Windwardside: Quiet, Great View, Hot Tub, elegantly appointed, lush gardens | Villa in St. John
Villa




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1 Bedroom Villa in Estate Calabash Boom, St. John
Windwardside Main House is the most intimate and traditional of all of our homes 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: Rentals run from Sunday to Sunday. We have two rates: Low season from April 16 to December 14 and High season from December 15 to April 15. The rates are as stated in the rates section. The only additional charge is 12.5% hotel tax. We do not collect a damage deposit. Our 20 year relationship with guests has taught us that this is not necessary. There are no extra costs for reservations, cleaning or service. If you encounter any additional charges when requesting a detailed quote it would be from the advertising site where you found us. Calabash Cottages is an established company and information about our rentals is easily found.
Car Rentals: Since the purchase of Homeaway and VRBO by Expedia we have seen an attachment at the bottom of our ads with them encouraging guests to book car rentals through their site. Because of our unique location we strongly advise against that. You do need a 4 wheel drive vehicle. We have for over 20 years done business with a very reliable company, Courtesy Car Rental. We believe in them enough that we forgo the commission they would give us and apply it as a discount to your car rental. Please discuss car rentals with us before reserving. Our most important interest is in satisfying our customers. But the recent take over of our advertising sites by large corporations is constructing communication barriers. We can always be contacted directly.
The covered porch seats four, two in wicker chairs and two in mahogany plantation chairs based on the same design used hundreds of years ago. Sugar birds will dart in an out as you sink into an afternoon or evening on the deck. All of our homes in Coral Bay are located high enough on the mountain to take advantage of the cooling trade winds. The unique orientation of this home makes it the only one of our houses where you can hear the soft lapping of the waves on the shore across the bay
Our guests love the separation of the bedroom from the living area. It is a uniquely Caribbean experience that allows you to end your day by admiring the night sky. Our skies are devoid of light pollution so we have a brilliant display of stars during the dark of the moon. During the days when the moon is full view from the hot tub is unbelievably romantic.
Our kitchen is small but extremely well appointed. Windwardside (in conjunction with the neighboring Guest Cottage) has always been my choice when we have had family visiting so it is well set up for any meals you wish to enjoy in the comfort of the villa. You will find all the equipment you need to prepare your meals at home including a high quality gas grill. For those who prefer to take a break from cooking on their vacations there are numerous restaurant within a few miles from the villa. Our staff will be happy to tell you about the offerings both in Coral Bay and Cruz Bay.
Windwardside shares the property with the neighboring Guest Cottage. They share no amenities except the parking area and are visually obscured from one another by thick tropical foliage. Please be sure to read our reviews from former guests who can assure you that your vacation will be a private one.
Windwardside makes every attempt to protect the beautiful environment that makes it such a special place. The majority of our power is from discretely placed solar panels. Gray water from our showers is recycled to water our beautiful tropical gardens. Whenever possible we use natural cleaning products including laundry soap. As more options open we will continue to add to our green environment efforts
The charming detached bedroom has a four poster bed and opens onto a relaxing verandah. Fill the coffee pot the night before and surprise your partner with coffee on the verandah as a romantic way to start the day. The master bedroom has a full bath with a shower located in an enclosed shower garden that is open to the sky but totally private. If the weather doesn’t allow for that (a rarity on St. John) there is also an indoor shower and full bath located off the living room.
Our staff are long time members of the Calabash Cottages team and will do their best to help you plan your perfect vacation from start to finish. We hope to see you soon!
This 1 Bedroom Villa provides accommodation with Laundry, Parking, TV, for your convenience. This Villa features many amenities for guests who want to stay for a few days, a weekend or probably a longer vacation with family, friends or group. The rental Villa has 1 Bedroom and 2 Bathrooms to make you feel right at home.
Check to see if this Villa has the amenities you need and a location that makes this a great choice to stay in Estate Calabash Boom. Enjoy your stay in Estate Calabash Boom at this Villa.

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FAQ's
Is this Estate Calabash Boom villa pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Estate Calabash Boom villa have a swimming pool?
No, this Estate Calabash Boom villa does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Estate Calabash Boom villa?
Best-rates for the Estate Calabash Boom villa starts from $348 per night with includes Wellness Facilities, Entertainment, Hot Tub, Laundry, Parking, TV, Bedding/Linens, Kitchen, Balcony/Terrace, Security/Safety with all other facilities. RBO matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is Estate Calabash Boom villa a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is not considered to be a family-friendly property. As reported by the owner or manager, the villa has not specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Estate Calabash Boom villa wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Estate Calabash Boom villa has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Estate Calabash Boom villa?
Based on the information reported by the owner or manager, the Estate Calabash Boom villa indicates 1 day stay policy at this villa. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Estate Calabash Boom villa?
Based on the information reported by the owner or manager, details for the cancellation policy for the Estate Calabash Boom villa are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
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