There is a tab on their website that is labeled "How MONEY Ranks the Best Places -
Best Places to Live 2015: Methodology
Their website states that they only consider places with a population between 10,000 and 50,000.
So, don't get too upset, The Villages' population is not within the range that they were looking at. The real problem with the article is their title. It should have been something like this
"Best Places To Live With a Population between 10,000 and 50,000."