I'm sure someone else will be able to help more, but here's a little info...
Orlando to Key West (where Hemmingway's House is) is just over 400 miles... about 6 1/2 hours driving time.
Orlando to Miami is about 250 miles... about 4 1/2 hours driving
Miami to Key West, about 4 hours driving
Fort Lauderdale to Orlando, about 3 1/2 - 4 hours
Fort Lauderdale to Miami, 45 minutes - 1 hour
Fort Lauderdale to Key West, 4 1/2 hours