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Vacay Resort Wear | Dresses, Jumpsuits, Caftans and Tops

Vacay beautifully designs resort wear for smart travel to make packing for your next vacation a breeze. Every Vacay item must earn its place in your suitcase by offering multiple ways to wear and wrinkle resistant fabrications. Everything is designed and manufactured lovingly in San Francisco. You will love it!
Vacay Perfect Blue 2-Piece Dress Vacay Perfect Blue 2-Piece Dress Quick View

Vacay Perfect Blue 2-Piece Dress

$ 168.00

Size

WEAR FOUR WAYS: Maxi Dress, Strapless Dress, Maxi Skirt or Top Chase the Blue. We are currently crushing on the color navy and have chosen it to ...
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Vacay Perfect Blue 2-Piece Dress
$ 168.00
Vacay Convertible "Little Blue Dress" Vacay Convertible "Little Blue Dress" Quick View

Vacay Convertible "Little Blue Dress"

$ 118.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt Feeling Blue? Add this perfect convertible "Little Blue Dress" to your closet and instantly you have...
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Vacay Convertible "Little Blue Dress"
$ 118.00
Vacay Perfect Blue Top Vacay Perfect Blue Top Quick View

Vacay Perfect Blue Top

$ 48.00

Size

Basic AND Fabulous Our Perfect Top silhouette is beyond flattering and now you have another color to choose from. This blue is navy but more blue, ...
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Vacay Perfect Blue Top
$ 48.00
Santorini Navy 2-Piece Dress Santorini Navy 2-Piece Dress Quick View

Santorini Navy 2-Piece Dress

$ 168.00

Size

WEAR THREE WAYS: Dress, Top or Skirt Two Become One. When this gorgeous wrap skirt and the equally darling halter top come together, they form a s...
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Santorini Navy 2-Piece Dress
$ 168.00
Vacay Convertible Navy Wrap Skirt Vacay Convertible Navy Wrap Skirt Quick View

Vacay Convertible Navy Wrap Skirt

$ 118.00

Size

WEAR TWO WAYS: Skirt or Strapless Top It's a Wrap! Once you own the "best skirt ever" you'll never love another, unless it is to get this one in ...
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Vacay Convertible Navy Wrap Skirt
$ 118.00
Vacay Soft Stripe Caftan Vacay Soft Stripe Caftan Quick View

Vacay Soft Stripe Caftan

$ 88.00

one size

WEAR THREE WAYS: Cover-up, Dress or Top Warm Weather Wonder. Equally delightful to wear over your swimsuit or on its own. This too-soft-to-be-true...
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Vacay Soft Stripe Caftan
$ 88.00
Vacay Lace Top Vacay Lace Top Quick View

Vacay Lace Top

$ 68.00

Size

Pack Some Lace In Your Case. No trip is complete without a practical-but-elegant sleeveless lace top. Designed with a focus on femininity and func...
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Vacay Lace Top
$ 68.00
Santorini Convertible Dress Santorini Convertible Dress Quick View

Santorini Convertible Dress

$ 138.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt Two Words: Greek Goddess. That's what they'll say and that's how you'll feel. We sourced a heavenly ...
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Santorini Convertible Dress
$ 138.00
Santorini 2-Piece Jumpsuit Santorini 2-Piece Jumpsuit Quick View

Santorini 2-Piece Jumpsuit

$ 168.00

Size

WEAR THREE WAYS: Jumpsuit, Top or Pant Jump Into Summer. Most jumpsuits are cute — but impractical — making entry and exit a struggle. Our unique t...
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Santorini 2-Piece Jumpsuit
$ 168.00
St. Barts Lace Convertible Dress St. Barts Lace Convertible Dress Quick View

St. Barts Lace Convertible Dress

$ 128.00

Size

WEAR TWO WAYS: Strapless Dress, or Skirt Creative Detailing. This dress captures the glamour of St. Barts and offers more versatility than anything...
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St. Barts Lace Convertible Dress
$ 128.00
St. Barts Lace Top St. Barts Lace Top Quick View

St. Barts Lace Top

$ 68.00

Size

We are making more! Want one? Email us at info@vacaystyle.com and we will get you one ASAP! Creative Detailing. This dress captures the glamour of ...
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St. Barts Lace Top
$ 68.00
St. Kitts Convertible "Little Navy Dress" St. Kitts Convertible "Little Navy Dress" Quick View

St. Kitts Convertible "Little Navy Dress"

$ 118.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt Lightweight Luxe. Up your travel-game with a strapless dress which converts into a flattering maxi s...
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St. Kitts Convertible "Little Navy Dress"
$ 118.00
St. Kitt's Textured Dress St. Kitt's Textured Dress Quick View

St. Kitt's Textured Dress

$ 138.00

Size

WEAR TWO WAYS: Dress or Cover-Up Poolside Perfection. How many swimsuit cover-ups can do double duty as evening attire? For this design we source...
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St. Kitt's Textured Dress
$ 138.00
Vacay Perfect Navy Top Vacay Perfect Navy Top Quick View

Vacay Perfect Navy Top

$ 48.00

Size

Seasonless Style. A halter top is a year-round wardrobe essential. We've designed this insanely soft, loose-fit halter to become your constant comp...
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Vacay Perfect Navy Top
$ 48.00
St. Kitt's Convertible Dress St. Kitt's Convertible Dress Quick View

St. Kitt's Convertible Dress

$ 138.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt Bright This Way. This mood-lifting print was made for making memories. Shimmering shades of blue cas...
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St. Kitt's Convertible Dress
$ 138.00
St. Kitts 2-Piece Jumpsuit St. Kitts 2-Piece Jumpsuit Quick View

St. Kitts 2-Piece Jumpsuit

$ 168.00

Size

WEAR THREE WAYS: Jumpsuit, Top or Pant Navy & White: Always Right. This go-anywhere, do-anything 2-piece jumpsuit is a serious traveler's drea...
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St. Kitts 2-Piece Jumpsuit
$ 168.00
Vacay Convertible Black Wrap Skirt Vacay Convertible Black Wrap Skirt Quick View

Vacay Convertible Black Wrap Skirt

$ 118.00

Size

WEAR TWO WAYS: Skirt or Strapless Top It's a Wrap! Once you own the "best skirt ever" you'll never love another. Perfect draping across the hips ...
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Vacay Convertible Black Wrap Skirt
$ 118.00
Bahamas 2-Piece Dress Bahamas 2-Piece Dress Quick View

Bahamas 2-Piece Dress

$ 168.00

Size

WEAR FOUR WAYS: Maxi Dress, Strapless Dress, Top or Skirt Your New Flattering Favorite. The rich blues of the Bahamian waters are reflected in th...
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Bahamas 2-Piece Dress
$ 168.00
Bahamas 2-Piece Romper Bahamas 2-Piece Romper Quick View

Bahamas 2-Piece Romper

$ 168.00

Size

WEAR THREE WAYS: Romper, Top or Short A Print With Personality. You refuse to blend in and neither should your vacation clothes. So go ahead and p...
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Bahamas 2-Piece Romper
$ 168.00
Vacay Perfect Black 2-Piece Dress Vacay Perfect Black 2-Piece Dress Quick View

Vacay Perfect Black 2-Piece Dress

$ 168.00

Size

WEAR FOUR WAYS: Maxi Dress, Strapless Dress, Maxi Skirt or Top Double the Fun. Two of our most enduringly popular pieces pair together for a comp...
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Vacay Perfect Black 2-Piece Dress
$ 168.00
Gold Coast 2-Piece Dress Gold Coast 2-Piece Dress Quick View

Gold Coast 2-Piece Dress

$ 188.00

Size

WEAR FOUR WAYS: Maxi Dress, Strapless Dress, Maxi Skirt or Top Stand-Out Style. Two of most popular new arrivals pair together for a complete out...
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Gold Coast 2-Piece Dress
$ 188.00
Gold Coast Fringe Caftan Gold Coast Fringe Caftan Quick View

Gold Coast Fringe Caftan

$ 98.00

Size

WEAR TWO WAYS: Cover-up or Tunic Top License to Frill. No matter how you wear it, this caftan announces that you're ready for the spotlight. Why ...
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Gold Coast Fringe Caftan
$ 98.00
Gold Coast Fringe Convertible Gold Coast Fringe Convertible Quick View

Gold Coast Fringe Convertible

$ 128.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt Fringe Benefits. Consider yourself lucky to find a convertible dress that focuses on more than just ...
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Gold Coast Fringe Convertible
$ 128.00
Gold Coast Beaded Top Gold Coast Beaded Top Quick View

Gold Coast Beaded Top

$ 68.00

Size

You Bead This. Boasting hand-crafted beading around the neckline, this top is as glamorous as it is indispensable. It's like having a built-in nec...
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Gold Coast Beaded Top
$ 68.00
Gold Coast 2-Piece Romper Gold Coast 2-Piece Romper Quick View

Gold Coast 2-Piece Romper

$ 168.00

Size

WEAR THREE WAYS: Romper, Top or Short Get In Vacation Mode. Looking and feeling great can be the key to an enjoyable vacation. Invite this buttery...
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Gold Coast 2-Piece Romper
$ 168.00
St. Martin Convertible Dress St. Martin Convertible Dress Quick View

St. Martin Convertible Dress

$ 138.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt WOW! That is what they will say, when you walk up in this stunning dress. The silhouette is extremely...
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St. Martin Convertible Dress
$ 138.00
St. Martin 2-Piece Wrap Dress St. Martin 2-Piece Wrap Dress Quick View

St. Martin 2-Piece Wrap Dress

$ 168.00

Size

WEAR FOUR WAYS: Dress, Strapless Top, Top or Skirt The Perfect Storm. Those with an eye for clever design will appreciate how all the elements coa...
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St. Martin 2-Piece Wrap Dress
$ 168.00
Vacay Black Tie-Dye 2-Piece Dress Vacay Black Tie-Dye 2-Piece Dress Quick View

Vacay Black Tie-Dye 2-Piece Dress

$ 168.00

Size

WEAR FOUR WAYS: Maxi Dress, Strapless Dress, Top or Skirt Pretty In Print. This 2-piece dress boasts one of the most strikingly beautiful prints we...
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Vacay Black Tie-Dye 2-Piece Dress
$ 168.00
Seychelles 2-Piece Romper Seychelles 2-Piece Romper Quick View

Seychelles 2-Piece Romper

$ 168.00

Size

WEAR THREE WAYS: Romper, Top or Skort Rompers are back! This is one emerging fashion trend we are thrilled to see return. To celebrate we've reinte...
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Seychelles 2-Piece Romper
$ 168.00
Seychelles Crochet Halter Top Seychelles Crochet Halter Top Quick View

Seychelles Crochet Halter Top

$ 68.00

Size

Artisan Detailing. Lavish crochet-work around the neckline makes this piece a special find. The fabric is super soft and boasts a built in shelf b...
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Seychelles Crochet Halter Top
$ 68.00
Gift Card (Amount of Your Choice) Quick View

Gift Card (Amount of Your Choice)

$ 50.00

Title

The perfect gift for the stylish lady in your life. Give her the gift of their choice with a VacayStyle gift card. This is one gift that will not b...
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Gift Card (Amount of Your Choice)
From $ 50.00 - $ 500.00
Vacay Tribal Diamond 2-Piece Jumpsuit Vacay Tribal Diamond 2-Piece Jumpsuit Quick View

Vacay Tribal Diamond 2-Piece Jumpsuit

$ 168.00

Size

WEAR THREE WAYS: Jumpsuit, Top or Pant Ultra-Flattering Fit. Sophisticated and super versatile in black with a great white "tribal diamond" print, ...
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Vacay Tribal Diamond 2-Piece Jumpsuit
$ 168.00
Vacay Blue Sky Caftan Vacay Blue Sky Caftan Quick View

Vacay Blue Sky Caftan

$ 98.00

one size

WEAR TWO WAYS: Cover-up or Caftan Exquisite Detail. You will want to wear this beautiful caftan everyday! The fabric is light and airy and the loos...
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Vacay Blue Sky Caftan
$ 98.00
St. Barts Caftan St. Barts Caftan Quick View

St. Barts Caftan

$ 98.00

one size

WEAR TWO WAYS: Cover-up or Tunic Top Tropical Color Palette. Feel absolutely gorgeous and completely comfortable in this airy caftan. The aqua and ...
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St. Barts Caftan
$ 98.00
St. Barts Lace 2-Piece Dress St. Barts Lace 2-Piece Dress Quick View

St. Barts Lace 2-Piece Dress

$ 188.00

Size

  WEAR FOUR WAYS: Maxi Dress, Strapless Dress, Top or Skirt Creative Detailing. This dress captures the glamour of St. Barts and offers more versa...
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St. Barts Lace 2-Piece Dress
$ 188.00
St. Barts 2-Piece Tie-Dye Dress St. Barts 2-Piece Tie-Dye Dress Quick View

St. Barts 2-Piece Tie-Dye Dress

$ 158.00

Size

WEAR FOUR WAYS: Maxi Dress, Top, Skirt or Strapless Dress Statement-Making Print. Gorgeous color (check), fun tie dye print (check), glamorous and ...
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St. Barts 2-Piece Tie-Dye Dress
$ 158.00
St. Barts Convertible Dress St. Barts Convertible Dress Quick View

St. Barts Convertible Dress

$ 138.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt Sumptuously Soft. This gorgeous turquoise multi-color print, make this dress a true "must have" for yo...
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St. Barts Convertible Dress
$ 138.00
Vacay Convertible "Little Black Dress" Vacay Convertible "Little Black Dress" Quick View

Vacay Convertible "Little Black Dress"

$ 118.00

Size

WEAR TWO WAYS: Strapless Dress or Maxi Skirt An Exceptional Choice. No woman's closet is complete without the perfect "LBD". You may already own ...
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Vacay Convertible "Little Black Dress"
$ 118.00
Vacay Perfect Black Top Vacay Perfect Black Top Quick View

Vacay Perfect Black Top

$ 48.00

Size

The Quintessential Halter. This one is as sophisticated as it is comfortable. You will feel glamorous wearing it and smart packing it. In basic bla...
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Vacay Perfect Black Top
$ 48.00
Vacay Crochet Trim Caftan Vacay Crochet Trim Caftan Quick View

Vacay Crochet Trim Caftan

$ 98.00

one size

WEAR TWO WAYS: Cover-up or Tunic Top This cotton gauze tunic is as comfortable as it is beautiful. Classic in style and neutral in color, this gem ...
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Vacay Crochet Trim Caftan
$ 98.00
Tahiti Printed Halter Top Tahiti Printed Halter Top Quick View

Tahiti Printed Halter Top

$ 58.00

Size

A Halter With Character. This one is versatile and sumptuously soft. You can dress it up or down depending on the occasion. The white, blue and bla...
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Tahiti Printed Halter Top
$ 58.00
Vacay Perfect Lace Dress Vacay Perfect Lace Dress Quick View

Vacay Perfect Lace Dress

$ 138.00

Four Sizes XS to L

WEAR TWO WAYS: Dress or Cover-Up Feel Fabulous. We consider this dress a functional fashion marvel. Why? The intricate lace pattern. The dreamy iv...
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Vacay Perfect Lace Dress
$ 138.00
Vacay Racer Back Dress Vacay Racer Back Dress Quick View

Vacay Racer Back Dress

$ 88.00

Size

WEAR THREE WAYS: Cover-up, Dress or Top Sporty, Sassy, Chic. This versatile racer back dress is the perfect companion for your next active vacation...
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Vacay Racer Back Dress
$ 88.00