This study aims to determine how the principals' leadership model is fun and effective at Vocational High School 5 Yogyakarta; how is the principals' leadership model fun and effective at Vocational High School 6 Yogyakarta so far; and how the comparison of the principals' leadership model is fun and effective at Vocational High School 5 and Vocational High School 6 Yogyakarta. The method used was qualitative research. Data collection techniques used were FGD, questionnaires, documents, observations, and interviews. The validity and reliability of the questionnaire instrument conducted by expert validation. The validity of the qualitative data was validated by an informant review model, and data triangulation. Analysis of quantitative data conducted through descriptive analysis techniques and qualitative data conducted through interactive analysis models. The results show that the implementation of fun school at Vocational High School 5 and Vocational High School 6 Yogyakarta focus on substantive matters, including the leadership of the principals have shown their performance well as a leader, manager, servant, and as a servant for all school members. Besides, teachers at both schools have good didactic-methodical abilities.