Windsong
Windsong is a private, secluded villa situated on a dramatic cliff edge on the East End of St.
- Ocean view
- Pool outdoor
- Game Room
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Flexible check-in & out
Check-in after 4:00 PM • Check-out before 10:00 AM
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Easy cancellation
You can cancel your trip for up to 14 days prior to start.
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!
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Dec 12, 2025 | $1,795 | Not Available | 5 |
| Dec 13, 2025 | $1,795 | Not Available | 5 |
| Dec 14, 2025 | $1,795 | Not Available | 5 |
| Dec 15, 2025 | $1,795 | Not Available | 5 |
| Dec 16, 2025 | $1,795 | Not Available | 5 |
| Dec 17, 2025 | $1,795 | Not Available | 5 |
| Dec 18, 2025 | $1,795 | Not Available | 5 |
| Dec 19, 2025 | $1,795 | Not Available | 5 |
| Dec 20, 2025 | $1,795 | Not Available | 5 |
| Dec 21, 2025 | $1,795 | Not Available | 5 |
| Dec 22, 2025 | $1,795 | Not Available | 5 |
| Dec 23, 2025 | $1,795 | Not Available | 5 |
| Dec 24, 2025 | $1,795 | Not Available | 5 |
| Dec 25, 2025 | $1,795 | Not Available | 5 |
| Dec 26, 2025 | $1,795 | Available | 3 |
| Dec 27, 2025 | $1,795 | Available | 3 |
| Dec 28, 2025 | $1,795 | Available | 3 |
| Dec 29, 2025 | $1,795 | Not Available | 3 |
| Dec 30, 2025 | $1,795 | Not Available | 5 |
| Dec 31, 2025 | $1,795 | Not Available | 5 |
| Jan 1, 2026 | $1,795 | Not Available | 5 |
| Jan 2, 2026 | $1,795 | Not Available | 5 |
| Jan 3, 2026 | $1,795 | Not Available | 5 |
| Jan 4, 2026 | $1,795 | Not Available | 5 |
| Jan 5, 2026 | $1,795 | Available | 3 |
| Jan 6, 2026 | $1,795 | Available | 3 |
| Jan 7, 2026 | $1,795 | Available | 3 |
| Jan 8, 2026 | $1,795 | Not Available | 3 |
| Jan 9, 2026 | $1,795 | Not Available | 5 |
| Jan 10, 2026 | $1,795 | Not Available | 5 |
| Jan 11, 2026 | $1,795 | Not Available | 5 |
| Jan 12, 2026 | $1,795 | Available | 3 |
| Jan 13, 2026 | $1,795 | Available | 3 |
| Jan 14, 2026 | $1,795 | Available | 3 |
| Jan 15, 2026 | $1,795 | Not Available | 3 |
| Jan 16, 2026 | $1,795 | Not Available | 5 |
| Jan 17, 2026 | $1,795 | Not Available | 5 |
| Jan 18, 2026 | $1,795 | Not Available | 5 |
| Jan 19, 2026 | $1,795 | Not Available | 5 |
| Jan 20, 2026 | $1,795 | Not Available | 5 |
| Jan 21, 2026 | $1,795 | Not Available | 5 |
| Jan 22, 2026 | $1,795 | Available | 2 |
| Jan 23, 2026 | $1,795 | Available | 2 |
| Jan 24, 2026 | $1,795 | Not Available | 2 |
| Jan 25, 2026 | $1,795 | Not Available | 5 |
| Jan 26, 2026 | $1,795 | Not Available | 5 |
| Jan 27, 2026 | $1,795 | Not Available | 5 |
| Jan 28, 2026 | $1,795 | Not Available | 5 |
| Jan 29, 2026 | $1,795 | Not Available | 5 |
| Jan 30, 2026 | $1,795 | Not Available | 5 |
| Jan 31, 2026 | $1,795 | Available | 5 |
| Feb 1, 2026 | $1,795 | Available | 5 |
| Feb 2, 2026 | $1,795 | Available | 5 |
| Feb 3, 2026 | $1,795 | Available | 5 |
| Feb 4, 2026 | $1,795 | Available | 5 |
| Feb 5, 2026 | $1,795 | Available | 5 |
| Feb 6, 2026 | $1,795 | Available | 5 |
| Feb 7, 2026 | $1,795 | Available | 5 |
| Feb 8, 2026 | $1,795 | Available | 5 |
| Feb 9, 2026 | $1,795 | Available | 5 |
| Feb 10, 2026 | $1,795 | Available | 5 |
| Feb 11, 2026 | $1,795 | Available | 5 |
| Feb 12, 2026 | $1,795 | Available | 5 |
| Feb 13, 2026 | $1,795 | Available | 5 |
| Feb 14, 2026 | $1,795 | Available | 5 |
| Feb 15, 2026 | $1,795 | Available | 5 |
| Feb 16, 2026 | $1,795 | Available | 5 |
| Feb 17, 2026 | $1,795 | Available | 5 |
| Feb 18, 2026 | $1,795 | Available | 5 |
| Feb 19, 2026 | $1,795 | Available | 5 |
| Feb 20, 2026 | $1,795 | Available | 5 |
| Feb 21, 2026 | $1,795 | Available | 5 |
| Feb 22, 2026 | $1,795 | Not Available | 5 |
| Feb 23, 2026 | $1,795 | Not Available | 5 |
| Feb 24, 2026 | $1,795 | Not Available | 5 |
| Feb 25, 2026 | $1,795 | Not Available | 5 |
| Feb 26, 2026 | $1,795 | Not Available | 5 |
| Feb 27, 2026 | $1,795 | Not Available | 5 |
| Feb 28, 2026 | $1,795 | Not Available | 5 |
| Mar 1, 2026 | $1,795 | Available | 4 |
| Mar 2, 2026 | $1,795 | Available | 5 |
| Mar 3, 2026 | $1,795 | Available | 5 |
| Mar 4, 2026 | $1,795 | Available | 5 |
| Mar 5, 2026 | $1,795 | Available | 5 |
| Mar 6, 2026 | $1,795 | Available | 5 |
| Mar 7, 2026 | $1,795 | Available | 5 |
| Mar 8, 2026 | $1,795 | Available | 5 |
| Mar 9, 2026 | $1,795 | Available | 5 |
| Mar 10, 2026 | $1,795 | Available | 5 |
| Mar 11, 2026 | $1,795 | Available | 5 |
| Mar 12, 2026 | $1,795 | Available | 5 |
Top notch amenities
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