simplify, here's what i would do: don't borrow private money, or partner, until you have a track record. 

The document that records the sale is called a "Tohon" and does not list a sale price.