So a realtor is a big gamble at that point. 

If you're investing in the stock market, thats a bigger gamble in my opinion.  2008-2009 is a prime example.

"We've been trying to reach you about your car's extended warranty"98% probability that this is spam from some bait and switch lender who's also buying trigger leads by the metric ton.

To echo what others have said, I also think that buying only for appreciation is gambling.

I owned a bar with an apartment in the Dominican Republic when I went to college and It was so frustrating to be so far away and have to rely on local boots on the ground to relay data (in fact the manager spent all my cash for the project on a gambling Christmas cocaine party, ended up in jail and my boat got stolen by some Haitians trying to migrate to Florida but thats a whole different story).

A handful allow a month or more...not day by day....some people say renting 30 days or more to one tenant can change the STR to someone with tenant rights, so some operators won't do that.I've also seen condo associations prohibit or restrict even LTR, so that does happen.You could be entirely right that state law supersedes HOA CCR and R&R, but is that a fight you want to fight and pay to fight and gamble on big lawyer fees?

I think that is the biggest gamble here.

I've sent numerous requests but now it's giving me warnings about spam messages.

I currently have about 100k equity there.2016 capital gains income: 02016 business / gambling income: 25k2017 capital gains income: 152k2017 business / gambling income: 28kChecking account balance: 100k+Credit score: 730Investment property price range 165k - 200k.I can get letter from CPA stating I've been in the same business since 2010.I'm being told they will take either last three years of capital gains or last two years of gambling. 

Your going to go to Vegas and your going to be expecting to find pennies on the ground to start gambling with and you can’t lose because your starving and will die if you don’t win any money.