Special form.

Unless you're in a place to do a 1031 exchange (which can have higher transaction costs, depending on the situation), there likely is a significant amount of capital gains to pay upon sale of a property for reinvesting, or if investing in alternate markets like stocks, bonds, CDs, etc. 

Her children are elderly now but family bonds are strong and they still love gathering together so would love a gather spot of retreat like spot for them to sit and perhaps for family to go on holidays for events.

I am NOT interested in owning any more real estate (retired here man) so I had planned on just paying my 15% long term Capital Gains tax rate and moving on to my "safe money" retirement program of MYGA's / CD's and High yield Savings account / Bonds / some Stocks.

Some of the stricter regulations you could see include an 8% transient occupancy tax, the owner (you) having to occupy the residence for 180 days per year, reapplying every year for a provisional use permit, limiting number of occupants, and special permit fees ranging up to $500 per permit with a public hearing per permit.

And on the other side, I've seen some vacation rentals that are otherwise nothing special but they put in a cool wall of bold wallpaper, pay for nice furnishings and develop a vibe and they outperform their competition. 

I specialize working with investors and would love to have a conversation and see if I can help.

Accountants are in such demand, that the best are not even accepting clients half the time.The other problem I see often with accountants on here is that they specialize in larger investors, and have really high prices when you as a smaller investor do not need all the bells and whistles.Another thing I see is folks thinking they need to have a tax professional in their state.

Hint:  If you talk to an attorney that specializes in creating LLCs for real estate investors, you will be sold the deluxe package. 

Do you guys have any companies that specialize in VA loans and may know more about the VA process then Quicken?