Seaside stay .Within 2 miles (3 km) of this St. Thomas villa, you'll find Drake's Seat and Blackbeard's Castle. St. Thomas Synagogue and Frenchtown are also within 2 miles (3 km).
Yacht Haven Grande Marina - 4 min drive - 2.1 miles
Magens Bay Beach - 5 min drive - 2.7 miles
Magens Bay - 7 min drive - 2.9 miles
Getting around
Cyril E. King Airport (STT) - 20 min drive
Restaurants
Virgilio's - 4 min drive
Ideal Restaurant - 5 min drive
Sib's on the Mountain - 6 min walk
Green House Bar & Restaurant - 4 min drive
Mafolie Hotel & Restaurant - 11 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Classic West Indies Retreat with Timeless Soul
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!
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Stair-free path to entrance
Tile flooring in public areas
Upper floors accessible by stairs only
Well-lit path to entrance
Wheelchair accessibility
Wheelchair-accessible parking
Smoking not allowed
Services and conveniences
Change of bedsheets (on request)
Iron/ironing board
Meal delivery service
Location highlights
In the mountains
Near a health/beauty spa
Near a hospital
Near the bay
Near the marina
Near the sea
Things to do
Birdwatching nearby
Ecotours nearby
Fishing nearby
Hiking/biking trails nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkeling nearby
Surfing/bodyboarding nearby
Swimming nearby
Water skiing nearby
Whale watching nearby
Wildlife walks nearby
Windsurfing nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock
General
At least 80% lighting from LEDs
Bed sheets changed on request
Garden
Locally-owned and organized tours and activities
Vegan dining options
Water-efficient showers
Water-efficient toilets
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 35
Check-out
Check-out before 11:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
No pets allowed
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Property is also known as
381829
Frequently asked questions
How close is Classic West Indies Retreat with Timeless Soul to the airport?
This villa is 1.8 mi (9-min drive) away from the St. Thomas (SPB-St. Thomas Seaplane Base) airport, the closest popular airport to the property.
Does Classic West Indies Retreat with Timeless Soul have an airport shuttle?
Airport shuttle services are not available at this villa.
How close is Classic West Indies Retreat with Timeless Soul to the beach?
This villa is 3 mi (9-min drive) from Magens Bay Beach and 7.2 mi (26-min drive) from Sapphire Beach. Don't forget your sunscreen!
Does Classic West Indies Retreat with Timeless Soul offer free breakfast?
This villa does not offer free breakfast.
Is there a casino at Classic West Indies Retreat with Timeless Soul?
No, there is no casino at this villa.
What time is check-in at Classic West Indies Retreat with Timeless Soul?
Check-in begins at 4:00 PM.
Is there free parking at Classic West Indies Retreat with Timeless Soul?
Free parking is not available at this villa.
Does Classic West Indies Retreat with Timeless Soul have a pool?
Yes, there's a private pool.
Does Classic West Indies Retreat with Timeless Soul have a spa?
There are no spa services available at this villa.
How close is Classic West Indies Retreat with Timeless Soul to downtown St. Thomas?