Amelia Island Plantation, Amelia Island
When the kids get past middle school, will they still want to vacation in that small, sedate community where you bought a second home?The sprawling resort ambience of Amelia Island is a proven teen-pleaser—a point worth pondering. Golf: 72 holes (Pete Dye, Tom Fazio, Tom Jackson, Bobby Weed). Recent Home Listings: $650,000 to $3 million. Contact: 888-261-6161, aipfl.com.
The Bear's Club, Jupiter
Bonita Bay, Bonita Springs
Esperia South, with its nine penthouses and twenty-seven residences, is the newest gleaming fixture on the landscape here. Lock-and-leave luxury, if that's what you're after. Golf: 90 holes (Tom Fazio, Arthur Hills). Recent Home Listings: $816,000 to $3 million. Contact: 800-277-4119, bonitabay.com.
The Concession Golf Club & Residences, Bradenton
A third Ryder Cup captain, Paul Azinger, has become a member of this Jack Nicklaus/Tony Jacklin–inspired club. Members have the use of a fifty-three-foot Selene motor yacht for cruising gulf waters. Golf: 18 holes (Jack Nicklaus). Recent Home Listings: $2.5 million to $4 million. Contact: 866-951-6484, theconcession.com.
The Estates at Bay Colony Golf Club, Naples
The golf course borders Cocohatchee Strand Nature Preserve and is complemented by a two-level Carolina-style clubhouse with wraparound veranda for sunset storytelling. Golf: 18 holes (Robert von Hagge). Recent Home Listings: $3.3 million to $7 million. Contact: 239-592-9515, theestatesatbaycolonygolfclub.com.
Fiddler's Creek, Naples
While Everglades restoration work stalls, this 4,000-acre community is gamely preserving vast wetlands and restoring historic water-flow patterns. The original Arthur Hills course has matured well, and a second course, by Hurdzan/Fry, remains in the works. Members enjoy gulf-beach rights at the private Tarpon Club on the nearby Isle of Capri. Golf: 18 holes (Arthur Hills). Recent Home Listings: $400,000 to $5 million. Contact: 800-583-7536, fiddlerscreek.com.
The Founders Club, Sarasota
Escaping south for the winter means mandatory cart-riding for most club golfers, but here an active caddie program lets you avoid that fate. Along with golf, there are tennis courts, a fitness facility, an outdoor recreation center, massage-therapy rooms, and formal and informal dining in the grand Golf Hall clubhouse. Golf: 18 holes (Robert Trent Jones Jr.). Recent Home Listings: $1.2 million to $5.8 million. Contact: 866-508-0900, thefoundersclub.com.
Grey Oaks, Naples
There's not a bougainvillea leaf out of place in this mature, 1,230-acre community. A phase of 3,500-square-foot coach homes was recently released, starting at less than $1 million. Golf: 54 holes (Bob Cupp, Lloyd Clifton/Ken Ezell/George Clifton). Recent Home Listings: $895,000 to $5 million. Contact: 800-294-2426, greyoaks.com.