Following the Turkish conquest, many tombs were built in Anatolia as the Islamic monumental tomb architecture became widespread. Since tombs were small-scale and private structures in which the donors were usually buried with or without their family, monumental tombs became a building type with a wide range of variety in terms of form, building material, construction technique and decoration. In this paper, Burgaç Hatun Tomb, Erenler Tomb and Nurettin İbn-i Esentimur Tomb from Tokat city center, which are freestanding tombs dated to the 14th century when Tokat was under Ilkhanid rule, were examined in terms of their architectural features to assess possible cultural interactions in tomb architecture. In this study, which adopted qualitative research method, the architectural and artistic features of the selected tombs were examined comparatively. Within the scope of the research, a literature review was conducted, documents, information, drawings, photographs and reports related to the buildings were obtained from the Tokat Regional Directorate of Foundations, and the buildings were examined on-site, and their current conditions were photographed and recorded during the field study. As a result, Burgaç Hatun Tomb differs from the other two in terms of being one of the earliest hexagonal tombs in Anatolia and reflecting elements of Byzantine art and architecture, such as alternating brick-stone masonry and quatrefoil ceramoplastic decorations. Erenler Tomb is one of the first examples of baldachin-type tombs, reflecting an interpretation of pre- and post-Islamic architecture in Anatolia together with architectural and artistic influences from Iran and Central Asia. Nurettin İbn-i Esentimur Tomb, which attracts attention with its star-shaped pyramidal brick cone, is distinguished by its baroque window decoration on its eastern façade. An overall assessment shows that, all three tombs were under the influence of Byzantine architecture and art, the Anatolian Seljuk architectural traditions and the artistic influence of the groups that came to Anatolia following the Mongolian pressure that took place after the second half of the 13th century.