That is certainly something I/we have noticed in our 30 years of Florida-ing. Perhaps it is a natural occurence, because highways from the Midwest wind up at the left coast and highways (and trains) from the east wind up on the right coast.
But, yes, we find left-coaster predominently from places like MN, WI, MI, OH, IN, IL, IA and Canada above that, and folks on the right coast are from Maine, VT, MA, NY, NJ, VA, etc.
I have found staff comes from similar location on each side, the east-coasters staff the right-hand resorts, and versa vice.
Perhaps it is the Seinfeld Syndrome, with the East coaster going to Boca Whatever Grande.
If I were doing this search, for a Gulf side resort, I would google it, say something like
Southwest Florida Timeshares for sale. Or, Call one of those modest,comfortable resorts that have their own resale program and ask them what's available. Actually, I find it more effective to search for a specific resort, by name, because you you find a site that has one it will likely have others.
We should be talking privately, so I could give you some specific info. Sometimes when you mention specific resorts on the Internet, it creates a demand that was not there and it becomes tougher, or more expensive, to get what you want.
So, feel free to email me for some resorts to be looking at.
Another idea would be to go stay in a resort that you might be interested in. Most have rentals. So, you could try before you buy. If you like where you stay, you will be there and can conduct your business in person
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I just did some googling, and you are right, the owners of Weeks 1-16 on the Gulf obviously are aware of what they have. However, I believe you could make a couple of calls to check some prices.
Others have told us that we would be more comfortable on the west side, since we're both from the Midwest.