Entire home

Classic West Indies Retreat with Timeless Soul

Villa near Magens Bay Beach in St. Thomas

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Property grounds
Fridge, microwave, oven, stovetop
Property grounds
Terrace/patio
5 bedrooms, desk, iron/ironing board, free WiFi

Reviews

9.6 out of 10
Exceptional

Entire home

5 bedrooms4 bathrooms

Popular amenities

  • Parking available
  • Dryer
  • Breakfast available
  • Pool
  • Washer
  • Barbecue grill

Explore the area

View in a map
St. Thomas, St. Thomas
  • Place, Blackbeard's Castle
    ‪14 min walk‬
  • Place, Yacht Haven Grande Marina
    ‪4 min drive‬
  • Place, Magens Bay Beach
    ‪5 min drive‬
  • Airport, St. Thomas (STT-Cyril E. King)
    ‪9 min drive‬

Room options

About the neighborhood

Charlotte Amalie

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).

What's nearby

  • Blackbeard's Castle - 14 min walk - 0.8 miles
  • St. Thomas Synagogue - 16 min walk - 0.9 miles
  • 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!

Similar properties

Property amenities

Ski

  • Close to skiing

Pool/Spa

  • Private pool

Internet

  • Available in the villa: Free WiFi

Parking and transportation

  • Car recommended
  • Wheelchair-accessible parking available

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Breakfast available for a fee
  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • 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?

This villa is 0.1 mi away from Mafolie.