Spent 5 months last year, just went back on a quick holiday and see my friends at NAC. There's a lot to do in and around Naples. Easy to travel to the Everglades, places like Marco Island, Fort Myers and even up north to Tampa. Nothing is too far in that area.
Naples has good shopping, good restaurant, clubs are **** but you can find nice bars. Fishing is cheap, the Starbuck on 5th Ave is cool, the beach is nice, not overcrowded compared to some European ones.
Not a bad place at all for a 2 weeks holidays. Plus, it's so hot there now that you and your Babe will enjoy afternoon naps with the aircon.