This work is aimed at studying the suitability of polylactic acid (PLA) in rotational molding. In order to allow widespread use of PLA in rotational molding, it is mandatory that the polymer satisfies the main requirement of low viscosity and adequate toughness. The first requirement guarantees an efficient sintering of PLA powders, whereas the second one allows for demolding after processing. On the other hand, toughness of PLA significantly depends on the degree of crystallinity attained after cooling, which is particularly critical, also in view of the slow cooling rates characteristic of the process. In order to study the effect of crystallinity, two different grades of PLA were analyzed: a high viscosity-slow crystallizing grade, and a low viscosity, fast crystallizing grade. The results obtained showed that in any case the viscosity of the polymer is low enough to allow for an efficient sintering, and therefore the production of void-free products. On the other hand, a fast rate of crystallization involves embrittlement of the material, which makes it unsuitable for rotational molding. Based on this result, the effect of different plasticizers on the quality of PLA processed by rotational molding was also analyzed. For this purpose, plasticized PLA samples were obtained by dry blending with cardanol, cardanol acetate and PEG, followed by processing in a lab-scale rotational molding equipment. Despite the very low cooling rates attained in rotational molding, completely amorphous samples were obtained with neat PLA and PLA plasticized by cardanol derivatives. In contrast, PEG plasticized PLA showed a very high degree of crystallinity which made the extraction of the rotomolded box-shaped specimens impossible. The plasticizing effectiveness of cardanol derivatives was proven by tensile testing of rotational molded prototypes, which highlighted the reduced modulus and strength and improved strain to break, compared to neat PLA.