Shutterstock has this to say on the topic of restrictions on images from WDW Resort:
- The largest and most visited recreational resort in the world, containing four theme parks, two water parks, 24 themed hotels, and numerous shopping, dining, entertainment and recreational venues.
- Located southwest of Orlando, FL.
- Images from the entire resort are protected and are unacceptable for commercial and editorial use. (emphasis mine)
Ummm, that bolded statement is nonsense. Editorial Use includes publication in news periodicals like newspapers and magazines. I can assure you that newspapers do not require WDW permission to put a photo of Cindy's castle alongside a store about WDW.
Also, our courts have ruled that even though a building may be trademarked (ex. you cannot build a hamburger stand that uses White Castle's distinctive design... regardless of what name you hang over the door), when it comes to 2-dimensional renderings, that protection is limited to a particular rendering of the building and does not cover every possible angle or depiction. The most applicable case that would apply here was the Rock-n-Roll HoF that tried to sue an artist for selling posters of the HoF building in Cleveland (R-n-R HoF vs. Gentile). Lower courts ruled for the HoF, but it was overturned on appeal by the Sixth Circuit Court of Appeals. A major part of the reasoning by the appeals court that found against the HoF was due to the fact hat they themselves had sold many different depictions of the HoF on souvenir merchandise over the years and thus had not created a singular photographic "mark" using the building.
As to any question of copyright of the castle, while in 1990 US copyright law was expanded to include architectural works. This only protects buildings constructed in, or after, 1990, and it excludes prohibitions of pictures, paintings, photographs, or other pictorial representations of buildings unless it is a post-1990 building that cannot be seen from a "public space" (not the same thing as "private property"). So, by the date of the castle's construction date alone it is not copyrightable.
One of the tricky things about IP lawsuits is that each one has to be won or lost on its own unique merits. There are usually no hard and fast rules. In order to successfully sue a painter that painted a rendition of Cinderella Castle, they would have to prove several points, the most likely far fetched point would be that such a painting would reasonably be seen by a purchaser or the public as originating from or being endorsed by Disney. That is the crux of a "trademark". For example, if I decide to make candles and sell them at a craft show and put this rendering of the castle on the bottom of them, it's likely I'll lose any resulting lawsuit from Disney because of the impression I give that Disney either made or endorsed the candle:
The fact that Disney can be aggressive when it comes to lawsuits is one reason why groups like Shutterstock have over-reactive positions on Disney photos. And while there's no guarantees that a painter would win a suit filed by Disney, it doesn't seem likely that they'd win on the merits when it comes to a simple painting sold depicting the castle given legal precedence (particularly since trademark infringement would be their only option). When people opt to take up such legal challenges Disney lays down, and the facts are weak,
things don't go Disney's way.