There is a significant difference in the product models of Apple and Microsoft though which justifies the feature differences. Apple is looking for an all around tool that fits the usage patterns of the majority of users while Microsoft looks to offer every tool under the sun to its users regardless of their needs. Microsoft also offers many different versions of their server software, while Apple offers one distribution, OS X Server. With the correct implementation, OS X Server can perform most any of the same tasks that Windows Server can perform, though with some usage differences.
Office has been gradually improved over the years and has now reached the point in the current release where the Windows and Mac versions are about equal. That being said, there will always be differences in the software between platforms as Windows is Microsoft's primary concern and customer platform, while the Mac is an upcoming second. Office 2016 creates a fantastic level of equality in terms of features across both Windows and Mac which was unseen before in a Microsoft product. I am quite happy to roll out Office now as it is not like I am deploying the Windows version's little brother.