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.
$32.90
An abstract animal print burgundy mini skort featuring tiered ruffles, sheer mesh, and hidden knit shorts.
$34.90
A pair of ivory knit wide-leg pants featuring a tropical print, high-rise waist, and relaxed fit.
$22.90
A brown cowl neck crop top crafted from double-lined, stretchy knit fabric with adjustable spaghetti straps.
$42.90
A black bouclé lurex mini skort featuring a sparkly woven texture, gold buttons, and a ruffle hem.
$36.90
A light blue floral mesh maxi skirt featuring a high-rise waist, ruching, and a high-cut side slit.
$32.90
A sleek olive maxi skirt crafted from double-lined, stretchy knit fabric with a flattering bodycon silhouette.
$32.90
A grey mesh mini skirt featuring rhinestone floral embellishments and an abstract print for modern shine.
$29.90
A light blue floral mesh halter top featuring a plunging V-neckline, tie-back straps, and open back.
$32.90
An ivory crochet bralette top featuring a plunging V-neck, scalloped trim, and open tie-back design.
$24.90
An olive green crop tank top crafted from double-lined, slinky knit fabric with a square neckline.
$39.90
A rust-colored knit maxi skirt featuring bold leopard and snake prints with an O-ring waist accent.
$29.90
A chartreuse ribbed knit crop jacket featuring a zip-up front, mock neckline, and fitted long sleeves.
$36.90
A banana yellow floral knit maxi skirt with a fluid drape, curve-hugging fit, and flared hem.
$29.90
A black mesh-lined hot short featuring a low-rise waist and playful ruffled detailing for a flirty look.
$29.90
A grey mesh halter top featuring rhinestone floral embellishments and an abstract print for modern shine.
$24.90
A sheer mesh zebra print crop top with a crew neckline and short sleeves for bold style.
$25.90
A rust-colored knit bikini bottom featuring cheeky coverage, adjustable beaded side ties, and a low-rise waist.
$34.90
A black pinstripe knit vest featuring a V-neckline, button-up front, and cropped hem for chic style.
$36.90
A rust-colored mesh maxi skirt featuring an abstract animal print, high-rise waist, and back slit.
$28.90
A rust-colored knit bikini top featuring a ruched bust, charm detail, and adjustable straps for support.
$25.90
A multicolor crochet knit swim short featuring a wavy texture and low-rise waist for a flirty vibe.
$29.90
An ivory mesh top with a flocked floral pattern, tie-front, and elegant bell sleeves.
$24.90
A sleek rust bikini bottom featuring a high-hip silhouette, scrunch back seam, and smooth stretch fabric.
$34.90
A multi-color abstract print mesh maxi skirt featuring sheer fabric, mini lining, and a form-hugging fit.
$25.90
A sleek pink bikini bottom with a high V-cut design, perfect for stylish, sun-soaked days.
$34.90
A pink mesh maxi skirt featuring an abstract floral print, ruched detailing, and a form-hugging silhouette.
$29.90
A rust mesh halter top featuring an abstract animal print, plunging cowl neckline, and open back.
$25.90
A taupe knit bikini bottom adorned with shimmering paillette sequins and adjustable tie-side closures.
$25.90
A multi-color abstract print bikini top featuring center beaded accents and adjustable tie-back straps.
$26.90
A rust knit halter top featuring a draped cowl neckline, O-ring accents, and bold animal print.
$29.90
A rust-colored, high-stretch snake print tank featuring a plunging V-neckline and beaded strappy back.
$39.90
A charcoal faux leather vest featuring a double zip-front, studded trim, and a form-hugging fit.
$26.90
A burgundy knit mini skort featuring tiered ruffles, a mid-rise waist, and fitted shorts underneath.
$24.90
An ivory knit mini skirt with a flocked shell pattern and adjustable drawstring sides with seashell trims.
$32.90
A taupe cropped tank top featuring sheer floral lace, knit lining, and a heart-accented back strap.
$27.90
A brown mesh tube top featuring a bold butterfly print, brushed knit lining, and dainty eyelet trim.
$39.90
A light blue mesh crop top featuring shimmering sequins and a strappy lace-up open back.
$25.90
A rust-colored triangle bikini top in smooth stretch fabric with abstract metal trim and adjustable ties.
$26.90
A vibrant orange halter bikini top crafted from smooth, stretchy swim fabric with adjustable string ties.
$36.90
A black polka dot halter crop top with lace trim and padded bra cups for stylish outings.
$36.90
A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.
$26.90
A pink bandeau halter bikini top featuring a sleek knit-lined fabric and trendy metal hoop accent.
$22.90
A lightweight chartreuse cotton bra top with a sleeveless V-neckline, adjustable straps, and smocked back.
$25.90
A blue gingham triangle bikini top featuring adjustable spaghetti straps and a comfortable lined fabric.
$49.90
A brown floral maxi dress featuring a halter neckline, front cutout, open back, and high slit.
$32.90
A rust knit crop top featuring a square halter neckline and a beaded lace-up back detail.
$24.90
A blue gingham bikini bottom featuring a cheeky fit, lined fabric, and adjustable side ties.
$39.90
A multi-colored mesh maxi skirt featuring a butterfly print, high-cut front slit, and asymmetric hem.
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Windsor Essential Long Sleeve Crew Top in White-2 | Size: M | Knit Fabric Free Shipping on All Orders Over $75.
Shop Matching Bottoms: Delicate Flair Floral Lace Flared PantsFit & FeaturesUnlined floral lace fabrication, V-neckline, lined cups, Tie-front, Long sleeves, Ruffles, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Delicate Flair Floral Lace Tie-Front Top in Black | Size: L | Lace Fabric
Romantic, but make it confident. This lace long sleeve top plays with sheer detail and a tie neck moment that feels dressed up without trying too hard—perfect for nights out or styled-down layers. Fit & FeaturesLace fabric with stretch, partially lined, Mock neckline with tie-front detail, Long bell sleeves, Cutout bust design, Cropped length, Fitted silhouette, Free Shipping on All Orders Over $75. | Windsor Polished Temptation Lace Long Sleeve Tie Top in Burgundy | Size: XS | Lace Fabric
This top knows exactly how to play it cool while still pulling focus. The sheer lace, deep neckline, and cropped fit make it the kind of piece that elevates even your most effortless plans. Fit & FeaturesPlunging V-neckline with lace trim, Long sleeves with sheer lace construction, Fitted bodice with cropped hem, Open back detail, Scalloped lace edging, Crop fitted hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet But Dangerous Lace Long Sleeve Top in Black | Size: S | Sheer Lace Fabric
Simple, sleek, and just the right amount of bold. This twist front top hugs your shape with a soft stretch feel and deep neckline that knows how to make an entrance—day or night. Fit & FeaturesSmooth stretch knit fabric, Deep V-neckline, fitted long sleeves, Front twist knot detail, Fitted crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Twist the Plot Long Sleeve Top in Green | Size: S | Knit Fabric
Chic, daring, and fully ready for your next night out. The sheer lace, sculpted fit, and bold keyhole cutout handle the drama so you can just show up and own the vibe. Fit & FeaturesSheer floral lace fabric with lined bodice, Asymmetrical mock neckline with front keyhole cutout, Sheer long sleeves with flared cuffs, Mid-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Daring Allure Lace Long Sleeve Top in Black | Size: S | Lace Fabric/Sheer Lace Fabric
The kind of top that changes the whole plan. This abstract flyaway long sleeve top features a twisted front that draws the eye in, with sheer mesh that styles effortlessly for day or night plans. Fit & Features:Mesh-lined fabric, moderate stretch, Abstract print design, V-neckline, Twist-front detail, Flyaway hem, Sheer long sleeves, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Twist of Fate Abstract Flyaway Long Sleeve Top | Size: S | Sheer Mesh Fabric
Soft, sultry, and just the right amount of daring. This lace tie-front top brings that effortless mix of romance and edge—perfect for date night or your next out-all-night look. Fit & FeaturesSheer lace fabric, moderate stretch, Plunging neckline, lined bust, Tie-front design, front ruffled hem, Long fitted sleeves, Mid-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sultry Chic Lace Tie-Front Top in Wine | Size: L | Lace Fabric/Sheer Lace Fabric
Sweet in the front, stunning in the back. This twist open-back top turns a simple long sleeve into a total jaw-drop moment—sleek, stretchy, and made for double takes. Fit & FeaturesKnit fabric, high stretch, Crew neckline, Long fitted sleeves, Top twist-back design, Open back, Mid-length hem, form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Twisted Style Open Back Long Sleeve Top in White | Size: XS
Quietly bold with just enough drama—this top does the talking before you do. A studded cutout moment that hugs your shape and slips effortlessly into nights out, styled down denim days, or layered looks that feel intentional. Fit & FeaturesKnit fabric with high stretch, Long fitted sleeves, Front double cutout detail, Studded embellishments at the neckline, Mid-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor All Eyes On You Studded Cutout Long Sleeve Top in Black | Size: S