As you have undoubtedly found out...yes it is very, very difficult to find good, affordable annual rentals in the Naples area right now....
Any of the agents you see here including myself...can show you what is listed on the MLS...and a few - especially - "solely" rental agents might have a pocket rental or two....but it is very, very touch right now...
So the most important thing is to be willing to help yourself as much as you can... which might mean - giving up the "pool" for the best rental for your family....or going to sites such as Craigslist and Naples News and clearing thru the "chaff" and finding that one "real ad" - that works best for your family....
With Respect, joey
Joey Smith, Realtor
Tropics Real Estate, Inc.
539 5th Avenue S, Naples, FL 34102
5th Ave Office: 239.261.0153
cell: 239.285.2216; fax: 239.261.8671
Naples, Bonita Springs & Estero Area