Hi Theodoulos,
If you are on Kentico MVC version, you can use alternative URLs for these redirects. If you are on Kentico Portal Engine version, then you can use URL aliases for these redirects.
But in both cases you should be aware of the potential performance impact if you have lots of these redirects. My rule of thumb is if you need to setup more than 100 redirects - they must be configured outside of CMS - on proxy or loadbalancer. For example, you can use IIS URL rewrite module for this.