I bought a car (97 Towncar) from Lance Motors in Naples on E-bay and I'll be flying into Ft. Myers next Friday to take delivery and drive it back home.
The plan is to rent a car at the airport, Drive to Naples, Complete the transaction, Drive the rental back to the airport while my wife follows in the new car, Drop off the rental and then drive to Venice to visit my wife's sister for a couple of days then head home.
My flight gets in at 2PM.
Not being familiar with the local area, the traffic, etc. I thought I'd run this by a local to see if it was doable in an afternoon.
I don't live in Florida, but my mother used to live in Naples and now lives in Venice. I've flown into the Ft. Myers airport many times, it's a modern airport with good roads. As long as you don't stay with the seller too long you should be good. It's about an hour drive to Venice from the airport.