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Vacation Dresses & Outfits

Catch flights, get compliments. Vacay Dreaming is your one-stop shop for every holiday mood, think girls' trips, Euro escapes, party holidays, sunny city breaks, and romantic getaways. From Mediterranean shores to island retreats, this edit was made for your out-of-office moments. It’s never overpacking, it’s being prepared.

Vacation Dresses & Outfits

Catch flights, get compliments. Vacay Dreaming is your one-stop shop for every holiday mood, think girls' trips, Euro escapes, party holidays, sunny city breaks, and romantic getaways. From Mediterranean shores to island retreats, this edit was made for your out-of-office moments. It’s never overpacking, it’s being prepared.

89 items

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    • Oh Polly's Juliana Nulu wearing the Elena Maxi Skirt in White Textured Jersey fabric perfect for rooftop brunch dates
    • Textured Jersey Low-Rise Maxi Skirt in White - 2
    Textured Jersey Low-Rise Maxi Skirt in White

    Elena

    Textured Jersey Low-Rise Maxi Skirt in White

    $122.00
    • Oh Polly's Juliana Nulu wearing the Nerina Full Top in Chilli Red Textured Jersey fabric perfect for evening cocktails
    • Textured Jersey One-Shoulder Top in Chilli Red - 2
    Textured Jersey One-Shoulder Top in Chilli Red

    Nerina

    Textured Jersey One-Shoulder Top in Chilli Red

    $114.00
    • Oh Polly's Juliana Nulu wearing the Imara Maxi Dress in Olive Green Textured Jersey fabric perfect for cocktail hour
    • Textured Jersey Asymmetric Maxi Dress in Olive Green - 2
    Textured Jersey Asymmetric Maxi Dress in Olive Green

    Imara

    Textured Jersey Asymmetric Maxi Dress in Olive Green

    $168.00
    • Oh Polly's Juliana Nulu wearing the Imara Maxi Dress in Chilli Red Textured Jersey fabric perfect for holiday dinners
    • Textured Jersey Asymmetric Maxi Dress in Chilli Red - 2
    Textured Jersey Asymmetric Maxi Dress in Chilli Red

    Imara

    Textured Jersey Asymmetric Maxi Dress in Chilli Red

    $193.00
    • Oh Polly's Juliana Nulu wearing the Tulay Petite Jumpsuit in Black Croc Jersey fabric perfect for a night out
    • Devoré Halterneck Open-Back Jumpsuit in Black - 2
    Devoré Halterneck Open-Back Jumpsuit in Black

    Tulay

    Devoré Halterneck Open-Back Jumpsuit in Black

    $171.00
    • Ruched Hardware-Detail Fishtail Maxi Skirt in Black - 1
    • Ruched Hardware-Detail Fishtail Maxi Skirt in Black - 2
    Ruched Hardware-Detail Fishtail Maxi Skirt in Black

    Bacalar

    Ruched Hardware-Detail Fishtail Maxi Skirt in Black

    $171.00
    • Cowl-Neck Mini Dress in White - 1
    • Cowl-Neck Mini Dress in White - 2
    Cowl-Neck Mini Dress in White

    Oualie

    Cowl-Neck Mini Dress in White

    $147.00
    • Cowl-Neck Hardware-Detail Maxi Dress in Pink Orchid Print - 1
    • Cowl-Neck Hardware-Detail Maxi Dress in Pink Orchid Print - 2
    Cowl-Neck Hardware-Detail Maxi Dress in Pink Orchid Print

    Taveuni

    Cowl-Neck Hardware-Detail Maxi Dress in Pink Orchid Print

    $189.00
    • Oh Polly's Anna wearing the Farrah Maxi Dress in Lemon Yellow Cotton Jersey fabric perfect for daytime weddings
    • Modal Broderie Anglaise Halterneck Midaxi Dress in Lemon Yellow - 2
    Modal Broderie Anglaise Halterneck Midaxi Dress in Lemon Yellow

    Farrah

    Modal Broderie Anglaise Halterneck Midaxi Dress in Lemon Yellow

    $214.00
    • Ruffled Backless Halterneck Maxi Dress in Lemon Yellow - 1
    • Ruffled Backless Halterneck Maxi Dress in Lemon Yellow - 2
    Ruffled Backless Halterneck Maxi Dress in Lemon Yellow

    Tove

    Ruffled Backless Halterneck Maxi Dress in Lemon Yellow

    $217.00
    • Ruffled Mid-Rise Maxi Skirt in Ivory - 1
    Ruffled Mid-Rise Maxi Skirt in Ivory

    Orena

    Ruffled Mid-Rise Maxi Skirt in Ivory

    $134.00
    • Ruffled Backless Halterneck Mini Dress in Black - 1
    • Ruffled Backless Halterneck Mini Dress in Black - 2
    Ruffled Backless Halterneck Mini Dress in Black

    Tarryn

    Ruffled Backless Halterneck Mini Dress in Black

    $164.00
    • Ruffled Backless Halterneck Maxi Dress in Ivory - 1
    Ruffled Backless Halterneck Maxi Dress in Ivory

    Tove

    Ruffled Backless Halterneck Maxi Dress in Ivory

    $196.00
    • Modal Halterneck Maxi Dress in Pink Yellow Stripe - 1
    Modal Halterneck Maxi Dress in Pink Yellow Stripe

    Hallie

    Modal Halterneck Maxi Dress in Pink Yellow Stripe

    $155.00

    +1 colour
    • Modal Racerback Maxi Dress in White - 1
    • Modal Racerback Maxi Dress in White - 2
    Modal Racerback Maxi Dress in White

    Imelda

    Modal Racerback Maxi Dress in White

    $152.00
    • Sheer Open-Back Maxi Dress in Chocolate Brown - 1
    • Sheer Open-Back Maxi Dress in Chocolate Brown - 2
    Sheer Open-Back Maxi Dress in Chocolate Brown

    Naura

    Sheer Open-Back Maxi Dress in Chocolate Brown

    $131.00
    • Sheer Open-Back Maxi Dress in Olive Green - 1
    • Sheer Open-Back Maxi Dress in Olive Green - 2
    Sheer Open-Back Maxi Dress in Olive Green

    Naura

    Sheer Open-Back Maxi Dress in Olive Green

    $155.00
    • Strap-Detail Halterneck Mini Dress in Black - 1
    • Strap-Detail Halterneck Mini Dress in Black - 2
    Strap-Detail Halterneck Mini Dress in Black

    Tesni

    Strap-Detail Halterneck Mini Dress in Black

    $142.00
    • Pintucked Shirred Mini Dress in Blush - 1
    • Pintucked Shirred Mini Dress in Blush - 2
    Pintucked Shirred Mini Dress in Blush

    Dorothea

    Pintucked Shirred Mini Dress in Blush

    $226.00
    • Modal Ruched A-Line Mini Dress in White - 1
    • Modal Ruched A-Line Mini Dress in White - 2
    Modal Ruched A-Line Mini Dress in White

    Leya

    Modal Ruched A-Line Mini Dress in White

    $127.00
    • Modal Ruched A-Line Mini Dress in Black - 1
    • Modal Ruched A-Line Mini Dress in Black - 2
    Modal Ruched A-Line Mini Dress in Black

    Leya

    Modal Ruched A-Line Mini Dress in Black

    $127.00
    • Modal Ruched A-Line Mini Dress in Lemon Sherbet - 1
    • Modal Ruched A-Line Mini Dress in Lemon Sherbet - 2
    Modal Ruched A-Line Mini Dress in Lemon Sherbet

    Leya

    Modal Ruched A-Line Mini Dress in Lemon Sherbet

    $137.00
    • Modal Halter-Neck Thigh-Split Maxi Dress in Matcha Green - 1
    • Modal Halter-Neck Thigh-Split Maxi Dress in Matcha Green - 2
    Modal Halter-Neck Thigh-Split Maxi Dress in Matcha Green

    Mei

    Modal Halter-Neck Thigh-Split Maxi Dress in Matcha Green

    $124.00

    +1 colour
    • Modal Plunge-Neck Thigh-Split Maxi Dress in Lemon Sherbet - 1
    • Modal Plunge-Neck Thigh-Split Maxi Dress in Lemon Sherbet - 2
    Modal Plunge-Neck Thigh-Split Maxi Dress in Lemon Sherbet

    Sloane

    Modal Plunge-Neck Thigh-Split Maxi Dress in Lemon Sherbet

    $164.00

    +1 colour
    • Modal Bandeau Bodycon Maxi Dress in Sunset Orange - 1
    • Modal Bandeau Bodycon Maxi Dress in Sunset Orange - 2
    Modal Bandeau Bodycon Maxi Dress in Sunset Orange

    Kali

    Modal Bandeau Bodycon Maxi Dress in Sunset Orange

    $137.00
    • Hardware Detail One-Shoulder Maxi Dress in White - 1
    • Hardware Detail One-Shoulder Maxi Dress in White - 2
    Hardware Detail One-Shoulder Maxi Dress in White

    Rosalia

    Hardware Detail One-Shoulder Maxi Dress in White

    $176.00
    • Hardware Detail One-Shoulder Maxi Dress in Olive Green - 1
    • Hardware Detail One-Shoulder Maxi Dress in Olive Green - 2
    Hardware Detail One-Shoulder Maxi Dress in Olive Green

    Rosalia

    Hardware Detail One-Shoulder Maxi Dress in Olive Green

    $162.00
    • Hardware Detail Off-Shoulder Cut-Out Mini Dress in White - 1
    • Hardware Detail Off-Shoulder Cut-Out Mini Dress in White - 2
    Hardware Detail Off-Shoulder Cut-Out Mini Dress in White

    Saffron

    Hardware Detail Off-Shoulder Cut-Out Mini Dress in White

    $168.00
    • Lace-Trim Pintucked Poplin Midaxi Dress in Ivory - 1
    • Lace-Trim Pintucked Poplin Midaxi Dress in Ivory - 2
    Lace-Trim Pintucked Poplin Midaxi Dress in Ivory

    Esmeralda

    Lace-Trim Pintucked Poplin Midaxi Dress in Ivory

    $180.00
    • Modal Lace-Trim Cut-Out Flared Jumpsuit in Black - 1
    • Modal Lace-Trim Cut-Out Flared Jumpsuit in Black - 2
    Modal Lace-Trim Cut-Out Flared Jumpsuit in Black

    Pema

    Modal Lace-Trim Cut-Out Flared Jumpsuit in Black

    $157.00
    • Textured Jersey Open Back Maxi Dress in Fiery Red - 1
    • Textured Jersey Open Back Maxi Dress in Fiery Red - 2
    Textured Jersey Open Back Maxi Dress in Fiery Red

    Noelia

    Textured Jersey Open Back Maxi Dress in Fiery Red

    $157.00
    • Oh Polly's Yarelis wearing the Mariposa Maxi Dress in Black Mesh fabric perfect for elegant evening events
    • Plunge Cowl Neck Floor Length Dress in Black - 2
    Plunge Cowl Neck Floor Length Dress in Black

    Mariposa

    Plunge Cowl Neck Floor Length Dress in Black

    $142.00
    • Plunge Cowl Neck Floor Length Dress in Ivory - 1
    • Plunge Cowl Neck Floor Length Dress in Ivory - 2
    Plunge Cowl Neck Floor Length Dress in Ivory

    Mariposa

    Plunge Cowl Neck Floor Length Dress in Ivory

    $142.00
    • Oh Polly's Priscilla wearing the Sloane Maxi Dress in Black Modal fabric perfect for luxury holiday events
    • High Split Plunge Neck Maxi Dress in Black - 2
    High Split Plunge Neck Maxi Dress in Black

    Sloane

    High Split Plunge Neck Maxi Dress in Black

    $157.00

    +1 colour
    • Oh Polly's Priscilla wearing the Sloane Maxi Dress in Sage Modal fabric perfect for spring weddings
    • High Split Plunge Neck Maxi Dress in Sage - 2
    High Split Plunge Neck Maxi Dress in Sage

    Sloane

    High Split Plunge Neck Maxi Dress in Sage

    $164.00

    +1 colour
    • High Split Plunge Neck Maxi Dress in White - 1
    • High Split Plunge Neck Maxi Dress in White - 2
    High Split Plunge Neck Maxi Dress in White

    Sloane

    High Split Plunge Neck Maxi Dress in White

    $147.00

    +1 colour
    • Oh Polly's Priscilla wearing the Violetta Mini Dress in Red Lycra fabric perfect for cocktail parties
    • Tie Up Back Mini Dress in Red - 2
    Tie Up Back Mini Dress in Red

    Violetta

    Tie Up Back Mini Dress in Red

    $118.00
    • Modal Square-Neck Mini Unitard in Black - 1
    • Modal Square-Neck Mini Unitard in Black - 2
    Modal Square-Neck Mini Unitard in Black

    Mika

    Modal Square-Neck Mini Unitard in Black

    $114.00
    • One Shoulder Cut Out Maxi Dress in Green - 1
    • One Shoulder Cut Out Maxi Dress in Green - 2
    One Shoulder Cut Out Maxi Dress in Green

    Ishtar

    One Shoulder Cut Out Maxi Dress in Green

    $157.00
    • Modal Halter-Neck Thigh-Split Maxi Dress in Black - 1
    • Modal Halter-Neck Thigh-Split Maxi Dress in Black - 2
    Modal Halter-Neck Thigh-Split Maxi Dress in Black

    Mei

    Modal Halter-Neck Thigh-Split Maxi Dress in Black

    $147.00

    +1 colour
    • High Split Halter Neck Maxi Dress in Ivory - 1
    • High Split Halter Neck Maxi Dress in Ivory - 2
    High Split Halter Neck Maxi Dress in Ivory

    Mei

    High Split Halter Neck Maxi Dress in Ivory

    $143.00

    +1 colour

Showing 49-89 of 89 products

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