We have provided everything you need and what’s more, book direct and you’ll enjoy the best rates for our rural holiday home.
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East Sister Rock Island is a private 1.5-acre island vacation rental 0.25 miles off Marathon in the Florida Keys [CLIENT: confirm exact distance — site shows both 0.5 mi and 0.25 mi] — you rent the entire island, not a house on it. Weekly stays from $12,500 include the 5,000 sq ft main house sleeping up to 12 guests [CLIENT: confirm 8 vs 12], an oceanfront pool, helicopter pad, 100-foot dock, a natural snorkeling moat, and your own 21-foot boat. Family-owned by the Willifords since 1995 [CLIENT: confirm names/dates].
One 5,000 sq ft main house, an optional guest house, an oceanfront pool, a 100-foot private dock, a helipad, and a natural snorkeling moat circling all 1.5 acres — with a 21-foot boat and captain-led transfers included in every stay. Rates run $13,500/week standard, $12,500 September-October, $17,500 Christmas and New Year.
See the full tour, sleeping chart, and rates table on our private island rentals florida keys property page.
Yes. East Sister Rock Island, off Marathon in the Florida Keys, is a private 1.5-acre island you rent in its entirety — main house, pool, dock, helipad, and all. It has hosted families, weddings, and film productions for decades.
A private island rental in Florida is rarer than it sounds: most listings marketed as “island rentals” are homes on shared islands with roads and neighbors. Renting a whole island — can you rent a private island, and what it actually costs — is exactly what we’ve answered for guests since our family started hosting.
The island is Marathon’s only florida island wedding venue. For corporate retreats, wellness weekends, proposals, and brand shoots, our florida island events venue hub covers formats, day-guest capacity, and pontoon transport from the mainland dock.
East Sister Rock Island is a private 1.5-acre island retreat located just half a mile off the coast of Marathon in the heart of the Florida Keys. Unlike traditional waterfront vacation rentals, when you book East Sister Rock Island, you rent the entire island — complete privacy, no neighbors, no shared spaces. It's just you, your guests, and 360 degrees of pristine ocean views.
The island features a 5,000-square-foot main house with three bedrooms and two bathrooms, plus an optional 700-square-foot guest house (one bedroom, one bathroom) that can accommodate up to 12 guests total. What truly sets East Sister Rock Island apart is the unmatched combination of luxury amenities and natural adventure: a 100-foot private boat dock for arriving by water, a helicopter landing pad for dramatic aerial arrivals, a sparkling swimming pool, a billiards table for entertainment, and a one-of-a-kind lazy-river-style moat encircling the island — perfect for floating, snorkeling, and spotting vibrant marine life in the protected waters.
With direct access to world-class reef fishing just minutes from Sombrero Reef, and close proximity to Marathon's restaurants, dive shops, and local attractions, East Sister Rock Island offers the perfect balance of seclusion and convenience. Whether you're planning a romantic getaway, a family reunion, a destination wedding, or an unforgettable celebration, the island provides a rare opportunity to disconnect from the world while staying connected to everything that makes the Florida Keys magical.
Optional concierge services — including private chefs, fishing charters, helicopter tours, snorkeling excursions, yoga sessions, and massage therapy — ensure your stay is as relaxing or adventurous as you desire. For more information about available services and local activities, visit our Services and Attractions pages.
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 OwnerDiscover the best attractions, dining, and activities near East Sister Rock Island
If you want to rent a private island in Florida, you have surprisingly few true whole-island options. Here’s the honest comparison we give guests who ask:
| East Sister Rock Island | Little Palm Island Resort | Other FL “island rentals” |
|---|---|---|
| What you rent: The entire island, exclusively | A suite at a shared resort | Usually a house on a shared island |
| Sleeps: Up to guests | Per-suite | Varies |
| Weekly price: From $12,500-$17,500 by season | Per-night suite pricing | Varies |
| Privacy: One booking at a time; no staff living on-island | Shared with other resort guests | Neighbors/roads common |
| Boat included: Yes — 21-ft skiff + captain transfers | No | Rarely |
| Booking: Direct with the owner family | Resort reservations | Platform-dependent |
Stayed: 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.
Rated 4.9 from 118 stays — read the full east sister rock island reviews, dated and source-attributed.
Our family has owned East Sister Rock Island since 1995, and we still hand over the keys in person — Robert Williford bought the island, and his son Wesley manages every stay today. Read the whole story, from off-grid rebuild to three decades of guests, on our about page.
Be the first to hear about rare rental openings, private wedding dates, and exclusive island perks — plus receive a one-time 5% discount on your first booking.
Book direct with the Williford family · +1 (786) 863-4866 · rentals@floridaisland.com
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