Along with characterization of vinyl monomers from high oleic soybean oil (HOSBM) and cardanol (CBM) in free radical (co)polymerization, a series of stable latexes based on various ratios of these monomer mixtures have been synthesized using miniemulsion process. By combination of aliphatic fatty acid fragments of HOSBM with aromatic CBM structure, durable latexes from fully renewable feeds were expected, as well as the ability to balance thermomechanical properties of resulting crosslinked latex films. Biobased latexes were synthesized from 10-75 wt.% of CBM and 25-90 wt.% of HOSBM in the feed, characterized, and tested in films and coatings performance. Synergistic effects of both constituents in the films and coatings were observed. Incorporation of cardanol-based fragments enhances Young's modulus of the films, whereas the plant oil-based units contribute to softer and more flexible films. Even small (10 wt.%) fractions of CBM can provide noticeable strength to the soft latex polymer material based entirely on HOSBM. All crosslinked latex films in this study exhibit decent properties and performance in terms of pendulum and pencil hardness, water and solvent resistance as well as adhesion to the steel substrate. To the best of our knowledge, latexes from fully renewable plant-based monomer mixtures have not been reported before in literature.