Southwind
Southwind Villa: A Classic West Indies Retreat with Timeless Soul
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Flexible check-in & out
Check-in after 4:00 PM • Check-out before 11:00 AM
About the property
Southwind Villa: A Classic West Indies Retreat with Timeless Soul Perched high above the turquoise waters of Charlotte Amalie harbor, Southwind Villa welcomes you into a world where the elegance of the Old West Indies lingers in every detail. From the moment you arrive, there's a sense that time slows down here—that this is a place meant for unwinding, for reconnecting, and for savoring the beauty of simple, soulful island living. The villa is rich in classic Caribbean architecture, with warm terra cotta tiles underfoot, arched doorways that catch the golden light, and shuttered windows that usher in soft breezes from the sea. Rattan and wicker furnishings, hand-carved wood pieces, and soft island hues create an atmosphere that's both nostalgic and inviting—echoing the grace and warmth of a classic era. From morning coffee to sunset cocktails, the panoramic views are simply mesmerizing—watch from the open-air verandas as sailboats drift into the harbor, cruise ships light up the evening horizon, and tropical palms sway gently against an endless blue backdrop. A private pool terrace is tucked among lush greenery, offering a peaceful escape with stunning views. While Southwind Villa feels like a retreat from the modern world, its comforts are anything but old-fashioned. Thoughtfully updated, the home includes high-speed Wi-Fi, smart TVs, air conditioning, and a fully equipped kitchen—all seamlessly integrated so that the charm of the villa remains untouched. Whether you're streaming a favorite shows after a beach day or catching up on a bit of work from the antique writing desk, you can stay as connected—or as blissfully unplugged—as you choose. Southwind Villa is perfectly located just minutes from the shops, restaurants, and historic charm of downtown Charlotte Amalie, and a short drive from some of St. Thomas's most pristine beaches. But once you've settled into the rhythm of this home—its breezy verandas, soul-soothing views, and timeless spirit—you may find little reason to leave. Come and experience the Caribbean and Old West Indies charm the way it was meant to be— warm, welcoming, unhurried, and unforgettable. **Confirmed guests will be required to sign a guest license/rental agreement and may be required to keep a credit card on file for incidentals** Have questions? Just ask! I've been hosting short term rentals in St. Thomas for more than 15 years - so I will make sure we find you the best property to suit your specific needs, plus we have many fantastic options to choose from! Traveling with a larger group? Let us know and we will show you all the units nearby that are available for rental! 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, chances are you will never be left high and dry. 5. We provide a 24/7 maintenance and an emergency hotline. **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.**
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Mar 27, 2026 | $1,279 | Not Available | 3 |
| Mar 28, 2026 | $1,279 | Not Available | 3 |
| Mar 29, 2026 | $1,279 | Not Available | 3 |
| Mar 30, 2026 | $1,279 | Not Available | 3 |
| Mar 31, 2026 | $1,279 | Not Available | 3 |
| Apr 1, 2026 | $1,279 | Not Available | 3 |
| Apr 2, 2026 | $1,279 | Not Available | 3 |
| Apr 3, 2026 | $1,279 | Not Available | 3 |
| Apr 4, 2026 | $1,279 | Not Available | 3 |
| Apr 5, 2026 | $1,051 | Not Available | 3 |
| Apr 6, 2026 | $857 | Not Available | 3 |
| Apr 7, 2026 | $822 | Not Available | 3 |
| Apr 8, 2026 | $800 | Not Available | 3 |
| Apr 9, 2026 | $865 | Not Available | 3 |
| Apr 10, 2026 | $898 | Not Available | 3 |
| Apr 11, 2026 | $889 | Not Available | 3 |
| Apr 12, 2026 | $756 | Available | 3 |
| Apr 13, 2026 | $721 | Available | 3 |
| Apr 14, 2026 | $695 | Available | 3 |
| Apr 15, 2026 | $705 | Available | 3 |
| Apr 16, 2026 | $750 | Available | 3 |
| Apr 17, 2026 | $795 | Available | 3 |
| Apr 18, 2026 | $819 | Available | 3 |
| Apr 19, 2026 | $836 | Available | 3 |
| Apr 20, 2026 | $839 | Available | 3 |
| Apr 21, 2026 | $771 | Available | 3 |
| Apr 22, 2026 | $771 | Available | 2 |
| Apr 23, 2026 | $926 | Not Available | 2 |
| Apr 24, 2026 | $963 | Not Available | 3 |
| Apr 25, 2026 | $945 | Not Available | 3 |
| Apr 26, 2026 | $890 | Not Available | 3 |
| Apr 27, 2026 | $934 | Not Available | 3 |
| Apr 28, 2026 | $898 | Available | 3 |
| Apr 29, 2026 | $1,032 | Available | 3 |
| Apr 30, 2026 | $1,035 | Available | 3 |
| May 1, 2026 | $1,036 | Available | 3 |
| May 2, 2026 | $1,027 | Available | 3 |
| May 3, 2026 | $907 | Available | 3 |
| May 4, 2026 | $747 | Available | 3 |
| May 5, 2026 | $698 | Available | 3 |
| May 6, 2026 | $701 | Available | 3 |
| May 7, 2026 | $738 | Available | 3 |
| May 8, 2026 | $800 | Available | 3 |
| May 9, 2026 | $779 | Available | 3 |
| May 10, 2026 | $745 | Available | 3 |
| May 11, 2026 | $706 | Available | 3 |
| May 12, 2026 | $692 | Available | 3 |
| May 13, 2026 | $823 | Available | 3 |
| May 14, 2026 | $872 | Available | 3 |
| May 15, 2026 | $914 | Available | 3 |
| May 16, 2026 | $836 | Available | 3 |
| May 17, 2026 | $783 | Available | 3 |
| May 18, 2026 | $716 | Available | 3 |
| May 19, 2026 | $704 | Available | 3 |
| May 20, 2026 | $832 | Available | 3 |
| May 21, 2026 | $869 | Available | 3 |
| May 22, 2026 | $967 | Available | 3 |
| May 23, 2026 | $1,084 | Available | 3 |
| May 24, 2026 | $1,143 | Available | 3 |
| May 25, 2026 | $1,115 | Available | 3 |
| May 26, 2026 | $966 | Available | 3 |
| May 27, 2026 | $815 | Available | 3 |
| May 28, 2026 | $873 | Available | 3 |
| May 29, 2026 | $878 | Available | 3 |
| May 30, 2026 | $901 | Available | 3 |
| May 31, 2026 | $874 | Available | 3 |
| Jun 1, 2026 | $902 | Available | 3 |
| Jun 2, 2026 | $902 | Available | 3 |
| Jun 3, 2026 | $838 | Available | 3 |
| Jun 4, 2026 | $987 | Available | 3 |
| Jun 5, 2026 | $914 | Available | 3 |
| Jun 6, 2026 | $897 | Available | 3 |
| Jun 7, 2026 | $845 | Available | 3 |
| Jun 8, 2026 | $845 | Available | 3 |
| Jun 9, 2026 | $845 | Available | 3 |
| Jun 10, 2026 | $921 | Available | 3 |
| Jun 11, 2026 | $904 | Available | 3 |
| Jun 12, 2026 | $899 | Available | 3 |
| Jun 13, 2026 | $1,085 | Available | 3 |
| Jun 14, 2026 | $1,072 | Available | 3 |
| Jun 15, 2026 | $849 | Available | 3 |
| Jun 16, 2026 | $851 | Available | 3 |
| Jun 17, 2026 | $846 | Available | 3 |
| Jun 18, 2026 | $957 | Available | 3 |
| Jun 19, 2026 | $1,090 | Available | 3 |
| Jun 20, 2026 | $1,056 | Available | 3 |
| Jun 21, 2026 | $1,094 | Available | 3 |
| Jun 22, 2026 | $999 | Available | 3 |
| Jun 23, 2026 | $1,174 | Available | 3 |
| Jun 24, 2026 | $1,204 | Available | 3 |
| Jun 25, 2026 | $1,232 | Available | 3 |
Amenities
4.9 Guest love this place
Where you'll be
Things to know
Here are some things which you should know before booking Southwind