This paper reports solubility data and measurements of viscosity of the saturated aqueous solutions of sucrose, maltitol, and trehalose. Likewise, the metastable zone width and velocity of nucleation of the three disaccharides are compared. The narrowest metastable zone is observed for maltitol and the largest for trehalose. Such behaviour is due to a higher affinity of trehalose for water. Moreover, the crystallisation of anhydrous disaccharides in aqueous solution necessitates that hydration water be removed and evacuated from crystal integration surface to the bulk of solution to allow the growth of crystals. This step of disassociation and diffusion of hydration water proves to be the controlling step of the crystallisation process. Structural features at the origin of the differences between the three sugars are studied by FTIR spectroscopy. Modifications of frequencies and intensities of the vibrations around the glycosidic bond are interpreted in terms of conformational flexibility. Arguments like H-bond strength or conformational flexibility of the two monomers around the glycosidic oxygen were evoked as possible explanations of the behaviour of disaccharides. Likewise stability of hydration of the disaccharides is derived from the interpretation of FTIR spectra. These structural features help in interpreting the differences in crystallisation conditions and to hypothesize about the cryoprotective ability of the studied molecules.