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Windswept 1: Oceanfront, Spectacular Views, Pool, Nearby Beach

Bedrooms 2
Space 1,500 sq ft
Property type condo
Minimum Stay 7 nights


About the property

Condo, 2 Bedrooms, 2 Baths(Sleeps 4) + Semi-attached condo

Windswept Water Island Update Post Hurricanes Irma & Maria: December 9, 2017

As you know, Hurricanes Irma and Maria roared across the Virgin Islands in September 2017. Water Island took a direct hit from both of these Category 5 storms. We are happy and grateful to report that no lives were lost on Water Island but many of our friends suffered extensive property losses. Windswept stood strong, sustaining modest damage. Repairs will be completed within the next couple of months. We are accepting reservations for rental April, 2018. Happily, the Windswept Palm remains standing. Honeymoon Beach lost its shelter and Heidi’s and Dinghy’s were severely damaged but, in true Water Island fashion, locals banded together to repair what they could. Both Heidi’s and Dinghy’s are open for business and the beach has been cleared of all storm debris. It will be some time before the shelter returns, but we have no doubt that we will see it again someday. The island is green again. Power has been restored to Water Island. . We’re saddened by the destruction that our little island paradise encountered but know that 2018 will bring nothing but good cheer!

Windswept 1 is a 2 bedroom, 2 bathroom oceanfront condominium located on quiet, peaceful Water Island, USVI. Described in a Boston Globe feature article (December 6, 2009) as 'A Homeland Treasure', Water Island is the smallest and most recent addition to the U.S. Virgin Islands. This 491.5 acre island has a population of less than 500 people, and is the best choice for those who are truly looking to relax and get away from modern civilization.

Windswept 1 is a semi attached condominium in one of the most beautiful tropical settings of the Caribbean with ocean views from every window. It is one of five cliffside condominiums built on 1.3 acres of land. Each condo is individually decorated by the owner. Windswept 1 has state of the art kitchen appliances including a French door stainless refrigerator and convection stove. The floor tiles are hand made from Mexico. You will even notice the paw prints in the tiles that occurred as they were drying in the Mexican sun.

Enjoy your morning coffee relaxing on the front patio watching the sun come up over the tip of St. Thomas as the cruise ships enter the harbor. In the afternoon, enjoy drinks at the swim up bar in the shared 12x30 pool, overlooking Flamingo Bay.

Honeymoon Beach is a short five minute drive in the golf cart, provided for your use, during your stay. You can soak up the sun, enjoy the warm, turqoise waters of the Caribbean and have lunch at Heidi's Honeymoon Grill or Dinghy's. Heidi also offers a gourmet dinner on Saturday evenings on the beach. Enjoy excellent food and drink with a gorgeous sunset over the ocean.

Monday night movies on Honeymoon beach is a favorite. The movie is free and you can purchase hamburgers, hot dogs and drinks. Where else in the Caribbean can you pull up to a large screen movie on the beach in your golf cart?

When you tire of all this, St. Thomas is a short, ten minute ferry ride away. The ferry makes frequent trips daily. Enjoy shopping, first class restaurants, golf and many other activities. It is also easy access to St. John and the BVIs. If you are interested in snorkeling or deep sea fishing, private charters from Water Island can be arranged.

At the end of your day, retire to your king size master bed and watch the lights of St. Thomas twinkle while listening to the waves crashing against the rocks and the trade winds blowing.

Windswept is truly the seaside retreat of your dreams. We welcome you to be our guest for your next tropical vacation! You deserve it!

Inquire if additional space needed. VRBO#265978 is a very similar attached unit.

Keywords: Caribbean Oceanfront Villa

More Details

Karen Dumond
Member since: 2010
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
April 12, 2018

About Karen Dumond

My wife and I have vacationed for years in the Caribbean and always hoped one day to have a place of our own on one of the islands. We learned of a piece of property on Water Island for sale that had once housed a military barracks. We visited the island and the site for the first time and loved it. The island was quiet and the people were very welcoming. The oceanfront views from the barracks site were spectacular. We jumped at the opportunity to build, along with four other couples from Maine.

We have rented our condo on a smaller scale since 2010. For the 2013-2014 season, we are making our condo more available for rental guests. We would love the opportunity to share it with you. Karen Dumond, who along with her husband owns Windswept 2, manages the rentals for both Windswept 1 & 2.

Karen Dumond purchased this condo in 2009

Why Karen Dumond chose Estate Western Water Island

Windswept sits on one of the most gorgeous pieces of property that we have seen in our travels through the Caribbean. Even though we didn't know anything about building in the Caribbean, we had to go for it! The purchase and building was a three year process with many stresses. Building on an island several hundred miles away had many challenges. As we think back, we laugh at these challenges now as we are sharing Windswept with family and friends.

What makes this condo unique

Water Island is where we go to get away from it all. The sun, the pool, the beach and the cool breezes are all very relaxing. We have all the amenities that we have at home but none of hassles. The island is very quiet but not remote. St. Thomas is a quick, 10 minute fery ride away if you want to go to a nice restaurant or do a little shopping. The best of both worlds.


Estate Western Water Island Condo Accommodation and Amenities

Property Type:
  • condo
  • Guests provide their own meals
Floor Area:
  • 1500 sq ft
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 4
  • Max. adults: 4
  • Min. age of primary renter: 21
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
Location Type:
  • Oceanfront ...
  • Away From It All
  • Family
  • Romantic
  • Air Conditioning ...
  • Clothes Dryer
  • Hair Dryer
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Mobile Phone ...
  • Parking Off Street
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven ...
  • Refrigerator ...
  • Stove ...
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • Open showers with glass block wall.
  • 2 Bedrooms, Sleeps 4
  • King size beds (1), Twin or Single Beds (2)
  • Books
  • Games
  • Satellite / Cable
  • Television
  • Balcony
  • Deck / Patio
  • Golf ...
  • Kayak / Canoe ...
  • Lanai / Gazebo
  • Lawn / Garden
  • Outdoor Grill ...
  • Outdoor Grill Gas
  • Porch / Veranda
  • Water Sports Gear ...
  • Wood Deck
  • Long-term Renters Welcome
  • wheelchair inaccessible ...
Pool / Spa:
  • Communal Pool ...
  • duty free shops
  • health/beauty spa
  • marina
  • restaurants
Leisure Activities:
  • beachcombing
  • boating
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • paragliding
  • parasailing
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • swimming
  • wind-surfing
Four person golf cart, property manager on island, UV water filtration system


Wonderful! 4.8/5 -
(13 traveler reviews)

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Windswept 1: Oceanfront, Spectacular Views, Pool, Nearby Beach
average rating of 4.8461537 based on 13 reviews
Hendersonville, NC.

Relaxing stay on an unspoiled beautiful island!

  • 5 of 5

We really enjoyed our week on beautiful Water Island! The views were amazing and the pool was greatly appreciated after being at the beach or exploring the island. I especially appreciated the constant trade winds, making the air conditioner unnecessary. The beds were comfortable, and it was spotlessly clean, both were very much appreciated! We also cannot say enough about how accommodating Doug (the caretaker) was during our stay. I would highly recommend enjoying this amazing place!

  • Submitted: Feb 23, 2017
  • Stayed: February 2017
  • Source: VRBO, from HomeAway
Owner's Response: Great Guests
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3 0

Just what the Dr. ordered!

  • 5 of 5

My family of four (husband, son 23, daughter 22, and I) had a perfect mental health week @ Windswept 1! It was our first family vacation in five years due to work and school schedules and we loved being together and unplugging from it all. My son and daughter also live in different states so it was so nice to be able to spend a week together with them and for them to spend a week together as well.

The Condo was very clean and well lit! The views were spectacular! A view of the bay and the pool from the front and a view of the sea from the back. The back had an amazing cross breeze that was so refreshing after a long day @ the beach.

The Condo had anything you would need to take to the beach. They had beachbags, a cooler, sunscreen (I would definitely recommend bringing your own as it does get very hot), bugspray, chairs, quite a nice selection of books ( I read a few while I was there), a plethora of towels, some scuba equip., etc. Also, a golf cart comes with the condo as part of the cost which is very nice!

Honeymoon Beach is great! It is very clear so you can the bottom and fish swimming all around. There are two places to eat on the beach which are both great, Heidi's and Dinghys. We took turns eating @ both establishments and we decided we were tied as to which one we preferred.

After a day @ the beach we drove back to the Condo, rinsed off @ the outdoor shower and went into the pool. We were incredibly lucky that we were the only family booked in the Condos for the week so we had the entire pool to ourselves. We spent an easy 3-4 hours in the pool each day after being @ the beach all day! If we were hungry we grilled hot dogs on the gas grill or burgers for dinner @ night. Windswept1 also has satellite tv (which wasn't always working, to be honest, but we were so exhausted after all the beach and pool and sun that it didn't really faze us.)

Oh, and St. Thomas and Water Island experienced a blackout one evening for a few hours and we were very lucky that Windswept 1 had a Generator which kept us "in the light" the entire evening.

I would highly, highly, recommend Windswept 1 to anyone looking to get away! We had an amazing time!!!

  • Submitted: Aug 2, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
Owner's Response: Sue, Thank-you for this lovely, thorough review. We are very happy that you and your family had a relaxing time. We look forward to having you return someday soon. Karen
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0 0
Pittsburgh, PA

Great views

  • 4 of 5

Relaxing vacation, great views, enjoyed golf cart to get around island

Nice to have supplied accommodations & being able to wash laundry

  • Submitted: Jul 2, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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0 0
Lincoln, NE

Relaxation Plus!

  • 4 of 5

We just returned from Water Island and stayed in Windswept 1. The condo was wonderful. Loved watching the sun come up over St Thomas and go down over the ocean. The condo was very nice and stocked well for cooking, snorkeling and beach going. The snorkeling around the old hotel dock was fantastic. In the bay at Honeymoon we saw plenty of turtles and rays. We loved relaxing in the pool in the morning and early afternoon and then heading down to Honeymoon for dinner and drinks. We were able to plan several trips over to St Thomas around the cruise ship schedules. We enjoyed time at Magens Bay, Lindquist Beach and Secrets Beach. If you love smoked meats Off the Grid restaurant in Tutu was fantastic. We prepared a lot of meals at the condo and had everything that we needed as far as cookware and utensils. The air conditioned bedrooms were a great plus and allowed for restful nights.

  • Submitted: Jul 25, 2016
  • Stayed: July 2016
  • Source: VRBO, from HomeAway
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1 0
winter springs

We were windswept away

  • 5 of 5

Our stay at Windswept 1 was breathtaking. Chuck and Karen provided outstanding accommodations that made us feel at home. The views can be seen from anywhere in the villa and will make you stop what you're doing to look. Winswept has all the coveniences, including a golf cart. Doug was our island liason and truly put the finishing touches on our incredible adventure! Thank you all....we can't wait to come back.

  • Submitted: Jun 11, 2015
  • Stayed: May 2015
  • Source: VRBO, from HomeAway
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2 0

Can't Wait to Visit Again!

  • 5 of 5

If I could sum our stay on Water Island up in one word, it would be amazing. The accommodations at Windswept were wonderful. We never got tired of the views. What a great way to wake up in the morning! Having my morning coffee while looking out at St. Thomas and St. John in the distance, sure beats my normal routine of drinking my morning coffee while sitting in traffic. We had everything we needed, and more. I cook a lot, as I have dietary restrictions, and found the kitchen to be very well stocked. It was great to have such wonderful property managers, as well. Doug and Rachel were great and very quick to help us with anything that we needed while we were there. Karen was also extremely helpful before we went. I always have a million questions about everything, and she was excellent at thoroughly answering me in a very timely manner. My husband and I have traveled to many different places and have visited numerous Caribbean destinations. This was by far our favorite. We like to vacation somewhere one time only so that we can experience new places, but we are already planning another visit to Water Island. We have never visited somewhere before where we felt so welcomed and relaxed. The community on Water Island is wonderful and close knit. The activities on the beach during the day and at night were plenty of entertainment for us, (4 adults in their 30's). Dinghy's has beach games such as cornhole, and ladderball to play on the beach, which we definitely took advantage of. The Monday night movie at Heidi's was great, as well. Since I can't eat much, I didn't partake in eating at the beach, but the rest of my party ate quite a few meals at Dinghy's and Heidi's, and loved everything they had. All in all, we had a great trip, and a great stay in a beautiful condo. Many thanks to the owners for allowing others to share in the delight of being "Windswept".

  • Submitted: May 20, 2015
  • Stayed: May 2015
  • Source: VRBO, from HomeAway
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Nearest Airport
1 Miles
Cyril King, St. Thomas, USVI
Nearest Barpub
0.5 Miles
Dinghy's at Honeymoon Beach
Nearest Ferry
0.5 Miles
Water Island/St. Thomas
Nearest Golf
5 Miles
Mahogany Run, St. Thomas
Nearest Restaurant
0.5 Miles
Honeymoon Beach
Nearest Beach
0.5 Miles
Car: not necessary

Water Island is a vacation destination for travelers who want to get away from it all but still have most of the amenities of home. Windswept is a quiet complex of five condominiums with a shared pool. Guests of Windswept enjoy tropical weather, a great beach and a pool to cool off. Although there are no restaurants or stores, meals and drinks at Heidi's and Dinghy's on the beach are available every day. This is a location meant for relaxation and rejuvenating.




Additional information about rental rates

Tax Rate 12.5%

USVI room tax is increasing to 12.5% beginning January 1, 2016

Cancellation Policy: Deposit will be returned minus a $75.00 administrative fee if cancellation is made more than sixty days prior to arrival. If cancellation is within sixty days of arrival date, deposit will not be returned.

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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