Anguilla is about 1,535 times smaller than Florida.

Florida is approximately 139,670 sq km, while Anguilla is approximately 91 sq km, making Anguilla 0.07% the size of Florida. Meanwhile, the population of Florida is ~18.8 million people (18.8 million fewer people live in Anguilla).
Tip: This to-scale comparison of Florida vs. Anguilla uses the Mercator projection, which distorts the size of regions near the poles.