Naive approach
The source of confusion in this question is thinking in terms of electronic transitions, as we usually do when discussion emission by atoms, molecules and lasers. If one follows this path, one could start with a Hamiltonian like
$$
H=\frac{1}{2m}\left(\mathbf{p}-\frac{e}{c}\mathbf{A}(\mathbf{x})\right)^2-e\varphi(\mathbf{x})+e\mathbf{E}(t)\mathbf{x},$$
which describes an electron in the conduction band of the antenna, where $$\mathbf{E}(t)=\mathbf{x}_0E_0\cos(\omega_0t)$$ is the driving periodic electric field which accelerates the electrons. One could then express $\mathbf{A}$ and $\varphi(\mathbf{x})$ in terms of the photon creatinga nd annihilation operators and calculate the rate of photon production. There are many levels of complexity that could be added: underlying crystal lattice (necessary in optical problems for obtaining correct matrix elements), Fermi surface, electron-electron and electron-impurity scattering, etc. All this would eventually produce photons generated at the frequency $\omega_0$, since this is the frequency of the driving field, and all that we do is essentially time-dependent perturbation theory...
Succinct answer
It is logical to ask, where the driving field comes from: it is the oscillations of the LC curcuit, which can be seen as collective electron modes. Thus, a more natural description of the emission by an antenna is in terms of these collective modes (with a bit of a stretch one could call them plasma modes/plasmons).
We thus have
$$H=\frac{Q^2}{2C}+\frac{LI^2}{2}=\hbar\omega_{LC}\left(b^\dagger b+\frac{1}{2}\right),\\
Q=Q_0(b+b^\dagger),I=iI_0(b-b^\dagger),\\
\frac{2Q_0^2}{C}=2LI_0^2=\hbar\omega_{LC}=\hbar\sqrt{LC}
$$
The current density in the electron-photon coupling (which emerges in the very first equation) could then be taken proportional by the current in the LC curctuit, with the effective Hamiltonian looking like this:
$$
H_{LC-photons}\propto\sum_\mathbf{k} (b-b^\dagger)\left(a_\mathbf{k}e^{i\mathbf{k}\mathbf{x}}- a_\mathbf{k}^\dagger e^{-i\mathbf{k}\mathbf{x}}\right).$$
(I disregard the photon polarization, which is typically along the antenna)
Summary
Emission of radio waves can be viewed as transitions between discrete states of an LC oscillator, which is why they also have a discrete frequency. The need to invoke Bremsstrahlung arises only insomuch as we need a detailed description of coupling between the photons and the LC circuit.
The circuit diagram of a simple radio receiver (see also here):