., due to the recent crash.  

I expect if the stock market truly crashed long term the government would bail out 401Ks before STR investors based on the government's previous actions.

I think you should take a week or 2 Bob and write a "Crash Course How-To" e-book and then offer it up for $10 per download.

Now, that might be moot as they can always dissolve the entity and distribute the property in the year they inherit this, but it will be imperative for the beneficiaries to understand THEY NEED TO DO SOMETHING, or else you’re simply giving them the same problem if they do nothing.To reinforce @Jason Watson’s comment: corporations are downright unpleasant for appreciating long-term assets.  

It makes for a a very unpleasant stay and very unhappy customer.

Unfortunately after the housing crash, lenders stopped doing those. 

The government of Florida (and other states) require building inspections and money be set aside (Reserve Funds) to fix problems so that things like balconies crashing to the ground doesn't happen.Her HOA has underfunded their reserves.

Is it a gamble to move into one of these neighborhoods if the market crashes?

The main thing I learned from looking into syndications is properly vetting whoever you're investing with and finding out how they weathered major hurdles like the 2008 crash.

It's a feeling.And I'm surprised that you think the RE market can't crash 50% when it crashed 50%  between 2007-2012.