Make sure to attend association meetings or subscribe to newsletters and email updates to stay informed about any changes.Staying compliant with your HOA's guidelines doesn't have to be a daunting task.

The second part to the demand question is: information. 

This means that you model the income and expenses for each.The reality is that those are two very different income models, long term rental is a passive income investment (per IRS, not reality), STR is a business.If you are conservative, you want the STR to be able to function as an LTR in the event that sufficient bookings don't happen or local regulation makes operating the STR untenable.When you buy an STR you should be looking at very different criteria than if you are buying an LTR.

I have heard of people setting up a holding company in a state like Wyoming where they keep business information private. 

The information/opinions/Facts you have provided were awesome and gave me a very clear picture as to what I should do.

Some loan officers have access to different loan products that may have worse terms but are willing to underwrite your loan with the information provided.

If you have blueprints and enough information, I am sure a licensed appraiser can give you a better estimate of ARV.If I do a CMA and estimate it merely based on the numbers you provided, you are looking at an average of $3MM +/- 500K.

My current title company informed me they will insure after two years. 

I have a call scheduled through a mutual friend, his college roommate owns a golf cart rental business in Isle of Palms, but I’m trying to gather as much information as I can.

The units need to be nice and the amenities need to be nice and functional for your demographic