This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

Recent North Shore reviews

  • Calypso Condo still lives up to its name

    "In Greek mythology Calypso was a nymph of exceptional beauty who lived on a hidden island and kept a lover her prisoner for years. Perhaps that's why the Flanagans named their Gentle Winds home "Calypso", a beautiful place where you wouldn't mind being held captive for years. This was the second time that our family (husband, 16-year old, 13-year-old and 9-year old, plus my parents in their mid-70's) was fortunate enough to spend 9 days on St. Croix staying at Calypso Condo. The word "condo" though doesn't do it justice. Calypso becomes your home for the time you are there. Calypso still has every amenity you could possibly desire. Toiletries in the bathroom, novels on the bookshelf, a well-stocked bar and some sunscreen (hats, too) await you upon your arrival so that you can start relaxing without doing that first run to the supermarket upon landing. Furnishings are clean, fresh, comfortable and stylish, loads of local art adorn the brightly-painted walls. We love when the Shack opens its' shutters each day around 11 so the kids can get their fruit daiquiris. Food is always fresh and everyone had a favorite "drink of the day". The Caribbean Sea beckons with its warm, lapping waves and snorkeling right off the beach, but at night the Gentle Winds pool lights are irresistible for that night swim. Its a tough decision to leave Gentle Winds to explore the island but when you do, we recommend Rainbow Beach in Frederiksted, the beach restaurant and activities are a fun way to spend a day. Crab races on the boardwalk in Christiansted was a highlight. Un Amore has fresh Italian specialties that will inspire you to order something from every course with a wine selection to match. One day set your alarm and drive the 40 minutes or so to see the sunrise at Point Udall. The drive on this part of the island is gorgeous in the pre-dawn hours. Lots more recommendations in the Calypso Condo Guest Book. Snag this place if it is available."
    Guest: Kathy d Date of Stay: July 2016 Review Submitted: August 23, 2016
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  • Everything that we could've hoped for and more!

    "We had a great time staying in this condo. The top floor was very quiet which is what we were looking for. The condo was very clean and had plenty of linens. The kitchen was very well equipped. The balcony has a very nice view of the courtyard and you can see the pool and some of the water off to the left. The internet and phones worked great. We did have one issue with the AC units and had to contact the owner. I emailed Mark and he replied the same day. The problem was fixed the next day (both AC units were replaced with brand new ones). This was accomplished on a holiday! The maintenance man went above and beyond as far as I’m concerned. Thanks Mark for taking care of that so quickly. We would definitely stay there again when visiting St. Croix in the future."
    Guest: Matt_HAC54722 Date of Stay: May 2016 Review Submitted: June 30, 2016
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  • Fantastic!

    "The condo and property are wonderfully maintained. Views are breathtaking. Would definitely book this vacation spot again and have already referred it to others. Patti was on site to greet us and show us around. Had lots of info available for things to do and an added plus is there in a restaurant/bar on the property."
    Guest: Anonymous Date of Stay: May 2016 Review Submitted: June 10, 2016
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  • Home away from home

    "My family and I enjoyed our stay at this beautiful condo. We loved sitting on the patio every morning and night enjoying the cool sea breeze with beautiful views! Thanks Lynda for sharing your beautiful home!"
    Guest: Michelle R. Date of Stay: July 2016 Review Submitted: July 22, 2016
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