Orlando pretty much every month. Usually Disney focused - 8 trips and Uni 4. Meaning I'll stay on property or close to Disney about 8 times and the do the same for Uni about 4 times. Duration anywhere from 3-5 nights.
My trips incorporate visits to both resorts many times. But whichever resort I'm staying at (or close to) gets the majority of my time when I'm there.
I have a M-F Select season pass. I bring a lot of friends to other parks, but Disney is expensive enough, and there are no guest passes with the season passes that Disney is a park I'm usually on my own at. When I go, it'll be straight from work, and will depend on if I get the FP+'s I want. I'm so casual about it that I'll just skip the visit altogether if traffic is bad and/or the FP+'s look so jammed that I can tell that the park will be mobbed.
I have gone at least once a year since 1983. Last year due to some medical problems was the first year that I did not get to go. I went about twice a year scattered in that time to bring my total visits up to 45.
Once a year, but not because 'it's enough'. It's just what's reasonable for our budget, but also to keep it sacred and fresh. I often wonder how/if my feelings would change if we were locals or went multiple times a year.
I'm sure I'll get some hate, but we go for Flower and Garden, Food and Wine, and either sometime near Thanksgiving or Christmas every year. Its only a 6-hour drive for us so its a wash for flying... its actually less time in our own vehicle.