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Women's Vacation Dresses

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1457 items
Embroidered Short Sleeve Midi Shirtdress
New
TASH AND SOPHIE

Embroidered Short Sleeve Midi Shirtdress

$54.97Current Price $54.97
(49% off)49% off.
$109.00Comparable value $109.00
Oversize Denim Mini Shirtdress
Madewell

Oversize Denim Mini Shirtdress

$79.97Current Price $79.97
(37% off)37% off.
$128.00Comparable value $128.00
(1)
Emery Cotton Poplin Dress
Marine Layer

Emery Cotton Poplin Dress

$62.97Current Price $62.97
(50% off)50% off.
$128.00Comparable value $128.00
(3)
Tie Strap Smocked Waist Cotton Maxi Dress (Plus)
New
FLYING TOMATO

Tie Strap Smocked Waist Cotton Maxi Dress (Plus)

$64.97Current Price $64.97
(60% off)60% off.
$163.75Comparable value $163.75
Hart Long Sleeve Cotton & Linen Minidress
New
Petal & Pup

Hart Long Sleeve Cotton & Linen Minidress

$38.97Current Price $38.97
(60% off)60% off.
$99.00Comparable value $99.00
(1)
Only a few left
Boho Floral Scarf Print Sleeveless Midi Dress
FARM Rio

Boho Floral Scarf Print Sleeveless Midi Dress

$99.97Current Price $99.97
(61% off)61% off.
$260.00Comparable value $260.00
(5)
Only a few left
Wavy Ribbon Tiered Midi Dress
AUGUST SKY

Wavy Ribbon Tiered Midi Dress

$39.97Current Price $39.97
(55% off)55% off.
$89.00Comparable value $89.00
Raquel Mixed Media Dress
New
Rails

Raquel Mixed Media Dress

$119.97Current Price $119.97
(55% off)55% off.
$268.00Comparable value $268.00
(1)
A woman wearing a strapless bustier top, green drawstring pants and woven thong sandals.A woman wearing a strapless bustier top, green drawstring pants and woven thong sandals.

Up to 60% Off the Latest Looks

Save big on laid-back, craft-inspired styles.
Shop the Trend
Two Palms Short Sleeve Linen Dress
Tommy Bahama

Two Palms Short Sleeve Linen Dress

$49.97Current Price $49.97
(60% off)60% off.
$128.00Comparable value $128.00
(171)
Floral Short Sleeve Tie Cotton Shirtdress
New
Calvin Klein

Floral Short Sleeve Tie Cotton Shirtdress

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
(2)
Stripe Smocked Waist Seersucker Dress
Madewell

Stripe Smocked Waist Seersucker Dress

$89.97Current Price $89.97
(34% off)34% off.
$138.00Comparable value $138.00
(9)
Saison Sleeveless Tiered Linen & Cotton Dress
New
beachlunchlounge

Saison Sleeveless Tiered Linen & Cotton Dress

$34.97Current Price $34.97
(48% off)48% off.
$68.00Comparable value $68.00
Button Front Tiered Dress
WISHLIST

Button Front Tiered Dress

$44.97Current Price $44.97
(51% off)51% off.
$92.00Comparable value $92.00
Smocked Waist Chambray Dress
New
Melrose and Market

Smocked Waist Chambray Dress

$44.97Current Price $44.97
(54% off)54% off.
$99.50Comparable value $99.50
Floral Stripe Short Sleeve Cotton Shirtdress
New
Blu Pepper

Floral Stripe Short Sleeve Cotton Shirtdress

$34.97Current Price $34.97
(49% off)49% off.
$69.00Comparable value $69.00
(1)
V-Neck Maxi Dress
MAX STUDIO

V-Neck Maxi Dress

$37.47Current Price $37.47
(80% off)80% off.
$188.00Comparable value $188.00
New Markdown
(4)
Mixed Media Midi Dress
New
The Good Journey

Mixed Media Midi Dress

$47.97Current Price $47.97
(59% off)59% off.
$118.00Comparable value $118.00
AirEssentials T-Shirt Dress (Regular & Plus)
New
SPANX®

AirEssentials T-Shirt Dress (Regular & Plus)

$49.97Current Price $49.97
(60% off)60% off.
$128.00Comparable value $128.00
(4)
Linen Blend Shift Minidress
Madewell

Linen Blend Shift Minidress

$69.97Current Price $69.97
(28% off)28% off.
$98.00Comparable value $98.00
(3)
Fawn Eyelet Embroidered Smocked Waist Sundress
Rails

Fawn Eyelet Embroidered Smocked Waist Sundress

$129.97Current Price $129.97
(56% off)56% off.
$298.00Comparable value $298.00
(6)
Only a few left
Check Print Buttoned Babydoll Dress
New
WISHLIST

Check Print Buttoned Babydoll Dress

$39.97 – $44.97Current Price $39.97 to $44.97
(Up to 53% off)Up to 53% off.
$85.00 – $96.00Comparable value $85.00 to $96.00
Floral Puff Sleeve Linen Blend Midi Dress (Petite)
New
London Times

Floral Puff Sleeve Linen Blend Midi Dress (Petite)

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
Smocked Fit & Flare Sundress
WAYF

Smocked Fit & Flare Sundress

$49.97Current Price $49.97
(49% off)49% off.
$99.00Comparable value $99.00
(59)
Tiered Chambray Sundress
New
Maggy London

Tiered Chambray Sundress

$69.97Current Price $69.97
(58% off)58% off.
$168.00Comparable value $168.00
Stripe Short Sleeve Tie Waist Tiered Cotton Maxi Dress (Petite)
New
London Times

Stripe Short Sleeve Tie Waist Tiered Cotton Maxi Dress (Petite)

$44.97Current Price $44.97
(62% off)62% off.
$120.00Comparable value $120.00
Tiered Crepe Maxi Dress
MAX STUDIO

Tiered Crepe Maxi Dress

$33.72 – $44.97Current Price $33.72 to $44.97
(Up to 82% off select items)Up to 82% off select items.
$188.00Comparable value $188.00
New Markdown
(66)
Embroidered Midi Dress
Love By Design

Embroidered Midi Dress

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
Floral Ruffle Poplin Minidress
Vince Camuto

Floral Ruffle Poplin Minidress

$54.97Current Price $54.97
(60% off)60% off.
$138.00Comparable value $138.00
Coastalina Linen Tiered Shirtdress
Tommy Bahama

Coastalina Linen Tiered Shirtdress

$84.97Current Price $84.97
(54% off)54% off.
$188.00Comparable value $188.00
(3)
Floral Short Sleeve Tie Waist Tiered Maxi Dress (Petite)
New
London Times

Floral Short Sleeve Tie Waist Tiered Maxi Dress (Petite)

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
Floral Sleeveless Tie Waist Maxi Dress (Petite)
New
London Times

Floral Sleeveless Tie Waist Maxi Dress (Petite)

$54.97Current Price $54.97
(54% off)54% off.
$120.00Comparable value $120.00
Floral Sleeveless A-Line Minidress
New
London Times

Floral Sleeveless A-Line Minidress

$44.97Current Price $44.97
(59% off)59% off.
$110.00Comparable value $110.00
Floral Short Sleeve Poplin Fit & Flare Dress
Vince Camuto

Floral Short Sleeve Poplin Fit & Flare Dress

$49.97Current Price $49.97
(63% off)63% off.
$138.00Comparable value $138.00
(2)
Tara Flutter Sleeve Linen Blend Dress
Rails

Tara Flutter Sleeve Linen Blend Dress

$55.96Current Price $55.96
(71% off)71% off.
$198.00Comparable value $198.00
New Markdown
(2)
Chambray Midi Shirtdress
New
AUGUST SKY

Chambray Midi Shirtdress

$39.97Current Price $39.97
(55% off)55% off.
$89.00Comparable value $89.00
Paisley Tie Strap Tiered Maxi Dress (Plus)
New
FLYING TOMATO

Paisley Tie Strap Tiered Maxi Dress (Plus)

$69.97Current Price $69.97
(61% off)61% off.
$183.75Comparable value $183.75
Short Sleeve Knit Swing Dress
New
Melrose and Market

Short Sleeve Knit Swing Dress

$29.97Current Price $29.97
(49% off)49% off.
$59.50Comparable value $59.50
Stripe Tie Strap Cotton Maxi Dress (Plus)
New
FLYING TOMATO

Stripe Tie Strap Cotton Maxi Dress (Plus)

$59.97Current Price $59.97
(61% off)61% off.
$153.75Comparable value $153.75
Smocked Sleeveless Shirtdress
New
Avec Les Filles

Smocked Sleeveless Shirtdress

$69.97Current Price $69.97
(49% off)49% off.
$139.00Comparable value $139.00
(5)
Stripe Short Sleeve Cotton Seersucker Maxi Dress
New
London Times

Stripe Short Sleeve Cotton Seersucker Maxi Dress

$44.97Current Price $44.97
(62% off)62% off.
$120.00Comparable value $120.00
(6)
Ruffle Mini Shirtdress
New
DKNY

Ruffle Mini Shirtdress

$44.97Current Price $44.97
(65% off)65% off.
$129.00Comparable value $129.00
Mixed Media Maxi Dress
New
AUGUST SKY

Mixed Media Maxi Dress

$49.97Current Price $49.97
(54% off)54% off.
$109.00Comparable value $109.00
Chambray Short Sleeve Maxi Dress
Tommy Hilfiger

Chambray Short Sleeve Maxi Dress

$59.97Current Price $59.97
(49% off)49% off.
$119.00Comparable value $119.00
(14)
Cotton Gauze Babydoll Dress
VELVET HEART

Cotton Gauze Babydoll Dress

$39.97Current Price $39.97
(49% off)49% off.
$79.00Comparable value $79.00
Gingham Smocked Linen Blend Mini Sundress
Madewell

Gingham Smocked Linen Blend Mini Sundress

$79.97Current Price $79.97
(42% off)42% off.
$138.00Comparable value $138.00
(33)
Only a few left
Stripe Babydoll Midi Dress
New
Melrose and Market

Stripe Babydoll Midi Dress

$44.97Current Price $44.97
(43% off)43% off.
$79.50Comparable value $79.50
(5)
Stripe Sleeveless Mixed Media Midi Dress
New
Blu Pepper

Stripe Sleeveless Mixed Media Midi Dress

$39.97Current Price $39.97
(49% off)49% off.
$79.00Comparable value $79.00
Tie Front Cotton Midi Sundress (Plus)
Halogen®

Tie Front Cotton Midi Sundress (Plus)

$49.97Current Price $49.97
(61% off)61% off.
$129.00Comparable value $129.00
(1)
Sunseeker Smocked Waist Midi Dress
New
Faherty

Sunseeker Smocked Waist Midi Dress

$79.97Current Price $79.97
(59% off)59% off.
$198.00Comparable value $198.00
(139)
Only a few left
Sonora Chambray Minidress
Free People

Sonora Chambray Minidress

$91.97Current Price $91.97
(45% off)45% off.
$168.00Comparable value $168.00
(3)
Only a few left
Marsha Stripe Cotton Midi Sundress
Madewell

Marsha Stripe Cotton Midi Sundress

$69.97Current Price $69.97
(49% off)49% off.
$138.00Comparable value $138.00
Floral Cap Sleeve Cotton Fit & Flare Maxi Dress
New
CeCe

Floral Cap Sleeve Cotton Fit & Flare Maxi Dress

$44.97Current Price $44.97
(54% off)54% off.
$99.00Comparable value $99.00
Smocked Ruffle Cap Sleeve Linen Blend Shirtdress
New
London Times

Smocked Ruffle Cap Sleeve Linen Blend Shirtdress

$54.97Current Price $54.97
(57% off)57% off.
$130.00Comparable value $130.00
Emery Poplin Maxi Dress
New
Marine Layer

Emery Poplin Maxi Dress

$74.97Current Price $74.97
(52% off)52% off.
$158.00Comparable value $158.00
Tulip Sleeve Fit & Flare Dress
New
Calvin Klein

Tulip Sleeve Fit & Flare Dress

$44.97Current Price $44.97
(67% off)67% off.
$139.00Comparable value $139.00
(23)
Carmen Tie Back Maxi Sundress
New
GIBSONLOOK

Carmen Tie Back Maxi Sundress

$54.97Current Price $54.97
(60% off)60% off.
$139.00Comparable value $139.00
(1)
Smocked Ruffle Bodice Maxi Dress
Chelsea28

Smocked Ruffle Bodice Maxi Dress

$49.97Current Price $49.97
(61% off)61% off.
$129.00Comparable value $129.00
(4)
Short Sleeve Midi Dress (Plus)
New
MAX STUDIO

Short Sleeve Midi Dress (Plus)

$39.97Current Price $39.97
(74% off)74% off.
$158.00Comparable value $158.00
Ginny Textured Sleeveless Minidress
Adelyn Rae

Ginny Textured Sleeveless Minidress

$48.97Current Price $48.97
(60% off)60% off.
$122.50Comparable value $122.50
Floral Puff Sleeve Linen Blend Midi Dress (Plus)
New
London Times

Floral Puff Sleeve Linen Blend Midi Dress (Plus)

$56.97Current Price $56.97
(59% off)59% off.
$140.00Comparable value $140.00
Short Sleeve Denim Minidress
FLYING TOMATO

Short Sleeve Denim Minidress

$59.97Current Price $59.97
(54% off)54% off.
$132.50Comparable value $132.50
(1)
Stripe Short Sleeve Midi Dress
New
WISHLIST

Stripe Short Sleeve Midi Dress

$49.97Current Price $49.97
(47% off)47% off.
$96.00Comparable value $96.00
Denim Midi Dress (Plus)
New
FLYING TOMATO

Denim Midi Dress (Plus)

$64.97Current Price $64.97
(62% off)62% off.
$171.25Comparable value $171.25
Floral Short Sleeve Cotton Shirtdress
Calvin Klein

Floral Short Sleeve Cotton Shirtdress

$49.97Current Price $49.97
(66% off)66% off.
$149.00Comparable value $149.00
(5)
Floral Maxi Dress
New
Sam Edelman

Floral Maxi Dress

$54.97Current Price $54.97
(57% off)57% off.
$128.00Comparable value $128.00
Bubble Sleeve Mini Dress
MAX STUDIO

Bubble Sleeve Mini Dress

$24.99Current Price $24.99
(85% off)85% off.
$168.00Comparable value $168.00
(13)
Cotton Eyelet Sleeveless Shirtdress (Plus)
Universal Standard

Cotton Eyelet Sleeveless Shirtdress (Plus)

$67.87Current Price $67.87
(72% off)72% off.
$248.00Comparable value $248.00
New Markdown
(3)
Floral Cap Sleeve Tiered Maxi Dress (Petite)
New
London Times

Floral Cap Sleeve Tiered Maxi Dress (Petite)

$54.97Current Price $54.97
(54% off)54% off.
$120.00Comparable value $120.00
Front Tie Puff Sleeve Minidress
Blu Pepper

Front Tie Puff Sleeve Minidress

$39.97Current Price $39.97
(49% off)49% off.
$79.00Comparable value $79.00
(3)
Safari Drop Shoulder Midi Dress
New
London Times

Safari Drop Shoulder Midi Dress

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
Linen Shift Minidress
Madewell

Linen Shift Minidress

$69.97Current Price $69.97
(28% off)28% off.
$98.00Comparable value $98.00
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