Who gets use on popular weekends etc... a good lawyer might be worth the costs.

If you bank your timeshare (I use RCI) or there is  Interval International, two of the largest ones)  then you can reserve a timeshare at a more popular, in demand location.  

The hurricanes certainly didn’t stop Californians and New Yorkers and everybody else in the US from flocking to Florida in droves pre-Covid and during Covid and I think it’s always going to be a popular tourist destination and place for people to want to live.

Maybe, maybe notYou have to weight the pros / cons along with the risks.Your BP mentions you are 'new to real estate'.You are getting into a new asset class along with a business(I consider a STR more of a business than an investment).How much will you save in taxes?

Since STRs have really taken off over the past few years, this has only recently become popular.

I am a high-wealth earner with years of employment ahead for me, so I will not feel the weight of this loss other than shame on me for not appreciating this risk better before committing.

It only stands to reason that more and more investors jumped into the STR pool in the most popular tourist destination in the world - vacation rentals near Disney and Universal theme parks. 

Contrary to popular belief, this is not set because I believe it will give me a higher return.

This is why STRs are popular for tax savings, but managing them, especially out of state, can be challenging.3.

Pinata is a popular resource that's free for tenants to use whether or not the landlord participates!