A woman standing in a white room, wearing a Seafolly Atlantis black halter-neck cutout maxi dress with a floral print at the bottom, perfect for summer holidays. She is holding a cup and looking away from the camera with a light smile.

ANTHROPOLOGIE

The Dress Edit

Designer Summer Holiday Dresses For Your Chicest Vacation Yet

It’s time to jet off to sunnier climes, and these stunning designer summer holiday dresses will make your trip your chicest yet! From sleek floor-length day dresses with trending prints to slinky slip silhouettes you can dress up or down for the beach or for dinner. I’ve scrolled through thousands of dreamy summer silhouettes to bring you the best for your next vacation. Will you opt for a printed look from Paige or Bardot? Or will it be a simple yet stylish, throw-on-and-go midi dress courtesy of Dôen or Johanna Ortiz? No matter which dresses you choose to add to your cart, you’ll be dying to get into your suitcase and wear them the moment you arrive!

A woman in a BARDOT Olea Sleeveless Ruffle Midi Dress and sunglasses holds a lollipop, with a seascape and yachts in the background. She carries a red and white checkered bag, and a headscarf.

Bardot

A woman in a FREE-EST Vintage Summer Midi Dress stands against a beige background. She has curly hair and wears black flip-flops.

Anthropologie

Designer Summer Holiday Dresses From The Beach To The Bar

When it comes to the perfect designer summer holiday dresses, you need styles that cater to all aspects of your trip. For example, the Vintage summer midi dress by Free-Est. It’ll work perfectly for everything from beach strolls to casual brunches and lunches by the water. Firstly, you can throw this adorable dusky pink midi over your swimsuit as a chic cover-up. Secondly, you can style it up with slip-on sandals and a casual bag for strolling through town and stopping off for a bite to eat. For the latter, I recommend adding the Tribute mules in lizard embossed leather by Saint Laurent, and the raffia checkered angular tote by Anthropologie to your getaway lineup. Style these pieces together for the quintessential, stylish, low-key summer ensemble.

Meanwhile, who could possibly resist the Olea sleeveless ruffle midi dress by Bardot? Furstly, it’s the ideal day-to-night dress. Secondly, it’ll be a go-to in your summer vacation lineup. Simply pair it with designer flats for a daytime look or with modest heels for after-dark plans. The Ibor leather slingback sandals by Neous and Loco embellished leather-trimmed shoulder bag by Valentino Garavani, for example, will go perfectly with this dress!

Shop more Designer Summer Holiday Dresses selected and reviewed by our expert fashion buyers and stylists

  • ETRO Floral-print Cotton-poplin Mini Dress

    $3,800
  • PAIGE Carmelia French Blue Multi Silk Dress

    $499
  • PAIGE Shona Dusty Sage Multi Dress

    $329
  • DÔEN Tahlia Lace-trimmed Floral-print Silk-charmeuse Midi Dress

    $448
  • CULT GAIA Brylie Frayed Tencel™ Lyocell-blend Halterneck Midi Dress

    $548
  • ZIMMERMANN Harmony Appliquéd Ruffled Asymmetric Floral-print Silk-organza Mini Dress

    $1,950
  • DÔEN Venus Dress

    $428
  • DÔEN Jessica Dress

    $548
  • DÔEN Ametrine Dress

    $398
  • ROTATE BIRGER CHRISTENSEN Leopard-print Gathered Recycled-chiffon Maxi Dress

    $510
  • LEMLEM Gete Striped Embroidered Cotton Halterneck Midi Dress

    $495
  • ROTATE BIRGER CHRISTENSEN Tiered Recycled-chiffon Maxi Dress

    $510
  • JETSET CHRISTINA Joali Tie-Front Linen Cover-Up Mini Dress

    $178
  • SEAFOLLY Atlantis Linen Cutout Midi Dress

    $326
  • BARDOT Olea Sleeveless Ruffle Midi Dress

    $149
  • REFORMATION Kate Linen Dress

    $248
  • FARM RIO Sweetheart Cutout Beaded Midi Dress

    $398
  • FARM RIO Embroidered Puff-Sleeve Cutout Midi Dress

    $360
  • LE SUPERBE Day Shifter Mini Dress

    $525
  • LSPACE Candice Cover Up Dress

    $158
  • DRESS THE POPULATION Monica Sleeveless Tiered Dress

    $748
  • FARM RIO Strapless Linen Midi Dress

    $265
  • FREE-EST Vintage Summer Midi Dress

    $98
  • JOHANNA ORTIZ Rhythm Oasis Ankle Dress

    $1,450

Designer Summer Holiday Dresses You'll Want To Wear Again

Truthfully, you’ll want to wear every one of the designer summer holiday dresses on this list again. However, there are a couple of clear standouts! For example, the Rhythm Oasis dress dress by Johanna Ortiz.  Dress to impress with this stunning red and cream silhouette for brunch, lunches, and any other stylish daytime plans on your calendar this summer. Finally, I recommend styling yours with the Pimlico shiny croc-embossed leather satchel by Mulberry. Also, the beautiful and eternally versatile Izzie knotted leather sandals by Loeffler Randall!

Lastly, the Tahlia lace-trimmed floral-print midi dress by Doen is a dream vacation dress. Wear it with bare feet for romantic walks across the sand. Then, add modest heels and a bag for a laid-back dinner look. Hint: the woven raffia mini tote by Stella McCartney and Stina patent leather mules by Aeyde and were made to go with this dress.

Shop All Designer Summer Holiday Dresses

A woman in a long, Johanna Ortiz Rhythm Oasis red and cream printed midi dress with spaghetti straps and a v-neckline stands confidently indoors, with a draped golden curtain and arched stone architecture behind her.

@johannaortiz / Instagram

A woman in a DÔEN Tahlia Lace-trimmed Floral-print Silk-charmeuse Midi Dress stands on stone stairs, leaning on a metal railing, with her eyes closed and head tilted slightly upwards. Greenery grows on the wall beside her.

Dôen

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