I agree with Steve. Wouldn't pay or be worth the hassle just to rent out in the summer months, when you get about 1/3 as much rent as high season, with shoulder seasons being in between.
I bought about 3-1/2 years ago with the full intention to rent it out as much as we can until we retire. Original plan was to work until we were 62, which would have been about 7 years of renting it out, using it spring and fall for vacation. Now we're planning to move to The Villages this fall, when we will be 60, making it 4 full winter seasons we've rented it out.
But I digress (must be Boomer's influence
. Renting it has worked well for us, but it is still quite a bit of work. We combined 2 households when we bought, so we furnished it VERY completely. We do keep some stuff in the 3rd bedroom closet (box of family photos we mistakenly put in the moving truck, a couple of plastic bins of stuff we don't want to have to bring every time - sunscreen, toiletries, swim goggles, golf shoes, bag of golf balls, tees, etc). We don't lock it, and no one has bothered it in all this time. I put a note on it saying Owner's Bin or something. This probably works because we do have a 3rd bedroom.
In general you get a different kind of tenant in The Villages than you might in a resort area on the coast, at least that's MO. Summer, however, brings relatives with children who wish to rent to visit Grandma and Grandpa during school vacation. Or, even if it's adults renting, they likely have grandchildren visiting. Something to consider. Even if you say adults only, who knows who's visiting while you're up north - tenants with resident guest passes apply for their own visitor guest passes.
You do have to change your Homeowner's Insurance - can't get replacement cost policy with a rental. I think policy costs about the same. We've been mostly lucky with our tenants, but it's still a hassle, and definitely wouldn't be worth it without the high season rentals. You have to file and pay with the State of Florida for the sales tax. You have to file every month you don't rent it as well.
You have to send in the application and check for resident guest passes, or request regular guest passes. You have to file a schedule C every year with your income tax return, have to be sure to check your email every day, answer inquiries, email leases, etc etc. There has been some minimal wear and tear on our villa, but probably not any more (maybe even less) than would be when living in it ourselves. It's irritating though, to see marks on your walls that you didn't put there yourself.
You could get a management co. to handle much of this, but they take a pretty big cut and I am not even sure they would take your listing if you don't have the seasonal months, or at least most of them, available to rent.
I have chatted with other landlords like myself when I'm down in TV - met one lady who rents hers out in the high season and uses it the other 9 months. Of course, she lives in England and doesn't normally have nasty winters that many of us are trying to get away from.
Long story short, I wouldn't bother either, just like Steve said.