A brachistochrone always includes the cusp of the cycloid (not surprisingly, since the tangent becomes vertical there and this is the fastest way to accelerate initially), whereas the tautochrone always includes the minimum point (it is not isochronous to any other point, as can be seen by examining the integral for the descent time given on MathWorld with a more general angle than $\pi$).
Therefore only the totality of the first descending arc is both a brachistochrone between its endpoints and a tautochrone to its bottom endpoint. Such a cycloid exists joining $(x_1,y_1)$ to $(x_2,y_2)$ when $\frac{x_2-x_1}{y_1-y_2} = \frac{\pi}{2}$, as may be seen by examining the parametric equations $\frac{1}{2}k^2(\theta-\sin{\theta},\cos{\theta}-1)$. Any brachistochrone that contains a minimum is a tautochrone to its minimum (from either side, of course). On the other hand, any tautochrone that contains a cusp is a brachistochrone from that cusp to any other point on it.