Hurricane Andrew
Though Andrew was a small tropical cyclone for most of its lifespan, it caused extreme damage, especially in the Bahamas, Florida, and Louisiana. The vast majority of the damage was as a result of extremely high winds, although a few tornadoes spawned by Andrew caused considerable damage in Louisiana. Throughout the areas affected, almost 177,000 people were left homeless. Outside of the Bahamas, Florida, and Louisiana, effects were widespread, although damage was minimal. Overall, $27.3 billion in losses and 65 fatalities were attributed to Andrew, with some estimates ranging as high as $34 billion. Andrew was the costliest hurricane in U.S. history at the time, but is now seventh following hurricanes Katrina (2005), Ike (2008), Sandy (2012), Harvey (2017), Irma (2017), and Maria (2017).
Citizens Property Insurance Corporation
There were four major storms in 2004 that made landfall in Florida, with total damages exceeding $57 billion. The following year brought five major storms, including Katrina, the most expensive Atlantic hurricane of all time. 
Once again, several companies pulled out of the Florida market due to an extraordinary number of hurricane and new sinkhole related claims. Citizens became not just the insurer of last resort, but the insurer of only resort for many Floridians. As of 2005, Florida owed almost $5 billion, which would be recovered through insurance policy assessments. 
The cost of insurance and its availability became an important "hot button" issue in Florida, especially in the 2006 elections.