For my first trip to Cape Town, and to Africa at all for that matter, I chose to stay at Simon's place and am very happy I did. The building is very nice, secure, and has a super friendly lobby staff. Simon's unit itself is beautiful, comfortable, and cleaned. It's well-kept as well; everything was working beautifully.
Ubers are super affordable in Cape Town, and with the central location of the building it makes transiting to anywhere in the city a breeze.
I would not only recommend staying with Simon, but would most certainly stay again myself. A+