Close to Magens Bay Beach, Classic West Indies Retreat with Timeless Soul provides amenities, such as a garden and laundry facilities. Treat yourself to a massage or other spa services. Guests can connect to free in-room WiFi.
Reviews
9.69.6 out of 10
Exceptional
Entire home
5 bedrooms4 bathrooms
Popular amenities
Ocean view
Pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Add dates for prices
About this property
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
Massage
Private pool
Internet
Available in the villa: 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.
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
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)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
Guests will be required to sign a rental agreement.
1. No parties or events
2. No smoking
3. Respect your neighbors
4. Enjoy!
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
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 UK consumer law, 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
About the area
Located in St. Thomas, this villa is in the mountains. The area's natural beauty can be seen at Magens Bay Beach and Coki Point Beach. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and ecotours nearby. Visit our Charlotte Amalie travel guide
Is Classic West Indies Retreat with Timeless Soul pet-friendly?
No, pets are not allowed at this property.
How much is parking at Classic West Indies Retreat with Timeless Soul?
On-site parking is available at the 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 in the mountains, this villa is 0.8 mi (1.2 km) from Drake's Seat and 2.8 mi (4.5 km) from Magens Bay Beach. Charlotte Amalie Overlook and Blackbeard's Castle are also within 1 mile (2 km).
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Classic West Indies Retreat with Timeless Soul Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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!
We had a wonderful time at Southwind Villa. The location is great, the views are spectacular and the pool is fabulous. The house is sprawling and spacious, so our group of 8 had lots of room to spread out. We spent a lot of time on the covered open-air veranda/porch, which was great during the heat of the day. We did need to call the property managers regarding a few items, but the issues were addressed within a reasonable time. Overall, this place is quite lovely and comfortable .... I really hated to leave.
Great view with lots of living space... This place is great for groups of friends or large families. Everyone has their own space with extra living rooms, private baths and just extra space. The house and grounds just need a little TLC and this place would be a great 5 star. We had some light bulb issue not working around the pool, in the pool and around the grounds outside the house. The kitchen and dining area was great for those group stay home cookouts. Overall our group had a great stay and would stay there again in the future. Did I say the view was GREAT!!!!
Wonderful, clean, bright space for our family vacation. The pool was fantastic, the view was amazing and Sibs was so much fun! Jerscillia was very helpful and facilitated a smooth check in and great stay.!
Thanks for having us stay with you , perfect location , beautiful villa , the view absolutely amazing looked just like the pictures thank you for allowing me to enjoy my visit home and celebrate with family and friends to bring in turning 40 I could not have asked for more
We had the best stay at Southwind Villa! Everything was perfect. It definitely has the best views in St. Thomas. We couldn’t have asked for a better location. Thanks again!
Enjoyed a week with our friends at this great property. Provided pretty views and great entertainment areas for all to enjoy. Being at the top of the mountain, expect some drives to downtown or Redhook for trips outside of the house.
My family and I came to the Southwind villa for spring break. We had an amazing time. Everything about this trip was great. It was the trip of a lifetime. Our children had such a great time they can’t wait to come back. Thank you for a great villa and experience.
We had an amazing trip to St Thomas and the perfect stay at Southwind Villa. The view is spectacular and the accommodations were great. We were so appreciative of the attentive service and responses by Pat and Jerscillia. We will absolutely be back! Thank you for helping us create memories to last a lifetime!
The property was Beautiful!!!! When we return to St. Thomas, we will book this home again. It will be our first choice. The views are amazing!!!!! Great location. The owners of this home were very attentive.
Beautiful Views and Attentive Owner/Property Manager
Upon Booking, Pat and Sally send you a large welcome guide (~35 pages) with everything you need to know about your vacation. Upon arriving you are given a tour of the property by the property manager, and if anything comes up she acts quickly and promptly to make sure your stay is great!
Phenomenal communication and coordination from the get-go with the property management team, including logistical/transportation help and tips on things to do in the area. The house itself was clean, the photos were accurate (better in real-life, actually), and the views were incredible.
I can't say enough about this property, the owner and the property manager. It surpassed all of our expectations. The view, pool and rooms were gorgeous. The house met all of our needs. Thank you Southwind Villa for a great week.
I couldn't have picked a better villa for my 40th celebration. It was the perfect fit for five couples. It was full with everything that we possibly needed, down to rum punch mix. I will definitely be back soon.
Great place to relax and decompress especially during these difficult travel times. All as advertised and great base location for seeing St Thomas. Thanks Pat and Sally.
I and my guest enjoyed the luxury of this property during our trip for my 50th birthday celebration! The natural scenery was amazing. The layout of this villa is perfect when traveling with multiple guests. We had so much privacy! I would recommend this property if you are traveling with a large group. It was definitely priced right, and we got more than we could've imagined for the price. Looking forward to coming back.
We thoroughly enjoyed our stay at Southwind Villa. The house accommodated us well, affording privacy when needed but also opportunity for together time. We loved the amazing view—one of the best we’ve ever experienced! That porch was where we spent so much of our time, and the large pool was wonderful. Best of all, though, were our hosts. Pat and Sally could not have done more to make our stay enjoyable. They are truly outstanding.
This villa was amazing the view is incredible the amenities were off the chart the pool was great… I have nothing bad to say at all. Anytime I had a question it was answered promptly. I will be returning soon!!! Thanks for everything ❤️
Our family enjoyed a wonderful week at Southwind Villa in St. Thomas. The location of Southwind Villa in a secluded and secure neighborhood is central to everything in St Thomas, offering easy access to Magen's Bay, Charlotte Amalie, and Red Hook. We enjoyed breakfast everyday on the spacious veranda overlooking the port at Charlotte Amalie and spent every evening on the veranda enjoying the tranquility and cool mountain breeze. The property owner was a gracious host who went above and beyond to ensure we had an outstanding stay at this jewel of the Caribbean. We look forward to returning in the future.