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Shop These Cute Vacation Staycation Outfits + Accessories

Let’s face it—whether you’re sipping margaritas by the beach or lounging with iced coffee on your balcony, you deserve to look fabulous. And guess what? You don’t need a passport to rock your best vacation staycation outfits. Whether you’re jet-setting or just jumping on the couch with a rom-com and face mask, we’ve rounded up some cute, comfy, and totally shoppable looks to keep your style game strong.

Welcome to your one-stop style guide for vacation staycation outfits—with must-have shoes, bags, and a sprinkle of fun along the way!

🌴 Vacation vs. Staycation: Dress Code 101

When it comes to vacation staycation outfits, the key is versatility. You want pieces that say, “I could be in Bali, but I’m actually at Brenda’s backyard barbecue.” Think flowy fabrics, bright prints, and accessories that can dress an outfit up or down depending on the vibe—and location.

No gate agents or carry-on struggles required.

👗 Outfit #1: The Easy-Breezy Maxi Dress Look

Nothing screams vacation (or stylish staycation) like a flowy maxi dress. It’s forgiving, flattering, and fantastic for both tropical islands and impromptu grocery store runs.

Pair It With:

  • Strappy flat sandals – Comfy but cute, ideal for sandy toes or sidewalk strolls.
  • Woven crossbody bag – For beach vibes or mimosa brunches.
  • Oversized sunglasses – Because drama is a must, even at home.

Why it works: It’s effortlessly chic, breathable, and fits right into any “vacay state of mind.”

🩳 Outfit #2: Staycation-Ready Shorts & Statement Tee

Shorts aren’t just for summer camp anymore. Grab a high-waisted pair and pair them with a statement tee (bonus if it has a sassy saying like “Out of Office, Kinda”).

Add These:

  • Platform sneakers – Elevate your look without sacrificing comfort.
  • Mini backpack or fanny pack – Yes, they’re back. Yes, we love them.
  • Chunky hoop earrings – To say, “I’m just staying in, but I could be clubbing.”

Staycation tip: Great for picnics in the yard, a casual coffee date, or strutting through your living room like it’s Fashion Week.

👙 Outfit #3: Swimsuit + Cover-Up Combo

Even if your “pool” is a kiddie inflatable in the backyard, a cute swimsuit and cover-up combo is a vibe. This is your moment.

Don’t Forget:

  • Slide sandals – Easy on, easy off, super stylish.
  • Straw tote bag – To hold SPF, snacks, and your air of mystery.
  • Wide-brim hat – Keeps you cool and Insta-ready.

Fashion hack: Swimsuits double as bodysuits—throw on jeans or a skirt and voilà! Vacation staycation outfit unlocked.

👖 Outfit #4: Lounge Luxe

Say hello to the queen of staycation looks: loungewear that doesn’t look like you gave up on life. Matching sets are having a moment, and you need one.

Complete the Look:

  • Fluffy slides – For serious lounging and major style points.
  • Dainty gold jewelry – Add instant polish with layered necklaces.
  • Tote bag with a fun quote – Even if it only carries snacks and sarcasm.

Pro tip: Choose fabrics like linen or jersey that breathe—just because you’re comfy doesn’t mean you can’t serve lewks.

👜 Must-Have Accessories to Elevate Every Look

Here’s where the magic happens. The right accessories turn a simple outfit into a full-on vacation staycation outfit masterpiece.

Top Picks:

  • Colorful headscarves – Beachy and boho, perfect for bad hair days.
  • Statement sunglasses – Cat-eye, oversized, or colorful frames.
  • Stackable bangles or beaded bracelets – For that effortless traveler look.

Whether you’re off to the coast or coasting through the weekend, these little extras bring the full fantasy to life.

Disclaimer: This article contains affiliate links. If you click on one and make a purchase, I may earn a small commission at no extra cost to you. This helps support my blog and allows me to continue sharing fun fashion finds and style inspiration with you. Thank you for your support!

🛍️ Everything is Shoppable—Yes, Even From Your Couch

We’ve made it easy for you to turn inspiration into action. Each of these vacation staycation outfits and accessories is shoppable right from this article. Just click, add to cart, and start planning your next fashion moment—be it at a resort or on the couch.

So go ahead—treat yourself. Because you deserve to dress like your life is a Pinterest board, even if your most exotic trip today is to the kitchen.

Hello, iconic arm candy! This Lacoste tote is large enough to carry your SPF, snacks, emergency sunglasses, and—let’s be honest—your entire personality. With its sleek design and sporty flair, it’s the bag your Vacation Staycation Outfits have been dreaming of. Whether you’re strutting through a resort or making a dramatic grocery run in flip-flops, this bag completes the vibe. Add it to your lineup of Vacation Staycation Outfits and thank us later (preferably from somewhere with a cocktail in hand).

Can a bikini top make you feel like a beachside bombshell and a fashion editor? The Andy Top says yes. With its sassy cut and stylish colorways, this piece was born to headline your Vacation Staycation Outfits. Pair it with shorts, a sarong, or wear it under an oversized linen shirt—you’ll look ready to hop on a yacht or into a Zoom call (camera off, fashion fully on). Either way, it’s a yes from us and your Vacation Staycation Outfits.

They had us at “easy mini.” This shirt dress is the grown-up version of throwing on your boyfriend’s tee—only way more chic. It’s an effortless staple that screams style while whispering, “Yes, I’m comfy too.” Wear it as a solo stunner or layer it with a belt and accessories for one of the easiest, breeziest Vacation Staycation Outfits out there. If your closet had a hall of fame, this would be inducted instantly.

The terry cloth dress is back, baby—and it’s here to upgrade your Vacation Staycation Outfits with serious retro energy. It’s like wearing a hug, only more fashionable and socially acceptable in public. Lounge by the pool? Done. Run to grab iced coffee? Still flawless. Your Vacation Staycation Outfits collection just found its softest MVP.

This isn’t just a bag—it’s an attitude. With its structured style and just-right size, the Izzy Tote is perfect for keeping your essentials close and your look polished. Slide it into your rotation of Vacation Staycation Outfits and you’ll never feel under-accessorized again. From beach towels to lip gloss, it holds everything your aesthetic (and emotional support items) require.

Shorts, but make them chic. These Lacoste sweatshorts say “I care about fashion and naps equally.” They pair perfectly with crop tops, oversized tees, or a bralette for an at-home runway moment. If your Vacation Staycation Outfits could talk, they’d be begging to be friends with these shorts. Comfort? Check. Style? Double check.

Nothing screams “I’m on a break from my responsibilities” quite like a pareo. This Maaji piece turns every basic outfit into an exotic getaway look. Wrap it, tie it, toss it over your shoulder like a fashion cape—it’s your new favorite multitasker. Your Vacation Staycation Outfits are already writing you a thank-you note.

When your Vacation Staycation Outfits need to go from “lounging queen” to “resort royalty,” these linen pants deliver. Floaty, breathable, and fabulously pleated, they practically scream, “Yes, I brunch!” Whether you’re strolling along the coast or sauntering to your living room with mimosa in hand, these pants say, “I came to slay… softly.” Your Vacation Staycation Outfits are leveling up in major style.

Spoiler alert: the name isn’t lying. These “Getaway Shorts” are basically a first-class ticket to comfy-cute paradise. With a relaxed fit and flattering silhouette, they’re everything your Vacation Staycation Outfits need when your vibe is “casual, but camera-ready.” Whether you’re off to the lake house or lounging like royalty at home, these shorts bring effortless charm to every scene.

Sassy meets sporty in these ultra-cool Sorel sandals. Designed for walking, strutting, and spontaneous photoshoots, they add just the right edge to your Vacation Staycation Outfits. The chunky sole says, “I hike… if the trail leads to iced lattes,” and honestly, same. Whether you’re sidewalk-strolling or couch-bound, these sandals bring that bold energy your outfits deserve.

The Laika Heels are here to turn your Vacation Staycation Outfits into full-on fashion moments. Perfect for that rooftop dinner or just clicking around your house like it’s a runway, these heels are sophisticated without trying too hard. Slide into them and suddenly, you’re the main character—just don’t forget your oversized sunglasses and dramatic exit.

This Vince skirt has the “glide like a goddess” factor built-in. It’s flirty, floaty, and perfect for twirling into any vacation vibe—or pirouetting toward your fridge. Whether styled with a tank, tee, or bikini top, this skirt is a scene-stealer in the best way. Your Vacation Staycation Outfits just got a glamorous upgrade that says, “Oh this? I just threw it on.”

One word: obsessed. The Cabo Linen Dress from STAUD is what Vacation Staycation Outfits are made of—breezy, stylish, and seriously chic. Wear it with sandals for a beachy look or throw on bold earrings for an at-home date night. Warning: you will be tempted to book a trip after trying it on. It’s that kind of vibe.

Calling all poolside posers and bubble bath divas—this one-piece is your new ride-or-die. With delicate ruffles and flirty floral eyelets, it’s the swimsuit your Vacation Staycation Outfits have been waiting for. Equal parts classy and cute, it’s perfect for making waves (literally and figuratively). It’s giving “fashion icon goes swimming.”

Comfort meets cuteness in these Cole Haan sandals that you’ll wear with everything. Whether you’re dressing up your Vacation Staycation Outfits or running errands like a glam goddess, these flats deliver A+ style without sacrificing sole support. Slip into them and get ready to conquer the world—or at least your patio.

Minimalist, modern, and magically hands-free, this Madewell sling bag is the MVP of Vacation Staycation Outfits. It holds your phone, lip balm, and maybe a snack (we don’t judge). Whether you’re sightseeing or sofa-surfing, this crossbody adds instant cool-girl points. Bonus: it pairs with literally everything.

Cue the oohs and ahhs—this Asher bag is basically your stylish sidekick. With textured elegance and just the right size, it fits seamlessly into your Vacation Staycation Outfits whether you’re headed to brunch or browsing markets (online counts). Warning: it may cause extreme outfit envy.

This long Maaji dress is giving “boho goddess meets vacation queen.” Flowy, flattering, and fun, it’s a must for your Vacation Staycation Outfits lineup. Wear it barefoot on the beach or with strappy sandals for backyard glamour. Either way, it’s a “where’d you get that?” moment waiting to happen.

Hello, cuteness overload! This Maaji mini is flirty, fabulous, and perfect for twirling through both beach towns and living rooms. The bright print adds instant fun to your Vacation Staycation Outfits, and the flattering fit makes it a go-to for easy-breezy style. Warning: spontaneous dance parties may occur.

The Trinity Skirt brings movement, drama, and a touch of sass to your Vacation Staycation Outfits. High-waisted and high-impact, this piece says, “I came to slay,” whether you’re on a terrace in Tulum or making your hallway your runway. It’s feminine, flirty, and full of fashion energy.

📣 Ready to Rock Your Favorite Vacation Staycation Outfits?

Whether you’re flying first class or first couch, there’s no excuse not to look fabulous. Shop your favorite looks now and turn every day into a fashion-forward getaway. Your closet (and Instagram) will thank you.

Life’s too short for boring outfits—even at home.

❓ FAQ: Vacation Staycation Outfit Edition

Q1: What should I wear for a summer staycation?

Go for breathable fabrics like cotton or linen, matching sets, casual shorts, and breezy dresses. Add fun accessories like sandals and sunglasses to complete the look.

Q2: How can I make a vacation outfit look stylish yet comfy?

Opt for flowy silhouettes, choose soft fabrics, and pair basics with statement accessories. Comfy shoes + bold bags = instant upgrade.

Q3: Can I wear swimwear as part of an outfit?

Absolutely! Style your one-piece like a bodysuit or layer a bikini top under a sheer blouse. Add high-waisted shorts or a skirt to complete the ensemble.

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