I don't see your age as being a restriction if you have the other resources.All the best!

Not sure I like that restriction.

I know there are restrictions on how you can use the proceeds from your SDIRA investments and I do need the flexibility to pay myself out of the cash flow from real estate investments.

There are still a few pocket areas of the Oregon Coast that do not have any restrictions, many where active rental permits transfer to the new owners, several where the allocated number of permits has not been reached or where there are very reasonable waitlists for a new permit (often in the single digits.) 

While I understand regulations may vary by condo association, I'm also wondering if there are general restrictions on operating Airbnb in the area. 

It’s a heavy tourism area with year round demand and tight restrictions on STRs that keep room rates high.  

Supply and demand is very high right now because people are moving from outside the FL to here because of the what type of restrictions the COVID virus has caused in other states.

There are lots of restrictions but these are extremely common out here.

Of course, with all things, the answers to all these matters will depend on the circumstances.California tends to have more laws on the books and requirements and restrictions that it can be a good idea to form a CA LLC for out of state property so that you as a CA resident are covered, and to try to have your contracts fall under the purview of CA courts.

The only way to legally operate one is a true owner occupant, and even that has some restrictions.