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.

4.8
  • 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$2,500Available3
Mar 28, 2026$2,200Not Available7
Mar 29, 2026$2,200Not Available7
Mar 30, 2026$2,200Not Available7
Mar 31, 2026$2,200Not Available5
Apr 1, 2026$2,200Not Available4
Apr 2, 2026$2,200Not Available3
Apr 3, 2026$2,200Not Available2
Apr 4, 2026$2,359Available2
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$2,352Not 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$2,217Available2
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$2,312Available3
May 3, 2026$2,308Available3
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$2,100Available2
May 11, 2026$2,100Not Available2
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 Available2
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$2,450Available3
Jun 5, 2026$2,442Available3
Jun 6, 2026$2,203Available3
Jun 7, 2026$2,129Available3
Jun 8, 2026$2,100Available3
Jun 9, 2026$2,100Available3
Jun 10, 2026$2,100Available2
Jun 11, 2026$2,450Not Available2
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$2,256Available3
Jun 17, 2026$2,100Available3
Jun 18, 2026$2,221Available3
Jun 19, 2026$2,234Available3
Jun 20, 2026$2,220Available3
Jun 21, 2026$2,100Available3
Jun 22, 2026$2,113Available3
Jun 23, 2026$2,444Available3
Jun 24, 2026$2,320Available3
Jun 25, 2026$2,450Available3

Where you'll sleep

Amenities

GUEST FAVORITES

Ocean view
Pool outdoor
Game Room
Patio
Balcony
Garden
Sound system
Air conditioning
Wifi

4.8 Guest love this place

10 VERIFIED REVIEWS
5.0 / 5
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.
B
BrandonStayed in March 2026
5.0 / 5
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.
J
JamieStayed in February 2026
5.0 / 5
This is easily one of the most beautiful Airbnb's I've ever stayed at. If you are going to St. Thomas this is one of the nicest homes on the island. The views are absolutely stunning. Host is fantastic and easy to communicate with.
J
JaceStayed in January 2026

Where you'll be

Discover St. Thomas’s captivating blend of Caribbean allure and vibrant activity. Indulge in fine dining steps away at Sunset Grille at Secret Harbour, or explore the marine wonders of Coral World Ocean Park, just a short drive. Minutes away, enjoy the lively ambiance of Bolongo Bay Beach Resort, or catch a ferry from the Cruz Bay Ferry Dock for island adventures. For breathtaking vistas and unique shopping, Skyride to Paradise Point and Mongoose Junction are both within easy reach.

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