St. Thomas, St. Thomas

Windsong

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14 guests
6 bedrooms
6 bathrooms
1000 sqft

Windsong is a private, secluded villa situated on a dramatic cliff edge on the East End of St.

4.56/10
  • Ocean view
  • Pool outdoor
  • Game Room
14 guests
6 bedrooms
6 bathrooms
1000 sqft

  • Flexible check-in & out

    Check-in after 4:00 PM • Check-out before 11:00 AM

  • Easy cancellation


About this property

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 villa's 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. **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. Travelers who cancel at least 60 days before check-in will get back 100% of the amount they've paid, less any/all 3rd party transaction or processing fees where applicable. Cancellations made between 30 and 60 days prior to beginning of rental forfeit the 50% deposit made at the time of the booking, less any/all 3rd party transaction or processing fees wherever applicable. Cancellations made less than 30 days prior to beginning of stay forfeit the total amount due for the duration of the stay. 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!

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 villa's 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. **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. Travelers who cancel at least 60 days before check-in will get back 100% of the amount they've paid, less any/all 3rd party transaction or processing fees where applicable. Cancellations made between 30 and 60 days prior to beginning of rental forfeit the 50% deposit made at the time of the booking, less any/all 3rd party transaction or processing fees wherever applicable. Cancellations made less than 30 days prior to beginning of stay forfeit the total amount due for the duration of the stay. 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!

Availability & Pricing

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
Feb 7, 2026$2,500Not Available2
Feb 8, 2026$2,500Not Available3
Feb 9, 2026$2,484Not Available3
Feb 10, 2026$2,443Not Available3
Feb 11, 2026$2,500Not Available3
Feb 12, 2026$2,500Not Available3
Feb 13, 2026$2,500Available3
Feb 14, 2026$2,500Available3
Feb 15, 2026$2,500Available3
Feb 16, 2026$2,500Available3
Feb 17, 2026$2,500Not Available3
Feb 18, 2026$2,500Not Available3
Feb 19, 2026$2,500Not Available3
Feb 20, 2026$2,362Available3
Feb 21, 2026$2,146Available3
Feb 22, 2026$2,419Available3
Feb 23, 2026$2,117Available3
Feb 24, 2026$2,100Available3
Feb 25, 2026$2,100Available3
Feb 26, 2026$2,100Available3
Feb 27, 2026$2,100Available3
Feb 28, 2026$2,100Available3
Mar 1, 2026$2,393Available3
Mar 2, 2026$2,346Not Available3
Mar 3, 2026$2,100Available3
Mar 4, 2026$2,100Available3
Mar 5, 2026$2,431Available3
Mar 6, 2026$2,500Available3
Mar 7, 2026$2,500Available4
Mar 8, 2026$2,500Not Available5
Mar 9, 2026$2,500Not Available5
Mar 10, 2026$2,500Not Available5
Mar 11, 2026$2,500Not Available5
Mar 12, 2026$2,500Not Available5
Mar 13, 2026$2,500Not Available5
Mar 14, 2026$2,500Available3
Mar 15, 2026$2,500Available3
Mar 16, 2026$2,500Available3
Mar 17, 2026$2,500Available3
Mar 18, 2026$2,500Available4
Mar 19, 2026$2,500Not Available5
Mar 20, 2026$2,500Not Available5
Mar 21, 2026$2,500Not Available5
Mar 22, 2026$2,500Available3
Mar 23, 2026$2,427Available3
Mar 24, 2026$2,450Available3
Mar 25, 2026$2,500Available3
Mar 26, 2026$2,500Available3
Mar 27, 2026$2,500Available3
Mar 28, 2026$2,200Available6
Mar 29, 2026$2,200Not Available7
Mar 30, 2026$2,200Not Available7
Mar 31, 2026$2,200Not Available7
Apr 1, 2026$2,200Not Available7
Apr 2, 2026$2,200Not Available7
Apr 3, 2026$2,200Not Available7
Apr 4, 2026$2,450Not Available2
Apr 5, 2026$2,450Not Available2
Apr 6, 2026$2,450Not Available3
Apr 7, 2026$2,450Not Available3
Apr 8, 2026$2,450Not Available3
Apr 9, 2026$2,450Not Available3
Apr 10, 2026$2,385Available3
Apr 11, 2026$2,318Available3
Apr 12, 2026$2,202Available3
Apr 13, 2026$2,171Available3
Apr 14, 2026$2,115Available3
Apr 15, 2026$2,100Available3
Apr 16, 2026$2,111Available3
Apr 17, 2026$2,450Available5
Apr 18, 2026$2,450Not Available5
Apr 19, 2026$2,450Not Available5
Apr 20, 2026$2,450Not Available5
Apr 21, 2026$2,450Not Available5
Apr 22, 2026$2,450Not Available5
Apr 23, 2026$2,450Not Available5
Apr 24, 2026$2,450Not Available5
Apr 25, 2026$2,450Not Available5
Apr 26, 2026$2,100Available3
Apr 27, 2026$2,100Available3
Apr 28, 2026$2,100Available3
Apr 29, 2026$2,380Available3
Apr 30, 2026$2,367Available3
May 1, 2026$2,370Available3
May 2, 2026$2,365Available3
May 3, 2026$2,337Available3
May 4, 2026$2,301Available3
May 5, 2026$2,100Available3
May 6, 2026$2,100Available3
May 7, 2026$2,110Available3
May 8, 2026$2,100Available3

Top notch amenities

GUEST FAVORITES

Ocean view
Pool outdoor
Game Room
Fire pit
BBQ Area
Patio
Balcony
Outdoor dining area
Air hockey

Where you'll sleep



4.56 Guest love this place

10 VERIFIED REVIEWS
5.0 / 5
We loved the villa! It was clean, no bugs and you can’t beat the location. It was on the water as advertised. Both of the local restaurants had delicious food (MIMS is a little pricey, but hey, you’re on vacation). I would definitely stay there again. I have two suggestions, replace the King size bed. The frame seemed unsteady and the mattress wasn’t firm. Secondly, the tv in the living room needs a better wall mount. As soon as I discovered that one side had come out the wall, I texted Justin and I have no doubt it will be fixed for the next guest. Anyway, I LOVED OUR STAY!
S
SyntychiaStayed in January 2026
5.0 / 5
Had an amazing time Justin was a great host Very helpful and informative
A
AidenStayed in January 2026
5.0 / 5
Amazing place to stay! Clean and the host was flexible when your flight was delayed. We will be back.
W
WendyStayed in January 2026
5.0 / 5
Justin was great! Kept in touch and responded asap to any questions I had. Highly recommend!! Great location over looking Bolongo Bay
D
DawnStayed in January 2026
5.0 / 5
Everything was great! Justin also maintained communication throughout our trip just in case we needed assistance with anything.
T
TiaraStayed in January 2026
5.0 / 5
The unit was clean, and comfortable . Great view of the ocean!
K
KathiStayed in January 2026

Explore St. Thomas, St. Thomas

Immerse yourself in the vibrant allure of St. Thomas, where endless ocean vistas meet island adventure. Enjoy fine dining steps away at Sunset Grille at Secret Harbour, or discover the wonders of marine life at Coral World Ocean Park, a short drive away. Explore unique shopping at Mongoose Junction and take the Skyride to Paradise Point, both within easy reach, offering panoramic views of the idyllic Caribbean Sea.

Things to know

Here are some things which you should know before booking Windsong

House rules

Check-in after 4:00 PM
Check-out before 11:00 AM
14 guests maximum
Pets not allowed
No smoking - fees will apply
Events allowed with approval
Commercial photography requires approval

Cancellation policy

This property follows Prestige Luxury Villas’s standard cancellation policy.