About the 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.
** There are extra guest fees beyond 12 guests.
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.
** There are extra guest fees beyond 12 guests.
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.
** There are extra guest fees beyond 12 guests.
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
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 16, 2026 | $2,450 | Not Available | 5 |
| Jul 17, 2026 | $2,450 | Not Available | 5 |
| Jul 18, 2026 | $2,450 | Not Available | 5 |
| Jul 19, 2026 | $2,449 | Not Available | 5 |
| Jul 20, 2026 | $2,450 | Not Available | 5 |
| Jul 21, 2026 | $2,450 | Not Available | 5 |
| Jul 22, 2026 | $2,450 | Not Available | 5 |
| Jul 23, 2026 | $2,450 | Not Available | 5 |
| Jul 24, 2026 | $2,394 | Not Available | 5 |
| Jul 25, 2026 | $2,100 | Available | 3 |
| Jul 26, 2026 | $2,100 | Available | 3 |
| Jul 27, 2026 | $2,100 | Available | 3 |
| Jul 28, 2026 | $2,100 | Available | 3 |
| Jul 29, 2026 | $2,100 | Available | 3 |
| Jul 30, 2026 | $2,100 | Available | 3 |
| Jul 31, 2026 | $2,100 | Available | 3 |
| Aug 1, 2026 | $2,000 | Available | 3 |
| Aug 2, 2026 | $2,102 | Not Available | 5 |
| Aug 3, 2026 | $2,050 | Not Available | 5 |
| Aug 4, 2026 | $2,000 | Not Available | 5 |
| Aug 5, 2026 | $2,000 | Not Available | 5 |
| Aug 6, 2026 | $2,027 | Not Available | 5 |
| Aug 7, 2026 | $2,039 | Not Available | 5 |
| Aug 8, 2026 | $2,000 | Not Available | 5 |
| Aug 9, 2026 | $2,000 | Available | 3 |
| Aug 10, 2026 | $2,000 | Available | 3 |
| Aug 11, 2026 | $2,000 | Available | 3 |
| Aug 12, 2026 | $2,000 | Available | 3 |
| Aug 13, 2026 | $2,000 | Available | 3 |
| Aug 14, 2026 | $2,000 | Available | 3 |
| Aug 15, 2026 | $2,000 | Available | 3 |
| Aug 16, 2026 | $2,000 | Available | 3 |
| Aug 17, 2026 | $2,000 | Available | 3 |
| Aug 18, 2026 | $2,000 | Available | 3 |
| Aug 19, 2026 | $2,000 | Available | 3 |
| Aug 20, 2026 | $2,000 | Available | 3 |
| Aug 21, 2026 | $2,000 | Available | 3 |
| Aug 22, 2026 | $2,000 | Available | 3 |
| Aug 23, 2026 | $2,000 | Available | 3 |
| Aug 24, 2026 | $2,000 | Available | 3 |
| Aug 25, 2026 | $2,000 | Available | 3 |
| Aug 26, 2026 | $2,000 | Available | 3 |
| Aug 27, 2026 | $2,000 | Available | 3 |
| Aug 28, 2026 | $2,000 | Available | 3 |
| Aug 29, 2026 | $2,000 | Available | 3 |
| Aug 30, 2026 | $2,000 | Available | 3 |
| Aug 31, 2026 | $2,000 | Available | 3 |
| Sep 1, 2026 | $2,000 | Available | 3 |
| Sep 2, 2026 | $2,000 | Available | 3 |
| Sep 3, 2026 | $2,000 | Available | 3 |
| Sep 4, 2026 | $2,000 | Available | 3 |
| Sep 5, 2026 | $2,000 | Available | 3 |
| Sep 6, 2026 | $2,000 | Available | 3 |
| Sep 7, 2026 | $2,000 | Available | 3 |
| Sep 8, 2026 | $2,000 | Available | 3 |
| Sep 9, 2026 | $2,000 | Available | 3 |
| Sep 10, 2026 | $2,000 | Available | 3 |
| Sep 11, 2026 | $2,000 | Available | 3 |
| Sep 12, 2026 | $2,000 | Available | 3 |
| Sep 13, 2026 | $2,000 | Available | 3 |
| Sep 14, 2026 | $2,000 | Available | 3 |
| Sep 15, 2026 | $2,000 | Available | 3 |
| Sep 16, 2026 | $2,000 | Available | 3 |
| Sep 17, 2026 | $2,000 | Available | 3 |
| Sep 18, 2026 | $2,000 | Available | 3 |
| Sep 19, 2026 | $2,000 | Available | 3 |
| Sep 20, 2026 | $2,000 | Available | 3 |
| Sep 21, 2026 | $2,000 | Available | 3 |
| Sep 22, 2026 | $2,000 | Available | 3 |
| Sep 23, 2026 | $2,000 | Available | 3 |
| Sep 24, 2026 | $2,000 | Available | 3 |
| Sep 25, 2026 | $2,000 | Available | 3 |
| Sep 26, 2026 | $2,000 | Available | 3 |
| Sep 27, 2026 | $2,000 | Available | 3 |
| Sep 28, 2026 | $2,000 | Available | 3 |
| Sep 29, 2026 | $2,000 | Available | 3 |
| Sep 30, 2026 | $2,000 | Available | 3 |
| Oct 1, 2026 | $2,000 | Available | 3 |
| Oct 2, 2026 | $2,000 | Available | 3 |
| Oct 3, 2026 | $2,000 | Available | 3 |
| Oct 4, 2026 | $2,000 | Available | 3 |
| Oct 5, 2026 | $2,000 | Available | 3 |
| Oct 6, 2026 | $2,000 | Available | 3 |
| Oct 7, 2026 | $2,000 | Available | 3 |
| Oct 8, 2026 | $2,000 | Available | 3 |
| Oct 9, 2026 | $2,000 | Available | 3 |
| Oct 10, 2026 | $2,300 | Available | 3 |
| Oct 11, 2026 | $2,114 | Available | 3 |
| Oct 12, 2026 | $2,078 | Available | 3 |
| Oct 13, 2026 | $2,000 | Available | 3 |
| Oct 14, 2026 | $2,000 | Available | 3 |
Amenities
4.8 · 47 reviews
Everything was just as we anticipated. Easy access and the views were amazing. Justin was always available via text when needed.
The house was absolutely beautiful with spectacular views. Justin was very helpful with suggestions and helped us get a second night that previously wasn't available. I highly recommend this property and highly recommend Justin and his team.
If I could give this home 100 stars I would. You cannot explain the peach and beauty of sitting on the porch at Villa Windsong! This home is next level and makes a trip to the VI a tier above the rest. This was our third time staying at this villa and Justin has been great every single time. Very responsive and helpful if a situation arises, he’s friendly and very informative from the start. I can’t say enough how great this place is. 10/10 recommend.
Where you'll be
St. Thomas, St. Thomas, 00802, VI
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.