Yes. You will need to use a CustomItem. A CustomItem is like a standard ASP.NET Panel. You can put any other controls inside it. However when it runs, it shows up as a menu item. So for that menu, you will have a single sub menu item for "Reservations & Quotes", then link that menu item to a CustomItem. Please see here for more details about how to use CustomItem:
http://doc.essentialobjects.com/library/1/menucommon/itemsandgroups/custom_item.aspxHere is a CustomItem sample:
http://demo.essentialobjects.com/Default.aspx?path=Menu\_i1\_i6You can populate your menu from SiteMapDatasource, but once you populate the menu, most likely you still need some additional code to set the item's CustomItemID id to link a menu item with a CustomItem control.
Thanks