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looking for advice on which time share building to request at the Villa Roma

If you trade, not sure you can actually request. But assuming you can, my preference is timeshare in the main building or close to it (buildings 1-6, 7-11). Generally, the highest building numbers (high teens to 20's), are newer buildings but are up a large hill and you would need van service to get around if there is snow. if you go to their website you can see a site map.