Does it makes sense to figure out what type of activities you'll enjoy partaking in while you live here and whether you'll be working or retired?
what type of lifestyle you have or want to have; condo community, amenities you desire,(tennis or golf community), single family homes, villa home, etc... whether you're retired or soon to be retired and prefer a 55+ community free from kids other than the residents visiting grandkids!
LOACATION-LOCATION-LOCATION-do you want to be within 1-2 miles of the beach in Naples, or if you choose Ft. Myers, consider the only access to Ft. Myers Beach is a two lane road off Summerlin, or you can travel West on Bonita Beach Rd and travel North along Bonita Beach Road to gain access to a number of beachsites before getting to Ft. Myers Beach, where, in season is not an easy task!
IF location of schools, colleges, Southwest Intl Airport , the Arts, Community , Sports events, shopping, etc...
is a priority, it is imperative you take your time, do your research on both areas, drive in and out of areas that interest you and you will likely feel drawn to a specific community, and contact a REALTOR with living and working experience in Lee and Collier counties, who will share with you openly the BEST & NOT SO in all areas. I've worked as a REALTOR, 20+ years in Ft. Myers, Cape Coral, Estero, N. Naples and the areas of Naples west of Airport Pulling to Gulfshore Blvd, and Immokalee Rd in N. Naples, to the City of Naples, Olde Naples, The Moorings, Parkshore, to the southern most point of Port Royal and Aqualane Shores.
I am a resident-owner in both areas more than 35+ years and would be happy to assist you in this most important desision.