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With over 20 years of experience, our Caribbean villa experts can help you find the perfect place to stay on your next adventure.

Caribbean
Joined December 2009
Photo by Where To Stay (@WhereToStaycom)Photo by Where To Stay (@WhereToStaycom)Photo by Where To Stay (@WhereToStaycom)Photo by Where To Stay (@WhereToStaycom)Photo by Where To Stay (@WhereToStaycom)Photo by Where To Stay (@WhereToStaycom)Photo by Where To Stay (@WhereToStaycom)Photo by Where To Stay (@WhereToStaycom)Photo by Where To Stay (@WhereToStaycom)Photo by Where To Stay (@WhereToStaycom)
#MondayMorning Traffic🚘Report in #Anguilla: Slow speed. Pulling up to yellow 🏝🌞⛱ – at Anguilla
#ThursdayThoughts from the 🏝 😍💭 #Anguilla… once you jump in, you will never want to get out❣️ – at Anguilla
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Where To Stay retweeted
Tonight we light up the Empire State Building with Caribbean colours ! Get ready to snap photos #CWNY17 ! @empirestatebldg
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#AUC June Is Caribbean-American Heritage Month ‼️🙌🏾😎 💯
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This Fijian rugby team uses whatever it can to put in that work 💪 xitter.gq/BleacherReport/status/…
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#ThursdayThoughts from the #beach in #Anguilla 🏖 😍💭One thing that's true? There's no beating that infinite Meads Bay blue❣️ – at Anguilla
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Where To Stay retweeted
Not a bad view from the Pelican Beach Bar & Grill on North Caicos. Think you could enjoy a Pelican Punch here? 😎🍹🌴… ift.tt/2pzoLHd
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⛵️☠️🍻 How would you like to live like a pirate for a day in #Barbados? #WhatsOn buff.ly/2p3nrsR
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Mid-Week Mood at Meads Bay, #Anguilla: Just keep #swimming 🌟😉 – at Anguilla
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And this is what is left of the worlds first property to be called a Motel! A warm afternoon in San Luis Obispo
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There's just something about a sunset. #ItsBetterInTheBahamas pc: @annaangelsfashion
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Hammock on the beach in the middle of the ocean... any takers? #litsfestival2017 #musicfestival #anguilla
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#Anguilla's 💎 of a secret #beach from both sides❣️ 👉Could there ever be a more magical spot to hideaway? 😍🌴 – at Anguilla
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Awesome painted rock:
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Airline electronics ban: What you need to know cnnmon.ie/2nFMW7a via @CNNMoney
Guess which beach in #Barbados made the... fb.me/8BXPt7SAV
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🥕🌽🍠 If you haven’t been to a Farmers’ Market in #Barbados all month, then you can’t miss this one. #WhatsOn buff.ly/2og5Cea
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The ultimate classic #Caribbean #sailing experience👇😇⛵️ Join me in saying 💗CONGRATS💗 @sailtradition on 5🌟🌟🌟🌟🌟years! (💯 anniv. specials👇)
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Wednesday in the Caribbean ow.ly/i/61bfg ow.ly/i/61bfM