Villa in Virgin Islands (U.S.)
12 guests · 6 bedrooms · 6 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this villa rental
Windsong is a secluded private estate located on the exclusive East End of St. Thomas. It is available to discerning, sophisticated travelers for the first time since 1974. The recently renovated and expanded (6) Master Suite, (8) BA Villa, sits atop a peninsula on the South East End of St Thomas on dramatic cliff's edge, 120’ feet above the Caribbean Sea.
Our guests enjoy stunning 210 degree views of Tortola to the North, the Cow & Calf reef and St. Croix to the South, Christmas Cove and St. John to the East, and majestic unobstructed sunsets over Fiddler’s Hat and the Caribbean to the West. Windsong is an idyllic setting for adult retreats and business conferences.
All (6) master staterooms enjoy private ensuite bathrooms, terraces, undisturbed views of the Caribbean Sea, and the beautiful gardens surrounding the 3.5-acre estate.
SMART TV's provide access to your favorite Apps Amazon Prime Music, Hulu & Netflix- Bring your own passwords!!
Amenity packages, in each of our professionally decorated, elegant, private suites provide for the ultimate in comfort, connectivity and luxury; allowing entrepreneurs and executives alike the opportunity to enjoy time away with family and friends.
Windsong is outfitted with a professionally designed and detailed gourmet kitchen, complete with state of the art Kitchen aid and GE Monogram appliances, granite counter tops, and every necessity your chef desires to prepare the finest meals imaginable.
Your dining experience can be enjoyed in our open air dining/great room or on the travertine terrace overlooking the reflections of the palm trees, in the fresh water, pool.
Architecturally designed by Scott Natvig the estate boasts a Tropical Modern style typical of the great luxurious estates of the Caribbean. The grounds are professionally landscaped and maintained showcasing exotic trees, lush gardens, and peaceful sitting areas for morning coffee and sunset gazing.
Windsong is destined to become the most sought after private retreat in the Caribbean. 6 Master suites, each approximately 400 sq ft. including soft seating areas and ensuite baths. Each shower is completed with glass or stone walls many providing open views to the Caribbean Sea. Travertine tiled walk-in showers, granite counter tops, Spanish cedar woodwork, custom built vanities and private travertine terraces facing to the North, South East and West throughout the home.
Approximately 1,500 Sq. ft. entertainment room offering billiards, soft seating, dining area, game table and an open bar. Fresh water upper pool in the garden terrace. Cliff side saltwater infinity edge lower pool 80' below main level.
Laundry facilities
Flat Screen T.V. in each room
Wireless Sonos sound system in throughout
Wireless Wi-Fi connectivity throughout the property
Outdoor Kitchen / Barbecue
Dining room / Great room can be arranged to cater to over 100 people for dinner and the property can accommodate over 150 for receptions and special events. Close by are 4 diamond restaurants and Resorts; The Ritz Carlton, The Elysian, The St. Thomas Yacht Club, Red Hook, American Yacht Harbor Marina, are all less than a 10-minute drive.
Everything you could possibly need to enjoy your time on the island is available on the East End of the Island: Yacht Charter Services, SCUBA diving, day sails, grocery store, butcher, restaurants bars and nightlife, rental car agencies, ferry services to all other island destinations, etc.
Private excursions can be provided to other locations by helicopter, plane or yacht. The jet and plane service is out of the airport downtown, yacht and boat charters will depart from American Yacht Harbor.
Due to its dramatic cliff-side positioning Villa Windsong is not suitable for families traveling with young children. The owner will be happy to review families traveling with children wanting to stay at Villa Windsong on a case by case basis.
Our guests enjoy stunning 210 degree views of Tortola to the North, the Cow & Calf reef and St. Croix to the South, Christmas Cove and St. John to the East, and majestic unobstructed sunsets over Fiddler’s Hat and the Caribbean to the West. Windsong is an idyllic setting for adult retreats and business conferences.
All (6) master staterooms enjoy private ensuite bathrooms, terraces, undisturbed views of the Caribbean Sea, and the beautiful gardens surrounding the 3.5-acre estate.
SMART TV's provide access to your favorite Apps Amazon Prime Music, Hulu & Netflix- Bring your own passwords!!
Amenity packages, in each of our professionally decorated, elegant, private suites provide for the ultimate in comfort, connectivity and luxury; allowing entrepreneurs and executives alike the opportunity to enjoy time away with family and friends.
Windsong is outfitted with a professionally designed and detailed gourmet kitchen, complete with state of the art Kitchen aid and GE Monogram appliances, granite counter tops, and every necessity your chef desires to prepare the finest meals imaginable.
Your dining experience can be enjoyed in our open air dining/great room or on the travertine terrace overlooking the reflections of the palm trees, in the fresh water, pool.
Architecturally designed by Scott Natvig the estate boasts a Tropical Modern style typical of the great luxurious estates of the Caribbean. The grounds are professionally landscaped and maintained showcasing exotic trees, lush gardens, and peaceful sitting areas for morning coffee and sunset gazing.
Windsong is destined to become the most sought after private retreat in the Caribbean. 6 Master suites, each approximately 400 sq ft. including soft seating areas and ensuite baths. Each shower is completed with glass or stone walls many providing open views to the Caribbean Sea. Travertine tiled walk-in showers, granite counter tops, Spanish cedar woodwork, custom built vanities and private travertine terraces facing to the North, South East and West throughout the home.
Approximately 1,500 Sq. ft. entertainment room offering billiards, soft seating, dining area, game table and an open bar. Fresh water upper pool in the garden terrace. Cliff side saltwater infinity edge lower pool 80' below main level.
Laundry facilities
Flat Screen T.V. in each room
Wireless Sonos sound system in throughout
Wireless Wi-Fi connectivity throughout the property
Outdoor Kitchen / Barbecue
Dining room / Great room can be arranged to cater to over 100 people for dinner and the property can accommodate over 150 for receptions and special events. Close by are 4 diamond restaurants and Resorts; The Ritz Carlton, The Elysian, The St. Thomas Yacht Club, Red Hook, American Yacht Harbor Marina, are all less than a 10-minute drive.
Everything you could possibly need to enjoy your time on the island is available on the East End of the Island: Yacht Charter Services, SCUBA diving, day sails, grocery store, butcher, restaurants bars and nightlife, rental car agencies, ferry services to all other island destinations, etc.
Private excursions can be provided to other locations by helicopter, plane or yacht. The jet and plane service is out of the airport downtown, yacht and boat charters will depart from American Yacht Harbor.
Due to its dramatic cliff-side positioning Villa Windsong is not suitable for families traveling with young children. The owner will be happy to review families traveling with children wanting to stay at Villa Windsong on a case by case basis.
Amenities at Everlasting MEMORIES (6) Master Suites Red Hook, East End ST Thomas, Yacht Club
Non-smoking
No pets allowed
Map of Virgin Islands (U.S.)
Ratings and reviews
Summary of reviewsSpectacular views, amazing rooms with private baths, great for families and group gatherings. Property management is responsive and helpful. Guests blown away by the panoramic views.
10 / 10Outstanding·Jan 2026
What a remarkable home for our group of 12 best friends to enjoy a week in the VI. The hosts communicated well and often. Each detail was turnkey and the personal welcome with a tour and tips were appreciated. We loved how we didn’t have to replace basics during our stay. You can’t beat the view or comfortable accommodations. When we ran into small issues or questions, the hosts were on top of it. We highly recommend Windsong.
10 / 10Outstanding·Aug 2025
Beautiful and unique property perfect for my family!
10 / 10Outstanding·Jul 2025
My family was blown away by this home!! We had to force ourselves to leave each time we had plans to go somewhere. Plenty of room and the accommodations were awesome. We will definitely book again if we ever get the chance.
6 / 10Average·Jan 2026
I wanted to share some concerns we had regarding the overall quality and condition of the villa. Part way through our stay there was a gas leak coming from the range. It is extremely concerning and disappointing to have to deal with such a dangerous situation, and it was critical to highlight this immediately. After contacting property management someone came out but never got back to us. So we discontinued using the gas range.In addition, the general condition of several appliances was disappointing. The interiors of the refrigerators and freezers were in poor condition, and the dishwasher has broken racks, which affects its usability. When we arrived on Monday, the air conditioner in the main living room/bar area was not functioning and was not repaired until Wednesday, which impacted our comfort. Also most of the doors did not open.The laundry room was also quite dirty, including a buildup of rust on top of the washing machine. While the pool table itself is nice, it has broken rails that prevent normal use. The bedrooms are comfortable overall; however, one of the doors in the primary bedroom does not lock.The property would benefit from a deep cleaning. The kitchen cabinets contained residue and crumbs, and several of the pans were dirty.The pools are very nice, and the vistas are truly spectacular. That said, the general state of disrepair was disappointing.Overall we had a wonderful time but for the price we expected better responsiveness, maintenance and upkeep.
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Top rated by guests
9.4Outstanding
(32 Ratings)
Spectacular views, amazing rooms with private baths, great for families and group gatherings. Property management is responsive and helpful. Guests blown away by the panoramic views.
From real guest reviews summarized by AIDon't miss out! Price and availability may change
