The typical asking rate per listing is in the $20's per square foot per year. The Naples submarket is going through a an increase in rates. In the last 3 months, the median rate increased $24 per sqft per year.
In the last 90 days, 8 listings have been posted online, which means listings are probably going fast. You'll want to be prepared to make an offer immediately. About 313% of the listings in the Naples are subleases, so you might be able to sign a shorter term by taking over a previous lease. There aren't many listings below 2,000 square feet posted, so finding a space for a small business might be tough.
Even though the median size is 3,290 sqft, there are still 0 office spaces below 2,000 sqft. Most properties in this market are around 3 floors. Most buildings in this area were built in 1987 and are Class A.