Classic West Indies Retreat with Timeless Soul

Top rated by guests
Huge pool with an incredible view of the Charlotte Amalie Harbor!
The desk area in the main living room - with an amazing view!
The desk area in the main living room - with an amazing view!
The main level`s covered balcony overlooking the pool deck and the Charlotte Amalie Harbor!
Huge pool with an incredible view of the Charlotte Amalie Harbor!
review stars
9.6Outstanding
(43 Ratings)
"Great house in the Hills, 10 mins away from the city. Amazing views.."
Arnaud D.
Don't miss out! Price and availability may change
9.6 / 10.0
Outstanding(43 Ratings)

Villa in Virgin Islands (U.S.)

12 guests · 5 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this villa rental

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.**
Guests will be required to sign a rental agreement.

1. No parties or events
2. No smoking
3. Respect your neighbors
4. Enjoy!

Amenities at Classic West Indies Retreat with Timeless Soul

Free WiFi/internet
Air conditioning
Pool
Non-smoking
TV
Wheelchair accessible
Refridgerator
Kitchen
Balcony/Terrace
WiFi/Internet
Private pool access
Microwave
Dishwasher
Washing machine
Dryer
Patio
Kitchenware
No pets allowed
Garden
Oven
Stove
Laundry services
Ironing facilities
Towels
Desk
Hairdryer

Map of Virgin Islands (U.S.)


Ratings and reviews

9.6 / 10.0
Outstanding(43 Ratings)
10.0 / 10.0Outstanding·Oct 2025
Great house in the Hills, 10 mins away from the city. Amazing views..
10.0 / 10.0Outstanding·Feb 2025
Wonderful stay at Southwind Villa with a large family group. The bedroom set up gave lots of privacy. Large pool which everyone loved. Centralized location in Mafolie Estate convenient to beaches and town. Villa is well appointed with everything needed. Stunning views of the harbor. Our family group had a wonderful vacation!
10.0 / 10.0Outstanding·Dec 2024
Amazing!! Loved the house and location.
6.0 / 10.0Average·Jun 2023
This property is in a great location with spectacular views. It was very clean and we enjoyed our stay for the most part. The property is showing it’s age and is in need of some updates and maintenance. Some of the issues we encountered: refrigerator wasn’t as cold a it should be and needed a service call. Ice maker didn’t work. Water sputtered and splashed out of the faucets and occasionally had a brown tint. The house was supplied with a water cooler however, there was only 1 spare bottle and half in the cooler. Our group of 7 quickly depleted this and despite repeated requests to the property manager and multiple promises to restock, we never received it and had to buy our own drinking water. Of the 6 lounges around the pool, only 2 had cushions and both were stained and ripped. 2 of the toilets ran constantly and were reported but not repaired. Multiple signs around the house requested water conservation and repairing the toilets would be a great place to start. Again we enjoyed our stay but these issues, especially the lack of drinking water was detracted from the enjoyment of the property.

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FAQs

Is parking included with this villa?

Parking is not specified as an available amenity at Classic West Indies Retreat with Timeless Soul. For more information, we encourage you to contact the property about where to park.

Is there a pool at this villa?

Yes, a swimming pool is available for use at Classic West Indies Retreat with Timeless Soul. Enjoy the water!

Is Classic West Indies Retreat with Timeless Soul pet friendly?

Unfortunately, this villa is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Classic West Indies Retreat with Timeless Soul?

We found 26 amenities for this rental. This includes free wifi/internet, air conditioning, pool, non-smoking, and tv.


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