@Steve Hall
Thank you. Here's a bit more info.
My mom won't pay rent because I put her in this situation. She is 73, has no money, I made her retire (not educated in modern world, skills aren't useful, works more detrimental than what its worth), and I essentially turned this house over to her to live her life in. I bought the house in 2005 for 102k, I was 18. Paid it off at 26, and realize that, yes she will be there, but I can still put this money to work.
The suggestions of condos/mobile make a lot of sense. Especially in Fort Myers. Lot of good options, even mobile homes on the water that are affordable. I tried moving her to Tampa/clearwater (closer to me), but she is familiar with her routine down there, her friends, etc. Makes life easy for her.
The house is actually in both of our names. I put her on the deed and she claims homestead on it. So my tax bill is nothing to complain about. Would I benefit by putting the home in an LLC and taking losses on the property, writing off expenses? It probably wouldn't make up the difference in tax savings and insurance costs that will increase by having in a biz name. And I probably won't be able to get a financing out of the property if not in my personal name.
Without Helocs, 16k.
And, Fiance is along for the ride. But yes, she would like us to have a decent place of our own if affordable, start family, etc.