If I managed a ritzier condo complex I'd probably do something about it immediately rather than take a wait and see approach.
Short-term vacation rentals are forbidden here and they are absolutely shut down when found out. You can't 'manage' every single guest that comes thru - most will be respectful, but it won't take long before a group of college students use it as as a party pad. I lived next to one used for that purpose, and while I was on the board we had 4 others we fined to the point where it wasn't worth their while.
If anything we were trying to push an ammendment to make tenancy a 6 month lease minimum.
You've clearly got a bit of a nanny mentality about this. Maybe that's unfair.. But you have strongly criticized this and posted rebuttals to anybody disagreeing with you. All on the grounds of "this is probably bad, don't make your HOA [or govt, or insurance company]" mad at you.
I have to confess I feel a bit of... revulsion... in your advocacy of docile compliance. It must be the rebellious streak in me. But it's something I bet others here can relate to. I'm more of a "ask for forgiveness rather than permission" type of guy.
All that said, I won't be rushing out to buy a condo to rent on AirBnB. But I also would never sit on HN and try to argue against it because of HOA.
Though I also think you're totally within your rights, to be clear.
Your (as the hypothetical owner of an apartment unit) insurance cares about whether you are occupying the unit as you said you would. I'm sure you can purchase a policy for primary residence, long-term leasing, and short-term leasing. If you're violating your policy, it could be declared void at any time, in particular if you ever make a claim.
If I were a good insurance agent, hypothetically, I also wouldn't write an insurance policy for short-term leasing in a property where I suspected such use wasn't allowed. It would probably be in my best interest to get proof from the potential insuree that such use was permitted.
As for that rebellious streak, we're talking about an investment here, and ways that people might be breaking voluntarily signed contracts in order to make a few extra dollars (the real-estate agent should offer the HOA terms to any potential seller, and then you sign the HOA contract when you purchase the apartment). Also, I prefer disruptions to business models, not disruptions to living arrangement. As mentioned elsewhere in this thread, there is no upside to the other residents, it's all a nuisance to them.
But this also means your insurance company should care, as depending on your policy, if your insurance company would be on the hook for damages not covered by the HOA insurance, it is very much in their interest to ensure that you are not doing anything in violation of HOA rules that might affect the HOA insurance cover.
So ask forgiveness all you want, but realise that your insurance may not be worth the paper it is written on if you break contracts that might affect insurance cover. And that's potentially a very high cost to pay for a "rebellious streak".
How is espousing that the right to swing a fist ends at another's nose "nanny mentality"? An apartment is in a shared property structure, with rules contracted into voluntarily, and in close proximity to the property of others. Insurance is offered as a contractual arrangement. No-one is forcing you to buy an apartment, but if you do so on the basis of a legal agreement around how you will use it with the co-owners of the building, breaching it justifiably attracts sanctions.