1. If you have been looking for the best places to retire in Florida this website has the answers you need. Best Places to Retire in Florida - A Guide. We have 7 friendly Communities, with 6 in sunny Florida. With 10,000 homes, On Top of the World in Ocala is one of the largest 55+ communities in Florida. To qualify for this list, the city/town (usually the closest) where you’ll have to frequent to get groceries or your prescriptions filled, has to meet all of our stringent quality of life factors. On Top of the World - Ocala, FL. Updated Nov. 2016 . Located in central Florida, it is one of the largest age-restricted retirement communities in … On Top of The World's recent renovations have made it one of the best Florida retirement communities. How This Best Retirement Community in Florida List is Different. Here are top beach towns for retirees from U.S. News & World Report. Here, based on our findings, are the 25 most popular retirement communities in Florida. Spending your days with your toes in the sand may sound like the perfect way to spend your retirement. Jacksonville and other parts of North Florida have a wide array of retirement communities from which to choose. Homes For Sale. One of the best retirement communities in Florida, Century Village East, is located just south of Boca Raton and north of Pompano Beach. Active adults love to retire in Florida, so it's no surprise that there is an abundance of active retirement communities in Florida. This year's list of the 25 Best Places to Retire is dominated by Florida, largely due to the state's affordable homes, low taxes and high ratings for happiness and desirability. Year-round warm and sunny weather, more than 1000 golf courses, proximity to beaches and water recreation, low-maintenance living, and ease of connecting with likeminded individuals are just a few reasons. The Villages in billed as Florida's friendliest active adult community for seniors aged 55 and up. 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