The bike rental options from Naples Cyclery on Vanderbilt Beach Rd are fantastic, plus they have all kinds of group rides that leave every day of the week. Check them out at https://www.naplescyclery.com/
I was just down on Gulf Shore earlier this week and made the comment that they’ve done a fantastic job with the bike lanes in the neighborhoods in the past several years. Pelican Bay is also a great area for good loop workouts.