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Windwardside Main House: views, spa. elegant & qui

Courtyard and spa
5.0 of 5 bubbles
13 reviews
Courtyard and spa
View from Windwardside
Courtyard with bedroom on left & living area (great room) on right
View from Hot Tub
Covered porch
Dining Room
Living area, left and detached bedroom, right
Detached bedroom
Table in Courtyrad
View from spa
Chair on covered porch
Courtyard and spa
master bath
Seating area in Dining Room
View from Spa
Living Room
View from Porch
View from Porch
One of the many beautiful beaches on St. John
Windwarside has a lovely view of the sea from the all of the decks and courtyard but also has lovely tropical gardens
Sunshine throught he plms
Lish foliage provides complete visual privacy from neighboring cottage
This property is not available for these dates.
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Villa -
1 Bedroom, 2 Bathrooms, Sleeps 2
Coral Bay, St. John, U.S. Virgin Islands
Windwardside Main House is the most intimate and traditional of all of our Calabash Cottages rentals In Coral Bay. The design is reminiscent of a bygone era in the Caribbean but the amenities are modern and designed for comfort. My husband (a retired builder on the island) and I designed this home. We have years of experience of offering visitors to the island an unusual experience that brings them outside of their day to day life but is a comfortable and welcoming home away from home Recent renovations to the house have added much to it's beauty and charm.

IMPORTANT INFO ABOUT RATES AND POLICIES: We have two rates: Low season from April 16 to December 14 ($1575) and High season ($1925) from December 15 to April 15. The only additional charge is 12.5% hotel tax. We do not collect a damage deposit. Our 20 year relationship with g...
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About the Owner, Susan B
Languages spoken: English
Response Rate: 100 %
Response Time: Within a few hours
Calendar Updated: 34 days ago
Listed since : Oct 2009
Overall rating: 5.0 / 5.0
Based on 59 reviews and 4 properties
Contact Owner | See more properties
Listing #FKN2295750 by: FlipKey
Reviews from our community
 of 5 bubbles
5 of 5 bubbles Excellent - based on 13 reviews
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Reviews from our community

Date | Rating
  • English first
  • Italian first
  • Any
English first
Olmsted Falls, Ohio
Level Contributor
5 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed February 9, 2016 for a stay in January 2016

This was the 3rd time we stayed with Calabash Cottages, and this one certainly did not disappoint! All of the standards are high and constant! The personal service, quality of the villa, and obviously the views! It all comes down to location, location, location, and we love that the cottages are far from the hustle and bustle, you get a touch of nature with the birds, lizards, butterflies, and yes even the spiders! Some days...

Management response:

Hi Christine, Thanks for choosing to stay with us a third time. We're flattered anf happy that you are willing to trust your vacation to us. And thank you also for taking the time to write us a reveiw. We certainly hope to host you in the future.


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Shayla L
San Antonio, Texas
Level Contributor
41 reviews
9 hotel reviews
common_n_hotel_reviews_1bd8 24 helpful votes
5 of 5 bubbles Reviewed February 20, 2015 for a stay in October 2014

It has taken me a bit to get on here and leave my review..mainly because I miss this place so much. It is truly breath taking,gorgeous,romantic,adventurous,charming,convienent, spaciousand almost perfection! My husband and I loved the drive up because it was just fun and felt like we were staying off the beaten path. I seriously miss how I would laugh going down the hill, and after the first day my husband was a pro driving up...

Management response:

Thank you for your review. I agree with you that there are definitely some advantages to being here during the off season. The quiet beaches are so incredibly peaceful. We always make sure guests know about our bumpy road but like you mentioned that's where the beautiful views are and it is all part of the adventure. Fortunately, it is...


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Bedminster, New Jersey
2 reviews
5 of 5 bubbles Reviewed February 6, 2015 for a stay in January 2015

My husband and I just spent a week at Windwardside Cottage for our honeymoon. We decided on this villa because of the wonderful reviews, the detailed description and the wonderful things we had heard about the island of St. John. Additionally, we decided that the quiet Coral Bay side of the island would fit us better than Cruz Bay. Well, I can say that it is absolutely a gem. The villa is everything you see...

Management response:

Thank you for sending your honeymoon at Windwardside Guest Cottage. i am very happy to hear that you enjoyed your stay despite the road. We try to describe it but I guess the bumpiness is all relative. A lot of our guest laugh it off. Others wonder if they are going to need to have fillings replaced. Fortunately it is...


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  • Alarm Clock
  • Balcony or Terrace
  • Blender
  • Books
  • Ceiling Fans
  • Deck
  • Dining Seats (6)
  • DVD Player
  • Freezer
  • Grill
  • Hairdryer
  • Hot Tub
  • Internet Access
  • Iron
  • Linens Provided
  • Living Room Seats (4)
  • Local Guides/Maps
  • Microwave
  • Mountain Views
  • Outdoor Dining Area
  • Paper Towels Provided
  • Parking
  • Patio
  • Porch
  • Refrigerator
  • Safe
  • Shared Yard
  • Stereo System
  • Stove
  • Telephone
  • Toaster
  • Towels Provided
  • Water Views
  • Pets Allowed:
  • Smoking Allowed:
  • Kid Friendly:
Show Rates

Rates are calculated based on the latest information provided. Please contact the manager/owner to confirm actual rates for your requested dates.

Dates Min stay Per week
Default 7 nights
Apr 16, 2016 -
Dec 14, 2016
Low Season 2016
7 nights
Dec 15, 2016 -
Apr 15, 2017
High Season
7 nights
Apr 16, 2017 -
Dec 14, 2017
Low Season 2017
7 nights
Hide Rates
Car recommended
How to get there
Airport: 20: 0.0 mi
Railway: NA: 0.0 mi
Ferry: 8: 0.0 mi
Activities nearby
Nearest Beach: 2.5 mi.
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