Windsong is a private, secluded villa situated on a dramatic cliff edge on the East End of St. Thomas. This masterfully designed villa offers guests unparalleled and unobstructed ocean views and fantastic sunrises and sunsets. The location boasts 210 degree-views of the British Virgin Islands, St. John, Christmas Cove, and St. Croix.
Whether traveling with family or groups, Windsong`s 6 bedrooms and 8 (6 ensuite, 2 half) baths ensure plenty of space and privacy as you enjoy all that St. Thomas has to offer. The villa is also able to accommodate 50 guests for receptions, weddings, and other special events.
The spacious and open Great Room, Dining Room, and Kitchen are the villas main gathering areas with additional outdoor chairs, sofas, and lounge chairs throughout the property. An outdoor dining table is located off the Great Room next to the pool. The kitchen is equipped with state-of-the-art appliances, granite countertops, and all the necessities your chef needs to prepare meals.
Windsong`s convenient East End location puts you within minutes of fantastic fine dining options at the St. Thomas Yacht Club, The Ritz-Carlton, and a number of restaurants in Red Hook. Red Hook and American Yacht Harbor are also home to numerous fishing charters, day-boat charters to the BVI, parasailing, snorkeling, and scuba tours.
***Does this property not fit your entire party? We have additional properties minutes away for groups willing to split up into multiple villas.
**All credit card payments are subject to transaction processing fees. In the event of a reservation cancellation, these fees are non-refundable, as they constitute direct costs incurred during the payment transaction.**
Why book with Prestige Luxury Villas?
1.All of our properties undergo a 25-point inspection before arrival to make sure everything is working and in perfect order. 2.All of our properties are stocked with the basics, so you don’t have to sweat the small stuff! 3.The Prestige Luxury Villas team is comprised of long-time Virgin Island residents and well-seasoned travelers that provide you with accommodations and trip planning to meet your specific needs. We offer all our guests a full-service concierge, free of charge! Whether you’re looking for exhilarating adventure or peaceful relaxation, on land, at sea, or in the air, our complimentary Concierge Service will help ensure you have the Caribbean vacation you’ve been daydreaming about! 4.We represent a large inventory of properties; If there is an emergency issue with your property, you will never be left high and dry. 5.We provide a 24/7 maintenance and emergency hotline.
The property is 100% private and for your use exclusively.
Windsong is located on Deck Point, a gated, private peninsula on the east end of St. Thomas. Close to St. Thomas Yacht Club and only a 5 minute drive to Red Hook, which features many restaurants, shops, a marina, and the ferry to the BVI and St. John!
We suggest renting a vehicle, however we are happy to arrange other transportation if you’d like.
We offer all our guests a full-service concierge, free of charge! Guests will be required to sign a rental agreement.
1. No parties or events 2. No smoking 3. Respect your neighbors 4. Enjoy!
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Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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Guests will be required to sign a rental agreement.
1. No parties or events
2. No smoking
3. Respect your neighbors
4. Enjoy!
Important information
You need to know
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
Parties and events are allowed on site
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
St. Thomas
Located in St. Thomas, this villa is on the waterfront. The area's natural beauty can be seen at Sapphire Beach and Virgin Islands National Park. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking/biking trails nearby.
How much does it cost to stay at 6 BR - Unparalleled 220º Views, Breathtaking Oceanfront Location & 2 Pools!?
As of 27 Apr 2026, prices found for a 1-night stay for 2 adults at 6 BR - Unparalleled 220º Views, Breathtaking Oceanfront Location & 2 Pools! on 28 July 2026 start from AU$2,908, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at 6 BR - Unparalleled 220º Views, Breathtaking Oceanfront Location & 2 Pools!?
On-site parking is available at the property.
What time is check-in at 6 BR - Unparalleled 220º Views, Breathtaking Oceanfront Location & 2 Pools!?
Check-in begins at 4:00 PM.
What time is check-out at 6 BR - Unparalleled 220º Views, Breathtaking Oceanfront Location & 2 Pools!?
Checkout is at 11:00 AM.
Where is 6 BR - Unparalleled 220º Views, Breathtaking Oceanfront Location & 2 Pools! located?
Situated on the waterfront, this villa is 0.2 mi (0.3 km) from Cowpet Bay and 2.5 mi (4.1 km) from Sapphire Beach. Turquoise Beach and Cabrita Point are also within 2 miles (3 km).
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The view is incredible! Justin, the host, communicated well with timely responses thru out our stay. They also offer many conveniences such as in house chef, in house yoga, in house spa treatments and grocery delivery.Would recommend full length mirrors in all bedrooms and more washcloths for each person. Had a great time! Thank you!
Darla S.
Stayed 7 nights in Jan 2026
Response from VrboOwner on 22 Mar 2026
Thanks so much, Robert! I’m glad you enjoyed the views and the conveniences we offer. I appreciate your helpful suggestions and will keep them in mind. It was a pleasure hosting you—hope to welcome you back again!
Verified
10/10 Excellent
William
20 July 2025
Liked: Amenities, property conditions & facilities, communication
Great vacation home. Mgmt helped with all issues and booking trips and chef Durant was great for our dine in night. Great island location and breathtaking views. RedHook is handy location. Would recommend
William
Stayed 10 nights in Jul 2025
Response from 6 BR - Unparalleled 220º Views, Breathtaking Oceanfront Location & 2 Pools! on 28 Jan 2026
Thank you, William! We’re so glad you enjoyed the home, views, and convenient location. Happy to hear our team and Chef Durant helped make your stay special—we’d love to host you again!
This property was amazing. The view is breathtaking. We are looking forward to our next stay.
Ramica G.
Stayed 7 nights in Apr 2022
Response from VrboOwner on 25 July 2025
Thank you so much for your wonderful review, Ramica! We're thrilled you loved the property and those unforgettable views. Knowing you're already looking forward to your next visit truly means the world to us—we can't wait to welcome you back!
Verified
10/10 Excellent
Christine
27 Jan 2022
Liked: Cleanliness, amenities, property conditions & facilities, communication
The outdoor space was absolutely amazing! The property was perfect for our group of 10
Christine
Stayed 7 nights in Jan 2022
Response from 6 BR - Unparalleled 220º Views, Breathtaking Oceanfront Location & 2 Pools! on 25 July 2025
Thank you so much, Christine! We're thrilled the outdoor space and property were a great match for your group. Can't wait to host you all again for more unforgettable moments!
The property was accurately shown on the website. The space was more than enough for my guests and the double pools were great. The common area was spacious and we used it often. The door from the dining area to the pool needs to be replaced so it does lose cool air , but that was the only thing that we could say bad about the place. It is a must stay
Jeff H.
Stayed 5 nights in Jun 2025
Response from VrboOwner on 28 Jan 2026
Thank you, Jeffrey! We’re glad the space, pools, and common areas worked so well for your group. We appreciate your feedback on the door and are happy to hear you’d recommend the property as a must‑stay!
The view from this home is like no other! Full 215 degree view. Home is very comfortable and our party of 12 enjoyed it immensely!
Karl W.
Stayed 5 nights in Mar 2021
Response from VrboOwner on 31 July 2025
Thank you for the wonderful review, Walter! We're thrilled the panoramic views and cozy atmosphere made your stay unforgettable. Hosting your group was a pleasure, and we’d love to welcome you back for another memorable getaway!
Great location and house! The management group was very responsive to any issues with the property and the concierge was very helpful. The house does need some maintenance but still very comfortable. I would rent this property again.
Jeff F.
Stayed 10 nights in May 2021
Response from VrboOwner on 31 July 2025
Thank you for your kind feedback, Jeff! We're so glad you enjoyed the location and felt well supported by our team throughout your stay. We appreciate your note on maintenance and are actively working on improvements. We'd be thrilled to welcome you back anytime!
The views are spectacular! We watched the sunset from the west deck every evening. The bedrooms were not attached to the great room so us "older" people could go to bed while the younger crowd stayed up late. Justin and his crew were very accessible. They even delivered a new grill the same day we called about it.
Thanks for a great week!
Janet G.
Stayed 7 nights in Nov 2021
Response from VrboOwner on 25 July 2025
So glad you had a fantastic stay, Mike! It was a pleasure having you and making sure everything was just right—even that grill delivery sprint. The sunsets from the west deck really are something special. Looking forward to hosting you again soon!
Our group of 10 seniors loved this property! Amazing views from the large common area. Plenty of space to be together but also lots of areas for private time. Three suites with same-level access to the main area and three suites requiring one set of steps to access. One pool on the main level and one pool down near the ocean for the more adventurous. The property manager responded immediately when we needed a bit of repair work done- problem solved right away. All in all, a wonderful and relaxing experience!
Cindy C.
Stayed 7 nights in Jan 2022
Response from VrboOwner on 25 July 2025
Thank you so much for the lovely review, Ray! We're thrilled your group enjoyed the views, layout, and pools—and glad we could assist promptly. Looking forward to welcoming you all again for more island relaxation!
This is a fabulous venue for wedding photos...even the wedding help were taking photos! Justin and Meghen from the property management company couldn't have been better...they met ever demand and exceeded all our expectations. You will be hard pressed to find a better group to do business with.
The only drawback of the property is that it is hard to find as it is on a cliff at the end of a road. Also, it is surrounded by ocean but one is unable to reach it to swim if you're on foot.
Sylvia D.
Stayed 5 nights in Feb 2020
Response from VrboOwner on 27 Mar 2020
Thank you so so much for the kind words and encouragement! We are over the moon that you had a fantastic time, and we hope to see you again very soon!
Property is spacious and really liked that the interior common areas are separate from the rooms so you have privacy. The view is amazing from every room. Everything was functional and whatever was not working the maintenance crew would address right away. The property needs some upkeep as the conditions are not as good as the pictures. The gas stove doesn’t start unless you have a lighter and the knobs are not necessary accurate. The wood and glass doors in the family don’t open. Balcony rails are showing rust. The lower pool is missing tiles and has some stains. The upper pool needs a new bottom job. We had rain and when it rained we had water leaks from ceiling by the bar and one bedroom upstairs.
Luis M.
Stayed 7 nights in May 2021
Response from VrboOwner on 31 July 2025
Thank you for sharing your experience so honestly, Luis. We're glad you enjoyed the spacious layout, privacy, and those stunning views from every room. We also truly appreciate your detailed feedback—it helps us improve and make future stays even better. We're working on updates to ensure the villa reflects the quality our guests deserve, and we hope to welcome you back to a refreshed space.
This property has the most spectacular ocean views! I just got married here and the palm trees by the pool deck made for a picturesque backdrop. We booked this villa for 8 people across 4 days. The property is huge and we never felt like we didn’t have enough room. One thing to note is the villa is a bit hard to find, so we recommend hiring a driver who knows what they are doing, shout-out to Warren!! The villa is a bit outdated (70s?) and the door going out to the pool deck gets stuck on the ground. One of the rooms had a weird smell, but contacting the property manager was so easy and they came out right away to fix it. One thing that would be helpful is sending a layout map of the villa to the guests ahead of time so we can figure out the rooms before getting there. We first put my parents in the pirate cove, but upon getting there the room is not easily accessible and you have to go outside to access it. Once we figured out the layout we changed the room assignments. All in all I would highly recommend staying here. Great location (close to red hook), secluded, picturesque views, and so many great entertainment areas!
Shelby M.
Stayed 4 nights in Jan 2022
Response from VrboOwner on 25 July 2025
Thank you so much for the incredible review, Shelby!—and congratulations on your wedding! I’m thrilled the villa set the perfect scene for your special day. Your feedback is truly appreciated and we’ll definitely take note of those suggestions. Can’t wait to welcome you back for more unforgettable memories!
Verified
6/10 Okay
Jeff H.
25 July 2021
Liked: Check-in, communication, location
Disliked: Listing accuracy
If only it was as nice as the pictures
Doors from the living area to outside are only partially operable. Some you can not open. Roof leaks A LOT in the living area all over the pool table and floor. The ac units can’t cool properly due to large gaps between the doors and door jams. Pool is maybe half the size it appeared online. The bottom pool should be condemned.
Jeff H.
Stayed 5 nights in Jul 2021
About the host
Hosted by Justin Thomas
My name is Justin. I have over 40 years local knowledge in the USVI, and I've spent the last 10 specializing in luxury villa rentals. I love to travel as much as I can get away! :)
Why they chose this property
Windsong offers privacy, space, and stunning views. This property is perfect for families or groups traveling together.
What makes this property unique
Windsong is a private, secluded villa situated on a dramatic cliff edge on the East End of St. Thomas
Languages:
English
Premier Host
They consistently provide great experiences for their guests