Sarasota, Florida
Ahhh, Sarasota, my absolute favorite vacation spot on the entire planet :)
So many fond memories there.
St. Armand's Key is a must see. Many great shops and restaurants there. I especially love the Crab and Fin restaurant and Bennington Tobacconist, I HIGHLY recommend them!
Siesta Key has the whitest and finest (feels like the softest) sand in the entire USA if not the entire planet! It literally is like 10x confectioner's sugar! You have to see it to believe it!
Sarasota has its own airport, although unless you're flying in on Allegiant Air, best to fly into Tampa, an hour away and rent a car.