Vacation Dresses For Curvy Women
Vacation dresses for curvy women are all about turning every getaway into your personal runway. Whether you’re jet-setting to a dreamy destination or just living your best life poolside, these looks are designed to keep you feeling confident, comfy, and totally unstoppable. Slip into something fabulous, show off those curves, and let your vacation vibe do all the talking—because babe, you’re the main character wherever you go.
$36.90
A denim satin mini dress with a ruched wrap silhouette and spaghetti straps for a chic look.
$19.97 $29.90 33% off
A strapless black floral maxi dress with a front slit and comfortable stretchy knit fabric.
$44.90
A playful ivory knit mini dress with long sleeves, cutout details, and a bodycon fit.
$35.90
A natural-colored sleeveless mini dress in stretchy knit with a faux wrap-front and tie detail.
$39.90
A vibrant yellow rib knit midi dress featuring a halter V-neckline, bodycon fit, and back slit.
$49.90
A rust knit bodycon mini dress featuring a strapless sweetheart neckline with hoop and stone cutout accents.
$19.97 $34.90 43% off
A strapless white bodycon mini dress with a bold floral print and sheer mesh overlay.
$19.97 $42.90 53% off
A tropical floral print maxi dress featuring a plunging halter neckline and ruched side seams.
$19.97 $35.90 44% off
A strapless ivory ribbed knit midi dress with asymmetric seams and a form-hugging silhouette.
$28 $39.90 30% off
A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.
$44.90
A black floral skater dress with a corset bodice and bubble hem for a flattering silhouette.
$49.90
An ivory mesh midi dress with a dainty floral print, ruched seams, and a draped cowl neckline.
$59.90
An ivory A-line maxi dress with gauze fabric, sheer lace insets, and a faux leather belt.
$44.90
A rust-colored one-shoulder maxi dress with a tropical print, side cutout, and high slit.
$9.97 $46.90 79% off
A taupe bodycon mini dress with a flocked velvet floral pattern and chic cold-shoulder design.
$44.90
A light blue lace midi dress featuring a low-cut back, square neckline, and form-hugging silhouette.
$49.90
An A-line midi dress in natural woven fabric with a smocked bodice, pleats, and hidden pockets.
$49.90
A natural knit halter mini dress with a bodycon silhouette and unique texture for beach strolls.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.
$22.97 $49.90 54% off
A pink floral mesh maxi dress with a mermaid silhouette and adjustable spaghetti straps.
$42.90
A sultry red halter midi dress with a V-neckline, open back, and side slit.
$42.90
A taupe tropical print maxi dress featuring mesh fabric, a one-shoulder neckline, and chic O-ring detail.
$44.90
A mauve floral mesh mini dress with a cold-shoulder design and ruched bodycon silhouette.
$34.90
A light blue floral mesh maxi dress featuring a strapless neckline and curve-hugging, elegant silhouette.
$52.90
An orange floral mesh maxi dress featuring a V-neckline, spaghetti straps, and bold ruffled hem.
$49.90
A pink gauze maxi dress featuring a smocked waist, high front slit, and flowy A-line silhouette.
$44.90
A chartreuse halter mini dress with a knotted bust accent and flattering bodycon fit.
$42.90
A blue floral mesh-lined midi dress featuring a twist halter neckline and curve-hugging bodycon silhouette.
$44.90
A black tropical-print knit maxi dress featuring a sweetheart neckline, cutout bodice, and high side slit.
$36.90
A green sleeveless midi dress in stretchy knit with a square neckline and flared hem for elegance.
$44.90
A black tropical palm print maxi dress featuring a crisscross halter neckline and a front slit.
$39.90
A sage knit maxi dress featuring a sweetheart neckline, buckle accent, cutout bodice, and high side slit.
$25.90
A yellow knit bodycon mini dress featuring a scoop neckline, rose accent, and flirty ruffled hem.
$44.90
An ivory floral chiffon mini dress featuring a corset bodice, lace-up back, and flattering A-line silhouette.
$39.90
A red striped knit midi dress featuring a strapless neckline, cutout bodice, and bodycon silhouette.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$38.90
A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.
$19.97 $34.90 43% off
A sultry fuchsia mini dress with ruched detailing and a curve-hugging, stretchy knit silhouette.
$69.90
A black lace mesh formal dress with a plunge neckline, high slit, and adjustable straps.
$69.90
A lavender mesh off-the-shoulder dress with ruched seams and a mermaid silhouette for formal events.
$20.97 $45.90 54% off
A royal blue satin skater dress with detachable rhinestone straps and a flattering fit-and-flare silhouette.
$39.90
A navy blue knit mini dress featuring a V-neck, spaghetti straps, padded bust, and ruched sides.
$99.90
A light blue floral jacquard skater dress featuring a corset bodice, metallic threading, and hidden pockets.
$44.90
A blue glitter knit mini dress featuring a pleated cowl neckline, faux wrap front, and bodycon fit.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$23.97 $52.90 55% off
A black floral mesh midi dress with a sweetheart neckline, ruching, and a flirty side slit.
$46.90
A sultry brown maxi dress featuring a twist plunge V-neckline, cutout bodice, and ruffled slit.

Now Trending
Vacation Dresses For Curvy Women
When it’s time to pack for your next getaway, curvy girls know the magic is in finding vacation dresses that do the most—effortless style, curve-loving fits, and that little spark of confidence that makes every trip one for the memory books. Whether you’re jetting off to a tropical paradise, planning a dreamy staycation, or just living for those spontaneous road trips, the right vacation dress is your best friend. Think flowy silhouettes that catch the breeze just right, wrap styles that hug you in all the right places, and playful prints that pop in every photo. The Windsor girl knows it’s not just about looking cute (though, let’s be real, that’s a must), it’s about feeling unstoppable—whether you’re sipping mocktails by the pool, exploring hidden city gems, or dancing under the stars. Shopping for windsor vacation dresses is all about saying yes to fun, freedom, and that main character energy. And if you’re treating your bestie, your sister, or even your mom to a surprise getaway or a thoughtful gift, a vacation dress is a total win—because who doesn’t want a piece that’s as versatile as it is flattering?
When you’re curvy, it’s all about embracing your shape and choosing pieces that celebrate every inch of you. Lightweight fabrics that move with you, adjustable straps for that just-right fit, and smocked or ruched details that highlight your waist without holding you back—these are the little details that matter. Maxi dresses are the ultimate go-to for easy glam, but don’t sleep on midi and mini styles that let you show off those legs when the vibe is right. And let’s talk about color: bold hues and playful patterns are your ticket to standing out, while soft pastels and classic neutrals never go out of style. The best part? Windsor vacation dresses are designed to be as fearless as you are, ready to take on every adventure with you. Slip one on for brunch by the beach, layer it up for a night out, or toss it over your swimsuit for an instant poolside upgrade. No matter where you’re headed, you’ll have that “I woke up like this” energy—and trust, your IG feed will thank you.
For the babes who want a little extra inspo, or if you’re just in the mood to treat yourself, check out the full lineup of Women's Vacation Dresses to find your new travel ride-or-die. Every dress is picked with your curves in mind, so you can shop with confidence, knowing you’ll find something that fits your vibe and your figure. Whether you’re shopping for yourself or picking up a gift for the girl who’s always down for an adventure, these vacation dresses are the ultimate way to say “you’re that girl.” So go ahead, pack your bags, grab your sunnies, and get ready to turn every trip into a main character moment—because with the perfect vacation dress, you’re not just going places, you’re making memories that last long after the trip is over.