On the corporate side I have seen both SPE ("Special Purpose Entity") LLCs and Trusts used for holding assets, largely depending on what the buyer is looking to achieve.

Here are a few initial questions that I have: - I'm wondering if there's a recommended corporate structure for these type of business activities, focused primarily on both short-term and long-term rentals.

If I had to try and sum it up it would be: Form a corporate entity for asset protection; buy properties using leverage to maximize the use of your money; write off your expenses through your business  including depreciation, taxes, insurance, repairs, etc to maximize your tax deductions.  

I'm still seeing a lot of these assumable mortgages go as cancelled/expired listings, I reach out to the seller directly as this is how I've built my Real Estate Agent business since quitting corporate just over 2 years ago.

if you talk to other investors that flip properties the majority will tell you that they have an S-Corp or LLC with S-Corp election. 

He is young and very fit, so fortunately it looks like he will be okay, but it made me think about what my wife and I may need.When I quit corporate I was first in camp "screw health insurance and pay cash for doctor", but learned quickly there are some real limitations, plus in our screwed-up health care system you pay higher prices when paying cash.

You would benefit to consult with a corporate attorney and CPA in your area before making a decision and to come up with your plan.

If you get a title policy, it will insure your leasehold interest not a fee.Also, I believe there's no HOA, only a BODs of the corporation that handles its administration. 

I wish I started in my 40s because could have quit my corporate job already.

Freedom Loan Services Corporation.