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.

  • 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

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. **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)
Mar 27, 2026$2,500Not Available3
Mar 28, 2026$2,200Not Available7
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$2,252Available3
Apr 5, 2026$2,450Not Available3
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$2,352Not Available3
Apr 11, 2026$2,218Not Available3
Apr 12, 2026$2,100Not Available3
Apr 13, 2026$2,100Not Available3
Apr 14, 2026$2,100Not Available3
Apr 15, 2026$2,100Available2
Apr 16, 2026$2,209Available2
Apr 17, 2026$2,450Not Available5
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$2,100Available3
Apr 30, 2026$2,100Available3
May 1, 2026$2,100Available3
May 2, 2026$2,177Available3
May 3, 2026$2,162Available3
May 4, 2026$2,100Available3
May 5, 2026$2,100Available3
May 6, 2026$2,100Available3
May 7, 2026$2,100Available3
May 8, 2026$2,100Available3
May 9, 2026$2,100Available3
May 10, 2026$2,100Available3
May 11, 2026$2,100Not Available3
May 12, 2026$2,100Not Available3
May 13, 2026$2,100Not Available3
May 14, 2026$2,160Not Available3
May 15, 2026$2,242Not Available3
May 16, 2026$2,167Not Available3
May 17, 2026$2,208Not Available3
May 18, 2026$2,100Not Available3
May 19, 2026$2,100Not Available5
May 20, 2026$2,104Not Available5
May 21, 2026$2,397Not Available5
May 22, 2026$2,450Not Available5
May 23, 2026$2,450Not Available5
May 24, 2026$2,450Not Available5
May 25, 2026$2,450Not Available5
May 26, 2026$2,450Not Available3
May 27, 2026$2,450Not Available3
May 28, 2026$2,100Not Available3
May 29, 2026$2,148Not Available3
May 30, 2026$2,100Not Available3
May 31, 2026$2,100Not Available3
Jun 1, 2026$2,140Not Available3
Jun 2, 2026$2,100Not Available3
Jun 3, 2026$2,128Not Available3
Jun 4, 2026$2,295Available3
Jun 5, 2026$2,293Available3
Jun 6, 2026$2,180Available3
Jun 7, 2026$2,131Available3
Jun 8, 2026$2,102Available3
Jun 9, 2026$2,100Available3
Jun 10, 2026$2,100Available3
Jun 11, 2026$2,450Not Available5
Jun 12, 2026$2,450Not Available5
Jun 13, 2026$2,450Not Available5
Jun 14, 2026$2,450Not Available5
Jun 15, 2026$2,450Not Available5
Jun 16, 2026$2,242Available3
Jun 17, 2026$2,100Available3
Jun 18, 2026$2,227Available3
Jun 19, 2026$2,261Available3
Jun 20, 2026$2,217Available3
Jun 21, 2026$2,104Available3
Jun 22, 2026$2,124Available3
Jun 23, 2026$2,363Available3
Jun 24, 2026$2,351Available3
Jun 25, 2026$2,373Available3

Where you'll sleep

Amenities

GUEST FAVORITES

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

Where you'll be

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