In 2014, Annenkova finished 6th in all-around at the 2014 Russian Junior championships. At the 2014 European Junior Championships Annenkova together with teammates (Veronika Polyakova, Yulia Bravikova and Olesya Petrova) won Russia the Team gold. She qualified to 2 event finals winning gold in ball and ribbon. She then competed at the Junior World Cup in Sofia where she won the all-around gold beating Veronika Polyakova by 2.5 points. Following the leg injury of Yulia Bravikova, both Annenkova and Polyakova flew to Nanjing but Annenkova was selected by Irina Viner as the final representative of her country at the 2014 Youth Olympic Games in Nanjing, China. Annenkova led after the qualification round and went on to win in the all-around finals with a total score of 58.575 points putting her ahead of Belarusian Mariya Trubach and America's Laura Zeng.