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Shop a vast selection of secondhand women's vacation dresses from Ann Taylor, including items on sale. All up to 90% off estimated retail. Discover more like-new clothes and accessories at thredUP!

VacationRemove filterAnn TaylorRemove filter
19 items
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    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 6
    $28.99
    78% off estimated retail
    Ann Taylor Cocktail Dress (view 2)Ann Taylor Cocktail Dress (view 1)
    View Product: Ann Taylor Cocktail Dress

    Ann Taylor

    Cocktail Dress
    Size 4
    $47.99
    73% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 12
    $37.99
    76% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size Lg
    $32.99 $19.79 40% off with code HOTDEAL
    77% off estimated retail
    The Edit. Forever Classic, Get perfectly polished in trousers, blazers, and more. Shop The Edit
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 6
    $28.99 $18.84 35% off with code HOTDEAL
    80% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 4
    $36.99 $24.04 35% off with code HOTDEAL
    76% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 2
    $29.99 $19.49 35% off with code HOTDEAL
    79% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 0
    $29.99 $20.99 30% off with code HOTDEAL
    79% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 6
    $36.99 $22.19 40% off with code HOTDEAL
    75% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 4
    $22.99 $14.94 35% off with code HOTDEAL
    84% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 10
    $37.99 $20.89 45% off with code HOTDEAL
    74% off estimated retail
    Ann Taylor Cocktail Dress (view 2)Ann Taylor Cocktail Dress (view 1)
    View Product: Ann Taylor Cocktail Dress

    Ann Taylor

    Cocktail Dress
    Size 4
    $40.99 $24.59 40% off with code HOTDEAL
    77% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 2
    $35.99 $18.00 50% off with code HOTDEAL
    75% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size XS
    $35.99 $12.60 65% off with code HOTDEAL
    75% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 4
    $25.99 $9.10 65% off with code HOTDEAL
    81% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 4
    $30.99 $10.85 65% off with code HOTDEAL
    80% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)Price Drop
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 10
    $28.99 $11.60 60% off with code HOTDEAL
    82% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)Price Drop
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 4
    $17.99 $11.69 35% off with code HOTDEAL
    93% off estimated retail
    Ann Taylor Casual Dress (view 2)Ann Taylor Casual Dress (view 1)Price Drop
    View Product: Ann Taylor Casual Dress

    Ann Taylor

    Casual Dress
    Size 0
    $17.99 $7.20 60% off with code HOTDEAL
    92% off estimated retail
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