check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr

Charles & Karen Dumond

Member since: 2009
Call Owner
Speaks: english

Windswept 2: Oceanfront, Spectacular Views, Pool, Nearby Beach

25 Reviews
Bedrooms 2
Property type condo
Minimum Stay 7 nights

Pay with confidence

When you book through the HomeAway checkout, your booking is backed by our Book with Confidence Guarantee™ offering comprehensive payment protection.

Learn more


St. Thomas Condo Rental Photos and Description

Condo, 2 Bedrooms + Attached Unit, 2 Baths, (Sleeps 4)

If we do not have the availability you need, please inquire about VRBO # 331951.

Water Island was described as 'A Homeland Treasure' in the front page, feature article of the Boston Globe travel section (December 6, 2009).

Windswept 2 is a newly constructed (2009) two bedroom, two bathroom oceanfront, semi-attached condominium perched on a cliffside. It is one of five condominiums located on this 1.3 acre property with breathtaking views from every window. At night enjoy the sparkling lights of St. Thomas across the bay. Listen to the waves crashing against the rocks, the trade winds blowing and taste the salt from the ocean on your lips.

Enjoy your morning coffee on either the front or back lanai watching the cruise ships arrive in St. Thomas Harbor. In the evening, enjoy cocktails at the swim up bar, in the 12X30 shared pool, overlooking Flamingo Bay. If you tire of lounging around the pool, the warm turquoise waters of the Caribbean can be enjoyed at Honeymoon Beach, which is a short five minute ride in the four person golf cart available during your stay. You will find Heidi's Honeymoon Grill on the beach offering lunch most days of the week. New for the 2013-2014 season is Dinghy's on the beach which offers lunch, dinner and drinks seven days a week. On Saturday evenings, you can enjoy the true island experience of an excellent gourmet dinner, served by Heidi, on the beach (In season). Relax with the sound of the water lapping at the shore and the sun setting over the ocean.

For a change of pace, St. Thomas is ten minutes away by public ferry offering shopping and world class restaurants. If golf is your passion, the beautiful golf course, Mahogany Run is located on St. Thomas. After enjoying the city amenities, return to quiet, laid back Water Island where golf carts out number vehicles.

Inquire if additional space needed. This villa can be rented with VRBO #331951.

Keywords: Tropical paradise, high end, surrounded by mesmerizing views, turquoise water, gorgeous nearby beach

More Details
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible
Charles & Karen Dumond (Owner)
Member since: 2009
Call Owner
Speaks: english

About Charles & Karen Dumond

My wife and I live in Falmouth, Maine. I am a retired Portland firefighter and my wife is a retired nurse. We love to travel, meet new people and see amazing places. We love living on the rugged coast of Maine most of the time. Our winters can be long and we always look forward to escaping to the warm tropics.

Charles & Karen Dumond purchased this condo in 2009

Why Charles & Karen Dumond chose US Virgin Islands

A few years ago, friends told us about a piece of oceanfront property in the Caribbean that housed an old five-unit military barrack. Our friends were looking for four other couples to build a total of five units on the site. While my wife and I never considered the possibility of owning oceanfront property in the Caribbean, this seemed like a great opportunity. Without even discussing it, my wife and I looked at each other and said 'yes'.

In 2006, we put a down payment on the property, before even seeing it. We had never heard of Water Island! If our adult children did something like this, we would call them irresponsible!

Stepping on the property for the first time was unbelievable. How could we not have known about Water Island? The pictures we had seen just didn't come close to the amazing views all around. Maybe we weren't so crazy after all! This was definitely one of those 'Once in a lifetime opportunities!' We knew immediately that owning a vacation home on this spot was going to be very special. We could not believe that we had been lucky enough to fall into this and kept waiting for everything to fall apart!

For the next three years, we planned and worked towards completing this villa from our home in Maine. No easy feat, and lots of 'oh by the ways!' Building on an island is difficult enough, doing it from a distance, adds to the fun!!!

In the Fall of 2009, our vacation villa was completed adjacent to the villa of our good friends. We started sharing it with family and close friends. Their first reactions on seeing Water Island and Windswept were: 'Unbelievable, gorgeous, breathtaking!'

In 2010, we had our first rental guests. We consider ourselves fortunate to have wonderful guests who enjoy Windswept and Water Island as much as we do. We love to hear that we have helped them have a relaxing vacation and truly get away from it all. We get a lot of satisfaction from helping people create lasting memories and hope you are our next guest!

What makes this condo unique

Coffee in the morning on the front patio while watching the sun come up over the tip of St. Thomas as the cruise ships enter St. Thomas Harbor. Dinner time drinks at the swim up bar as the sun sets in the west. Riding around the island in the golf cart and stopping for lunch at the beach. Saturday night dinner on Honeymoon Beach as the sun sets and the Monday night movies at the beach. Quiet evenings with the only sound being the waves crashing against the rocks below and the trade winds blowing.


based on 25 traveler reviews

Windswept 2: Oceanfront, Spectacular Views, Pool, Nearby Beach
average rating of 4.92 based on 25 reviews


  • 4 of 5

The service was prompt and spot on. The unit has sunrise and sunset views over the ocean - incredible.

  • Submitted: Mar 28, 2016
  • Stayed: Mar 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

K & J

  • 5 of 5

This was the most relaxing and easy vacation I have ever had! Windswept 2 is a home away from home on what feels like a deserted island! Breezy, quiet, and tranquil with all the modern accommodations to make it feel like home or better! If you are into shopping, St Thomas is just a short water taxi ride away, but we preferred the peace and quite on Water Island. Karen and Chuck are available for all and any questions and made us feel like family. We were sad to leave and look forward to returning some day.

  • Submitted: Jan 6, 2016
  • Stayed: Dec 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0
Alta, UT

Amazing Slow and Relaxing Vacation

  • 5 of 5

Wonderful way to start our island hopping vacation. Windswept 2 is perfectly furnished with every item we required and comfortable beds. The views over the lagoon and back towards St. Thomas are excellent. The location is such that there is always a pleasant cross breeze so we never needed the AC units, though they are available. The caretaker Doug was pleasant and helpful.

Water Island is a fantastic place to unwind. Small enough to walk anywhere, though the golf cart was fun. Just enough things to do and places to go that one never feels rushed to see everything in a day. The few restaurants and bar are perfect, and the Monday night movie on the beach was a blast. If you want to party until the dawn hours, this is not the place. But if you want a quiet, relaxing island for your vacation, this is it. Just stock up on groceries, beer and rum before you take the 10 minute ferry ride (or go back for them, the ferry runs on the hour), because there's no stores on this vacationland.

  • Submitted: Jun 14, 2015
  • Stayed: May 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

We were Windswept away...

  • 5 of 5

Our stay at Windswept 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
Did you find this review helpful?
1 0

Wonderful views and great location!

  • 5 of 5

Windswept 2 was spacious and comfortable. It had everything we needed to make out trip special. Doug was very helpful getting us settled and making sure we knew all about island life :) The beds were very comfortable and the AC helped on the very humid evenings. The music and food at Honeymoon beach was so enjoyable...Hats off to the chef! Too bad it rained on Monday because Heidi did not offer the movie on the beach that evening. We had a good mix of relaxing at Water Island and exploring the other Islands of USVI and BVI.

We'll be back!!

  • Submitted: Apr 1, 2015
  • Stayed: Mar 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0
Valley Center, Kansas USA


  • 5 of 5

We really enjoyed the trip. This was our first time to the Caribbean. Loved the accommodations. Everything we needed was there. All the features of home in a very beautiful setting. The air conditioning in the bedrooms was great. Others in our party of 38 stayed at places without this and had a little trouble sleeping in the humidity. We really enjoyed touring the island and spending time on the beach. Spent one day in St. Thomas, but Water Island was better. Hope we can do this again!

  • Submitted: Mar 10, 2015
  • Stayed: Feb 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0


Nearest Airport
2 Miles
Cyril King (STT)
Nearest Barpub
1 Miles
Dinghy's at Honeymoon Beach
Nearest Ferry
0.5 Miles
Water Island to St. Thomas
Nearest Golf
1 Miles
Mahogany Run on St. Thomas
Nearest Restaurant
1 Miles
Tickles at Crown Bay Marina on St. Thomas
Nearest Beach
0.5 Miles
Car: not necessary

Owner is happy to assist with activity information on request.


Rates & Availability

St. Thomas Condo Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Summer/Fall 2016
Apr 2 2016 - Dec 16 2016
7 night minimum stay
Dec 17 2016 - Jan 6 2017
7 night minimum stay
Winter 2017
Jan 7 2017 - Mar 31 2017
7 night minimum stay
Summer/Fall 2017
Apr 1 2017 - Dec 15 2017
7 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Tax Rate 12.5%

Additional rental nights are prorated. Cancellations more than 60 days prior to arrival will receive a full refund minus a $75.00 administrative fee. Cancellations within 60 days of arrival will forfeit payment.

Arrival day is flexible.

Cancellation policy: Deposit will be returned, minus $75.00 administrative fee, if cancellation is made more than sixty days prior to arrival date. If cancellation is within sixty days of arrival date, the deposit will not be returned but can be used towards a future booking.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
Enter dates to see total
Send a Message
Available arrival
Available stay (no arrival)


St. Thomas Condo Accommodation and Amenities

Property Type:
  • condo
  • Guests provide their own meals
Floor Area:
  • 1500 sq. ft.
Location Type:
  • Beach ...
  • Near The Ocean ...
  • Oceanfront ...
  • Town ...
  • Away From It All
  • Family
  • Romantic
  • Air Conditioning ...
  • Alarm Clock
  • Basic Soaps
  • Ceiling Fans
  • Clothes Dryer
  • Filtered Water
  • Hair Dryer
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Living Room
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking Off Street
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Water Cooler
  • Wireless Internet
  • 4 Ring Stove
  • Blender
  • Catering Available ...
  • Coffee Grinder
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher
  • Freezer
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator
  • Stove
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • Bathroom one has open shower with glass block wall and river rock floor.
  • 2 Bedrooms, Sleeps 4
  • King size beds (1), Twin or Single Beds (2) Extra long twin beds can be converted to king bed. Inquire about availability of attached unit, VRBO #331951 for additional capacity.
  • Books ...
  • DVD Player
  • Games ...
  • Satellite / Cable ...
  • Television
  • Balcony ...
  • Barbecue
  • Beach Chairs
  • Beach Towels
  • Binoculars
  • Deck / Patio ...
  • Golf ...
  • Golf Cart
  • Lanai / Gazebo ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Outdoor Grill Gas
  • Patio
  • Porch / Veranda
  • Small Cooler
  • Unscreened Porch / Veranda
  • Water Sports Gear ...
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters ...
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible ...
Pool / Spa:
  • Communal Pool ...
  • bay/sound
  • cinemas
  • duty free shops
  • health/beauty spa
  • marina
  • museums
  • reefs
  • restaurants
Leisure Activities:
  • beachcombing
  • boating
  • 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
  • sound/bay fishing
  • swimming
  • tennis
  • wind-surfing
Four person golf cart, Property Manager on island, Whole house UV water filtration system. All water in the house is safe to drink.

Partner Offers