Between Daina and David, you've received excellent advice.
OTOW is about as stable an association as you'll find.....they have it down to a science. Short of some major disaster, I cannot imagine what would cause any large increase. When I last looked, their reserves were excellent. With their modest purchase cost, they don't have a significant foreclosure problem ....that might affect the your fees.
I would assume your rental income to be zero as you make your decision. (The best source of rentals for OTOW would be age qualifying relatives and friends...plus some home town entries for vacation resort on Craigslist.) Don't underestimate the added costs of cleaning the condo between guests if renters are other than trustworthy, clean relatives and close fiends.
As for maintenance, you alone would be responsible for air conditioning service, hot water heater, appliances, plumbing and electrical issues and floor coverings inside your unit. You should have a homeowners insurance policy not only to cover the condo contents but liability protection if a tenant were to be injured somehow.
Just a few more thoughts as you ponder your purchase.
FUTURE HOME REALTY, INC.
Clearwater/Palm Harbor/New Port Richey