Key safes are convenient when you want to _provide access_. Their purpose is obvious and they're intuitive to use for the people you want to let in.
But they're also obvious to the people you want to keep out. And they're easy to get into without authorisation - cheap keysafes are all made of cast zinc so they'll come open after a tap with a big hammer. They're also able to be manipulated open easily with the appropriate tools/experience - to note here, I don't believe any of the fancy certifications that manufacturers promote actually test for manipulation resistance, only against brute force attacks. That's probably because the wrong'uns don't manipulate locks open so there's no sense testing for it.
A good keysafe such as this (now discontinued) model will be more expensive but made out of steel with a more resistant code mechanism.
But if the choice is between hiding the keys under a flowerpot and putting them in a keysafe, even a cheap one will do. At least you can change the code every so often, and it's obvious where the keys are when somebody needs them.
In a low-threat environment (behind a gate in a low-risk area), I wouldn't have any problems putting one in for myself, assuming your insurance lets you have one. In fact, I'd worry more about how it looks for the WAF - most are rather ugly IMO.
One other note - if your security gate has a code lock on it that looks like this then it's not actually much of a security measure, they can be opened with no tools in about the same time it takes to dial the code normally.