Born there. Do not live there but nearby however I dont know many people who know of Dunedin Fl so for other folks reference I put Clearwater.
It used to be an amazing city and an amazing beach growing up here. You couldnt pay me to go to the beach for last 10 to 15 years and downtown is a ghost town because of Scientologist.
However it is surrounded by an an incredible amount of beautiful and nice places.
Having traveled Texas a bunch I can say I'd still take it over most of your cities. Never been to Austin though, looking forward to that.
It has it downside but I'd argue the douchiest cities would be topped by Breckenridge or other ski town resorts. Even in Florida you have West Palm.. I'd argue that 1 as well.
EDIT: Just saw you're in Indianapolis. Yea, never been there or had a desire to go either. I'll take douchey Clearwater