Greetings From The Owners

Thank you for your interest in staying with us at WindSong Villa! My name is Gail and my husband Darryl and I are the new owners of WindSong Villa as of August 2021.

You are in good hands, as management is my profession and we take your vacation very seriously. I have been a Certified Property Manager (CPM) since 1986 and have managed more than 6400 units at one time. We have owned and managed vacation rental properties for the last 10 years in Montana, and have been sailing in the crystal clear waters and dreaming of spending more time in the Caribbean for the last 30 years.

We also own and manage the beautiful Villa Calypso on St. John, just 1/4 mile away from WindSong Villa. So if you have a large group and need to host 18 guests, we’ve got you covered! Just let us know how we can help!

Our Other Properties

If you are interested in checking out our other properties and learning more about us, you can visit the website for Villa Calypso, the #1 luxury villa in St. John, located in nearby Klein Bay.

In Montana, check out Glacier Bear Retreat, the only luxury vacation rental INSIDE the boundaries of Glacier National Park, or Snow Bear Chalets, the world’s 1st ski-in/ski-out treehouses, located slopeside at Whitefish Mountain Resort. Snow Bear Chalets actually made the cover of TIME Magazine selected as one of the 100 World’s Greatest Places 2018! You can also learn more about me as your host, at InspireMeToday where we’ve been providing free inspiration to millions of people each day all over the world since 2008.

Should you have any questions or wish to chat with me, you can reach me at 844-SJVilla (844-758-4552).

Thank you and we look forward to helping you create a magical holiday for you and your family!