Vacation Matching Sets
Dreaming of sun-soaked beaches and endless summer vibes? Dive into our collection of vacation matching sets that are ready to jet-set with you! These effortlessly chic combos are your ticket to turning heads from the airport lounge to sunset cocktails. Whether you're planning a tropical escape or a stylish city break, these sets have got you covered in all the right ways. Pack your bags, grab your sunnies, and get ready to slay every step of your getaway with confidence and flair. Because let's be real—every Windsor girl knows that the best adventures start with the perfect outfit.
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RECOMMENDED
$36.90
An ivory floral print maxi skirt with a high-rise waist and flowy knit fabric.
$24.90
An airy orange crop top with a sweetheart neckline and charming open back bow design.
$29.90
An airy orange woven midi skirt with a high slit, tie detail, and flowy slim-fit silhouette.
$6.97 $26.90 74% off
A stylish black and white geometric halter crop top with an O-ring bust and spaghetti strap tie.
$33.90
A chic brown strapless midi dress with a bodycon silhouette in soft, stretchy rib knit fabric.
$29.90
A pink lace crop top featuring sheer fitted long sleeves and a square neckline.
$22.90
A natural crochet crop top featuring a halter neckline and spaghetti strap tie for vacation style.
$34.90
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$6.97 $18.90 63% off
A red smocked knit crop top with a sweetheart neckline and tie-front detail for effortless style.
$39.90
An ivory floral maxi skirt with a high-rise waist and flattering bodycon fit in mesh fabric.
$9.97 $36.90 73% off
A mauve high-rise denim skort with zipper detailing and pleated hem, perfect for any occasion.
$29.90
A pink floral mesh bustier with a strapless neckline and fitted crop hem for a flirty look.
$54.90
A tan floral tapestry cropped jacket with a collared neckline, button-down front, and dual pockets.
$26.90
A natural-colored crochet tube top featuring a wavy striped pattern and a keyhole cutout.
$6.97 $22.90 70% off
A brown strapless tube crop top with a smocked back and cinched front for a flirty look.
$29.90
A floral ivory skort with a ruffled tiered silhouette and high-rise smocked waistband.
$34.90
A comfy grey knit mid-rise flare pants with a hip-hugging fit and stretchy ribbed fabric.
$26.90
A pink high-rise lace mini skirt featuring adjustable side ties and a ruffled hem.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$19.90
An ivory floral print crop top in stretchy knit fabric with a bold, chic strapless design.
$44.90
A natural knit midi skirt featuring a wavy striped pattern and a high center back slit.
$9.97 $22.90 56% off
A black and white tropical tie front crop top with fluttery sleeves and lined knit fabric.
$39.90
A pink floral jacquard mesh maxi skirt with a high-rise waist and flowy draped hem.
$29.90
An ivory mesh top with a flocked velvet floral pattern, tie-front, and bell sleeves.
$36.90
An ivory floral corset top with glitter dots, sweetheart neckline, and adjustable spaghetti straps.
$24.90
A rust-colored knit tube top featuring a cutout design and beaded accents for vacation or prom.
$36.90
A chic ivory mesh maxi skirt featuring a flocked floral pattern and high-rise lace-trimmed waist.
$36.90
A black polka dot halter crop top with lace trim and padded bra cups for stylish outings.
$34.90
A sheer mesh maxi skirt in brown with an abstract zebra print and mid-rise waist.
$36.90
A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.
$9.97 $16.90 41% off
A stylish black mini skirt featuring a high rise waist and bodycon fit in textured knit fabric.
$29.90
A brown floral mesh crop top featuring sheer peasant sleeves and a flirty tie-front design.
$39.90
An ivory floral mini skirt with glitter dots, ruffle trim, and a high-waist smocked style.
$29.90
A comfy grey zip-up crop jacket with stretchy rib knit fabric and a fitted crop hem.
$6.97 $32.90 79% off
A multi-colored leopard print crop top with lined mesh fabric and an asymmetrical hem.
$39.90
A pink floral jacquard mesh corset top with flexible boning and a form-hugging fit.
$19.90
A chic green ribbed knit tank top with a sleeveless square neckline and cropped hem.
$29.90
A pair of rust-colored knit wide-leg pants with a mid-rise waist and flared hem.
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Windsor Beautifully Beaded Mesh Crop Top in Natural | Size: XS | Mesh Fabric/Sheer Mesh Fabric Free Shipping on All Orders Over $75.
Embrace sultry charm and chic style with this ruched corset crop top. The flattering off-the-shoulder neckline exudes elegance, while the gathered hook and eye bodice accentuate your hourglass figure. Its cropped length offers a fresh, modern edge—perfect with high-waisted denim or skirts. The tie sleeves introduce a playful touch to this versatile top, ideal for amplifying a night-out ensemble or a casual brunch look with friends. Fit & FeaturesOff-the-shoulder neckline, ruched short sleeves, Sweetheart bust with lace trim, Padded cups, built-in non-slip strip , Hidden front hook-eye closures, Cropped hem, Lined mesh fabric, minimal stretch, Runs true to size , Free Shipping on All Orders Over $75. | Windsor Hooked In Ruched Crop Top in Beige | Size: S | Mesh Fabric/Mesh Fabric
Bring the heat in this fab crop top! It features a round neckline, long sleeves, and a cropped hem. The all-over heat stones give this top all the dazzling shine you need! The crop top is composed of a sheer unlined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with a high waist mini skirt and heels for a stunning night out look. Fit & FeaturesCrew neckline, Long fitted sleeves, Heat stones, Cropped hem, Unlined mesh fabric, Form-hugging fit, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Feel The Heat Stone Crop Top in Black | Size: S | Mesh Fabric/Mesh Fabric
Windsor Casual Must-Have Crew Neck Crop Top in Ivory | Size: S Free Shipping on All Orders Over $75.
Take the plunge and dare to show skin in this sleeveless halter crop top for a night out! Featuring a halter cowl neckline with bar trim, an open back, and a stylish crop hem, this top is perfect for standing out and making a statement. Complete the look in sleek faux leather pants. Fit & FeaturesSlinky knit fabric, plenty of stretch, Bar trim, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Take The Plunge Sleeveless Halter Crop Top in Light Blue | Size: L | Leather/Knit Fabric
Fit & FeaturesSmooth knit fabrication, Asymmetrical one-shoulder neckline, Long sleeves, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Factor Asymmetrical Long Sleeve Crop Top in Ivory | Size: S | Knit Fabric
Everyone will want your style secrets after seeing you in this glitzy rhinestone crop top! It features a crew neckline, long fitted sleeves, a fitted cropped hem, and is composed of a sultry sheer fishnet fabric with all-over mini rhinestone embellishments. Style over a lacy bralette with faux leather pants for a night out. Fit & FeaturesCrew neckline, Long fitted sleeves, Fitted cropped hem, Sheer fishnet fabric, Mini rhinestone embellishments, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glitzy Muse Rhinestone Fishnet Crop Top in White | Size: M | Leather/Rhinestone
You'll be easy and breezy in this strapless lace crop top perfect for concerts or festivals! This flirty top features a strapless neckline, a front slit with a drawstring tie, and an asymmetrical cropped hem on lace-lined fabric. Complete the look in a denim mini skirt. Fit & FeaturesLace fabric lined with stretchy knit, Strapless neckline, Front slit, drawstring tie, Asymmetrical cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sheer Charm Strapless Lace Crop Top in Black | Size: S | Lace Fabric
Give off edgy glam girl energy in this sultry rhinestone fishnet top! It features a crew neckline, long fitted sleeves, a fitted, cropped hem, and all-over mini rhinestone embellishments for an alluring shine. The sheer fishnet fabric offers a moderate stretch. Style over a bralette with faux leather shorts for festival season! Fit & FeaturesCrew neckline, Long fitted sleeves, Fitted, cropped hem, Mini rhinestone embellishments, Sheer fishnet fabric, Moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Edgy Glam Girl Rhinestone Fishnet Top in Black | Size: M | Leather/Rhinestone
You'll be such a trendy cutie in this lace-up ribbed smooth knit crop top! Made with the iconic ribbed smooth knit fabric, it offers plenty of stretch for ultra-comfortable wear. The top features a crew neckline, short sleeves, an open lower back with a lace-up strappy design to add some allure, and a cropped hem with a form-hugging fit for a snatched look. Style with a denim skirt and lace-up heels! Fit & FeaturesRibbed smooth knit fabric, plenty of stretch, Crew neckline, Short sleeves, Open lower back, lace-up straps, tie closure, Cropped, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendy Cutie Lace-Up Ribbed Smooth Knit Crop Top in Black | Size: S | Knit Fabric
Vacation Matching Sets
Oh, honey! Picture this: you're scrolling through your feed, and there it is—the perfect vacay pic. Sun-kissed beaches, crystal clear waters, and there you are, front and center, slaying in one of those absolutely to-die-for vacation matching sets. Whether you're jet-setting to a tropical paradise or planning a chic city escape, nothing says "I'm here to rock this holiday" quite like a coordinated ensemble that screams both comfort and style. Think breezy fabrics that dance with the wind and prints that make the sunset jealous—yes, girl, we're talking about turning heads and breaking hearts!
Now, let's get into the nitty-gritty of why these matching sets are your next vacay essential. First off, they are the ultimate suitcase superstar. Why fuss over mixing and matching when you can have pre-coordinated perfection at your fingertips? From flirty crop tops paired with swishy skirts to elegant shorts and blazer combos, these sets come in all styles to suit your mood and the occasion. Imagine slipping into a flowy, floral number for a beachfront dinner or rocking a bold, striped set for a day exploring the vibrant streets of your holiday destination. Plus, they are incredibly flattering—designed to highlight all the right curves and angles, making you feel like the queen you are.
But wait, there's more! Vacation isn’t just about the destinations; it’s about the memories you make and the photos that last a lifetime. A matching set not only looks stunning, it also tells a story of carefree adventure and fashion-forward thinking. It’s the outfit that sees you through laughter-filled dinners, spontaneous dancing under the stars, and those quiet moments of reflection by the sea. And when someone special is tagging along, what better way to gift them than with a matching set that says, "Let's make memories together"? Perfect for couples, besties, or family trips, these sets let you coordinate without going overboard, keeping everyone Instagram-ready at all times.
And if you're already picturing yourself in a matching set but want to switch things up a bit, why not check out our fabulous collection of Vacation Jumpsuits? Just as chic and just as fun, they are another great way to make a style statement on your next getaway. So, whether it’s sipping margaritas by the shore or exploring ancient ruins, remember that the right outfit can take your vacation vibe to a whole new level of fabulous. Pack up, glam up, and get ready to own every moment with confidence and style. Because girl, you deserve nothing less!