Entire home

Classic West Indies Retreat with Timeless Soul

Photo gallery for Classic West Indies Retreat with Timeless Soul

Pool
Interior
Property grounds
Property grounds
Fridge, microwave, oven, stovetop
Close to Magens Bay Beach, Classic West Indies Retreat with Timeless Soul provides amenities, such as a garden and laundry facilities. Guests can connect to free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Entire home

5 bedrooms4 bathrooms

Popular amenities

  • Dryer
  • Parking available
  • Washer
  • Pool
  • Kitchen
  • Breakfast available

Add dates for prices

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!

Property amenities

Ski

  • Close to skiing

Pool/Spa

  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • Wheelchair-accessible parking available

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • 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.
  • In-room accessibility
  • Stair-free path to entrance
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Wheelchair-accessible parking
  • Smoke-free property

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
  • Snorkelling 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 organised 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 and check-out are 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

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

A car is recommended for transport to and from this property

Property is also known as

381829

About the area

Map
St. Thomas, St. Thomas

What's nearby

  • Blackbeard's Castle - 14 min walk - 1.3 km
  • St. Thomas Synagogue - 16 min walk - 1.4 km
  • Yacht Haven Grande Marina - 4 min drive - 3.3 km
  • Magens Bay Beach - 5 min drive - 4.3 km
  • Magens Bay - 7 min drive - 4.6 km

Getting around

  • St. Thomas (STT-Cyril E. King) - 20 min drive

Restaurants

  • ‪Green House Bar & Restaurant - ‬4 min drive
  • ‪Virgilio's - ‬4 min drive
  • ‪Ideal Restaurant - ‬5 min drive
  • ‪Sib's on the Mountain - ‬6 min walk
  • ‪Mafolie Hotel & Restaurant - ‬11 min walk

Frequently asked questions

Is Classic West Indies Retreat with Timeless Soul pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Classic West Indies Retreat with Timeless Soul?

Check-in begins at 4:00 PM.

What time is check-out at Classic West Indies Retreat with Timeless Soul?

Checkout is at 11:00 AM.

Where is Classic West Indies Retreat with Timeless Soul located?

Situated by the sea, this holiday home is 0.8 mi (1.2 km) from Drake's Seat and 2.8 mi (4.5 km) from Magens Bay Beach. Blackbeard's Castle and St. Thomas Synagogue are also within 1 mile (2 km).

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