St. Thomas, St. Thomas

Windsong

6 bedrooms 8 beds 6 baths 14 guests 4.8 (47)

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

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) AvailabilityMin Stay (nights)
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$2,100Available3
Jun 5, 2026$2,100Available3
Jun 6, 2026$2,100Available3
Jun 7, 2026$2,100Available3
Jun 8, 2026$2,100Available3
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$2,100Available3
Jun 17, 2026$2,100Available3
Jun 18, 2026$2,100Available3
Jun 19, 2026$2,121Available3
Jun 20, 2026$2,100Available3
Jun 21, 2026$2,100Available3
Jun 22, 2026$2,100Available3
Jun 23, 2026$2,450Available3
Jun 24, 2026$2,450Available3
Jun 25, 2026$2,450Available3
Jun 26, 2026$2,450Not Available3
Jun 27, 2026$2,417Not Available3
Jun 28, 2026$2,450Not Available3
Jun 29, 2026$2,450Not Available3
Jun 30, 2026$2,450Not Available3
Jul 1, 2026$2,100Available3
Jul 2, 2026$2,248Available3
Jul 3, 2026$2,277Available3
Jul 4, 2026$2,245Available3
Jul 5, 2026$2,152Available3
Jul 6, 2026$2,112Available3
Jul 7, 2026$2,182Available3
Jul 8, 2026$2,170Available3
Jul 9, 2026$2,227Available3
Jul 10, 2026$2,131Available3
Jul 11, 2026$2,450Not Available5
Jul 12, 2026$2,450Not Available5
Jul 13, 2026$2,317Not Available5
Jul 14, 2026$2,433Not Available5
Jul 15, 2026$2,388Not Available5
Jul 16, 2026$2,450Not Available5
Jul 17, 2026$2,450Not Available5
Jul 18, 2026$2,450Not Available5
Jul 19, 2026$2,449Not Available5
Jul 20, 2026$2,450Not Available5
Jul 21, 2026$2,450Not Available5
Jul 22, 2026$2,450Not Available5
Jul 23, 2026$2,450Not Available5
Jul 24, 2026$2,394Not Available5
Jul 25, 2026$2,158Available3
Jul 26, 2026$2,247Available3
Jul 27, 2026$2,129Available3
Jul 28, 2026$2,100Available3
Jul 29, 2026$2,100Available3
Jul 30, 2026$2,100Available3
Jul 31, 2026$2,100Available3
Aug 1, 2026$2,000Available3
Aug 2, 2026$2,102Not Available5
Aug 3, 2026$2,050Not Available5
Aug 4, 2026$2,000Not Available5
Aug 5, 2026$2,000Not Available5
Aug 6, 2026$2,027Not Available5
Aug 7, 2026$2,039Not Available5
Aug 8, 2026$2,000Not Available5
Aug 9, 2026$2,000Available3
Aug 10, 2026$2,000Available3
Aug 11, 2026$2,000Available3
Aug 12, 2026$2,000Available3
Aug 13, 2026$2,000Available3
Aug 14, 2026$2,000Available3
Aug 15, 2026$2,000Available3
Aug 16, 2026$2,000Available3

Where you'll sleep

Amenities

Beachfront
Waterfront
Ocean view
Pool outdoor
Patio
Balcony
Sound system
Garden

4.8 · 47 reviews

D
Donna D.
April 2026

Everything was just as we anticipated. Easy access and the views were amazing. Justin was always available via text when needed.

B
Brandon T.
March 2026

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.

J
Jamie M.
February 2026

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, Virgin Islands (U.S.)

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
Events allowed with approval.

Safety & security

Check-in after 4:00 PM.
Check-out before 11:00 AM.
Maximum 14 guests.