Jessie Bush's Instagram feed is not only triggering serious vacation envy in me, but also inspiring vacation wardrobe wants! I am about to partake in some holiday-ing (Positano! London!), myself, so her beach-to-street outfits are particularly spot on. Feminine, flirty dresses are a must, as you can see. The smocked dress, below, is from Storets, her multi-print maxi is by Mary Katranzou and her white tiered dress is from Wiggy Kit. And so are flowy, statement-making tops (that can go with polished jeans and denim shorts), such as the Isa Arfen bubble blouse, above. I'd also pack this sweet LoveShackFancy floral print dress, this girly Ganni top, this day-to-night wrap JOA dress, this BB Dakota eyelet blouse, and this cute Loeffler Randall leather bucket bag.