House

Windwardside: Quiet, Great View, Hot Tub, elegantly appointed, lush gardens

Windwardside: Quiet, Great View, Hot Tub, elegantly appointed, lush gardens

Photo gallery for Windwardside: Quiet, Great View, Hot Tub, elegantly appointed, lush gardens

Courtyard and spa
Unclassified image, 2 of 24, button
Covered porch
Room
Bedroom with deck

Overview of Windwardside: Quiet, Great View, Hot Tub, elegantly appointed, lush gardens

5 out of 5 Exceptional
1 bedroom2 bathroomsSleeps 2

Popular amenities

  • Hot tub
  • Kitchen
  • Outdoor space

Explore the area

St. John
  • Popular LocationJohnson Bay11 min walk
  • Popular LocationVirgin Islands National Park4 min drive
  • Popular LocationKiddel Bay5 min drive
  • AirportSt. Thomas (STT-Cyril E. King)86 min drive

Rooms & beds

1 bedroom (sleeps 2)

Bedroom

1 Queen Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Outdoor

Outdoor shower

Spaces

Garden

About this property

Windwardside: Quiet, Great View, Hot Tub, elegantly appointed, lush gardens

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!

Property manager

Susan Brierley

Languages

English
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Amenities

Hot tub
Kitchen
Outdoor space

House Rules

Check in after 4:00 PM

Children

Adults only

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited

We should mention

A car is required for transport to and from this property

About the area

St. John

Located in St. John, this villa is in a rural area and by the ocean. While the natural beauty of Virgin Islands National Park and Cinnamon Bay Beach can be enjoyed by anyone, those looking for an activity can explore Tortola Cruise Ship Port. Scuba diving, snorkelling and windsurfing offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.

What's nearby

  • Johnson Bay - 11 min walk
  • Virgin Islands National Park - 4 min drive
  • Emmaus Moravian Church - 5 min drive
  • Kiddel Bay - 5 min drive
  • Lameshure Beach - 20 min drive

Getting around

  • St. Thomas (SPB-St. Thomas Seaplane Base) - 78 min drive

Restaurants

  • Lime Out - 22 min drive
  • The Tap Room St. John Brewers - 26 min drive
  • Skinny Legs - 5 min drive
  • The Windmill Bar - 21 min drive
  • Greengo’s - 26 min drive

Frequently asked questions

Is Windwardside: Quiet, Great View, Hot Tub, elegantly appointed, lush gardens pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Windwardside: Quiet, Great View, Hot Tub, elegantly appointed, lush gardens?

Check-in begins at 4:00 PM.

Where is Windwardside: Quiet, Great View, Hot Tub, elegantly appointed, lush gardens located?

Situated by the ocean, this villa is 0.6 mi (0.9 km) from Johnson Bay and 2.4 mi (3.8 km) from Virgin Islands National Park. Lameshure Beach and Little Lameshur Bay are also within 3 miles (5 km).

Reviews

5

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 5 - Excellent. 23 out of 23 reviews" "
Rating 4 - Good. 0 out of 23 reviews" "
Rating 3 - Okay. 0 out of 23 reviews" "
Rating 2 - Poor. 0 out of 23 reviews" "
Rating 1 - Terrible. 0 out of 23 reviews" "

Reviews

This review was submitted before 2018 and has not been verified.

5/5 Excellent

Tropical Oasis
It truly was a tropical oasis in every way. So many times you are very disappointed but not at Windwardside Villa as it exceeded our expectations and more.We had traveled to St Thomas before but not St Johns...and there is clearly a huge difference between the two with St Johns overwhelmingly the superior experience. The villa was a great launch point for daily adventures but a welcome retreat at the end of the day. All the amenities of home in a beautiful, breath- taking setting. Susan and her team left nothing for chance and were attentive to every detail. We are booking our return trip to Windwardside villa / Coral Bay now and hope to make it an annual affair.
This review was submitted before 2018 and has not been verified.

5/5 Excellent

Joe H.

Absolutely Beautiful!!!
This was our first trip to St. John and the Windwardside Cottage was everything as advertised plus some. The villa was spotless and offered all the amenities of home. We spent most of our days at the beach (we actually visited 8 beaches in 7 days) soaking up the sun and snorkeling. We had originally planned not to cook much on this trip but we so looked forward to returning to the villa after an active day on the island that we prepared most of our meals there. When they say that you need 4 wheel drive to get to the cottage they are not kidding, but this all part of the allure of staying at Windwardside Cottage. I have to tell one experience I had. We lost power for a few hours Wednesday evening and I awoke because it got a little hot with no fans operating. I went down to the main cottage and laid down on couch in the screened room because it was a little cooler with the breeze coming off the ocean. Well, with the island being so dark, the stars were just amazing. I laid there gazing for an hour or better and saw 3 shooting stars!!! Susan and her staff made our vacation seamless and stress free from the time we stepped off the plane till we reluctantly had to return home. If you are considering St. John for a vacation then don't think twice about the Windwardside Cottage. I know this will become an annual stay for us.
This review was submitted before 2018 and has not been verified.

5/5 Excellent

Paradiso a St John
Sono stato per una settimana di vacanza con tre amici e non avremmo voluto andarcene più!!! La vista e' stupenda e la casa, suddivisa in tre edifici, quindi con la massima privacy, lo e' altrettanto! Ogni sera al rientro dal mare ( e che mare ) ci si rilassava nella Jacuzzy ( ce ne sono addirittura due!) con un drink! E non ci sono vicini o rumori se non quelli degli uccellini! Fantastica vacanza!!! Serve una jeep per raggiungerla, ma sull'isola tutti affittano Jeep!
This review was submitted before 2018 and has not been verified.

5/5 Excellent

Jennifer R.

Everything we could have dreamed!
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 in the pictures! The lush landscaping, the privacy, the lovely hot tub, all of the balcony and deck options. We started every day by having a cup of coffee on the balcony off the kitchen which has amazing views in the morning, and all day! Then, we would make our plan for the day. We so enjoyed Salt Pond Bay that we spent 3 of our 7 days there. The Ram Head Trail hike that starts at the end of that beach has such beautiful views and is just long to feel like we got a little work out in and earned our beach time. We loved using all the of the supplies that the house had-- beach chairs, cooler, etc. We would then make our way back home, shower and either cook at the house and soak in the hot tub or meander to one of the restaurants around Coral Bay. The food on that side of the island is VERY casual. Aqua Bistro has some nice fish options. But in order to get a fancier meal, you will need to make you way to Cruz Bay, which is not a big deal at all. We loved Morgan's Mango. Besides Salt Pond Bay, the other beach we really loved was Cinnamon Bay. It has everything you could want to spend the day. We went for the little walk around the ruins before we went to the beach. You can rent kayaks or any other water equipment. There is also a small store and a restaurant with sandwiches burgers etc. It wasn't crowded, and the beach was spectacular. There is nothing bad to say about Windwardside or St. John in general. We did have one maintenance issue, but it was addressed and fixed within the hour. The only challenge is the drive up to the house. And it really is a challenge. Other reviews have described it as steep or bumpy. And that is an understatement. It is super bumpy! It is completely worth it, but I wish someone had described it more because we were kind of shocked the first time we did it.
This review was submitted before 2018 and has not been verified.

5/5 Excellent

Deborah L.

Batting 1000 for three years running
We have stayed at Windwardside Cottage for a week every year for three years now. We just got back home and are already planning our next week there. Each year, the cottage has provided a comfortable and convenient home base from which to explore the wonderful island of St. John. We travel with another couple and there is plenty of privacy for everyone as well as delightful common space for meals and relaxing in the hot tub or on the porch. The views of Coral Bay are great! If you've never been, you can't imagine how delightful it is to wake up and see such beautiful ocean, sky and flowers right from your bed! We prefer to cook at home and enjoy quiet meals -- the kitchen has everything we need. The whole facility is every bit as lovely and well-appointed as it looks in the online photos. Everything is clean and good working condition when we arrive. If anything breaks or needs attention, the staff is quick to respond. The drive up the mountainside from the main road is a bit daunting the first time -- you really do need a 4-wheel drive vehicle -- but you'll quickly acclimate to the roads. It's well-worth the drive! What we learned on this trip is that some rental companies send new guests to their residence with only directions. In contrast, a staff member from Calabash Cottages will meet first-time guests at the ferry, take them to the car rental pick up, then by the grocery if desired and finally lead them directly to the cottage and show them around. What a lovely welcome. We couldn't recommend a place more highly!!

About the host

Hosted by Susan Brierley

Host profile image
We are thirty year residents of Coral Bay. We travel frequently and our focus is always on finding beautiful spots to enjoy each others company. That is what we tried to do with each of our Calabash Cottages, My husband is a retired builder and we designed this home together. We built Windwardside in 1996 and have managed it as part of the Calabash Cottages group for over 20 years. Calabash Cottages offers charming and private cottages and villas in quiet secluded locations. Our main focus is to provide an assortment of options for couples in a tranquil setting.

Why they chose this property

We love Coral Bay and wanted to design a home that did not tower over the hillside but fit into it's natural surroundings. The shape and orientation of this property allowed us to do just that while still offering fabulous views. We love quiet natural settings, tropical gardens and ocean views and we appeal to visitors who are looking for just that.

What makes this property unique

Windwardside Main House is a villa that invites lingering. You can hear waves gently falling collapsing in the distance. You'll be amused at the sugar birds darting about and you will find plenty of places to just read a good book. If you want to bring friends along it can be rented with Windwardside Guest Cottage and both groups will still have plenty of privacy. We hope to see you soon at one of our Calabash Cottages.

Languages:

English
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