We have provided everything you need and what’s more, book direct and you’ll enjoy the best rates for our rural holiday home.
Become an Owner
Please wait..
Escape to your exclusive retreat on EAST SISTER ROCK ISLAND, just a stone's throw from the vibrant City of Marathon in the Florida Keys! This hidden gem boasts 3 bedrooms, two baths, and a charming 1/1 Guest House (available for an extra charge). Lounge on the 12 ft wrap-around veranda that offers breathtaking views of the surrounding paradise. Plus, your adventure begins with a 21 ft. Carolina Skiff, providing seamless transportation to and from your private oasis. Get ready for an UNRIVALED KITEBOARDING/DIVING/FISHING/SNORKELING DESTINATION, where relaxation meets adventure! Upon Arrival:...
Find the type of stay for you
East Sister Rock Island has been a part of the Williford family legacy for over 30 years. Our story began with a dream — our father, Robert Williford, had always envisioned building a fully self-sufficient, off-grid sanctuary where he could fly in by helicopter and escape the world on his own terms.
When he discovered East Sister Rock, it was love at first sight. He purchased the island in 1995 and, by 1997, transformed it into a sustainable retreat powered by solar and wind energy, complete with a custom-designed rainwater catchment system.
Originally our private weekend getaway, the island became too special not to share. Since the early 2000s, we’ve opened our doors to guests from around the world, offering East Sister Rock as a one-of-a-kind vacation rental and event venue.
Today, we continue to operate the island as a family-run escape — staying true to our roots while sharing the magic of this off-grid paradise with those seeking privacy, adventure, and unforgettable memories.
We have provided everything you need and what’s more, book direct and you’ll enjoy the best rates for our rural holiday home.
Become an OwnerStayed: January, 2023
Beautiful Escape Beautiful escape. Home is beautiful with 360 wrap around balcony. Private Island with snorkeling moat around it. Surrounded by coral reefs teaming with wildlife.
Stayed: February, 2022
Positive: Professionalism, Quality, Responsiveness, Value The absolute best vacation I have ever had. The views are breathtaking. We spent our days swimming in the pool, floating in the moat and relaxing. The kitchen is well equipped and we enjoyed cooking and grilling together. I can’t explain how good for your mind, body and soul this place is. You must do this for yourself! The peace the island gives you is something everyone needs to experience!
Stayed: December, 2022
Breathtaking Words cannot describe the mesmerizing sunsets you can see every day at this place. Such a calm environment to relax and feel you’re complete disconnected from this world!
Stayed: August, 2021
Positive: Professionalism, Quality, Responsiveness, Value I have stayed on Sister Rock twice. It has enough room for a big family, but frankly, it is too romantic to bring the kids. I'm 66 years old and have traveled all over the world. Sister Rock is, by far, the best place I have ever stayed. And if you want, you can catch enough fish off the dock to feed you for the whole visit. With a little luck you'll have a large school of ten to twenty pound tarpon right off the dock at night and you can hook up with shrimp and your bass rod. Just remember, I did not say your line would survive the encounter.
Stayed: July, 2020
Adventurous Vacation Coolest place for a warm and adventurous vacation! Nothing cooler than having your own private island and house for the week. The guys really made sure we had everything we needed, and made us feel like the island was our home! So thankful for the time we got to spend on East Sister Rock Island and can’t wait to come back!
Stayed: June, 2020
Fun Filled Island Can’t wait to go back to this beautiful and fun filled island! Spent a week here and definitely didn’t wanna go home, between the beautiful sunsets and awesome activities just right off the dock it was a wonderful vacation! You will love being able to call this beautiful island your home for a vacation.
Vast outdoor spaces, including a wrap-around porch, allow guests to embrace the island's natural beauty. Unique amenities such as a 100-foot private boat dock, helicopter launch pad, pool, billiards table, and access to a reef fishing paradise elevate the experience. With a breathtaking 360-degree ocean view, guests are treated to unparalleled vistas. Nearby attractions like the renowned Sombrero Reef, make this property an ideal retreat for adventure seekers in the Florida Keys.