Private Island ~Oceanfront-Fishing-Diving~ FL Keys

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Entire home

Overview
Amenities
Policies
Location
Host

Exceptional

3 bedrooms2 bathroomsSleeps 85000 sq ft

Popular amenities

Parking available
Pet friendly
Air conditioning
Dryer
Washer
Kitchen

Explore the area

Marathon, FL

Sombrero Beach
‪11 min walk‬
The Turtle Hospital
‪7 min drive‬
Vaca Key
‪10 min drive‬
Marathon, FL (MTH-Florida Keys Marathon)
‪7 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed and 3 Queen Beds

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Kitchen

Balcony

Separate dining area

About this property

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:

There are no bridges or causeways connecting East Sister Rock Island. Guests can only access ESR by boat. Upon your arrival to ESR's mainland launch site in Marathon, Florida, guests are greeted by our manager, Wesley Williford. He will assist in loading the luggage onto the 21′ Carolina Skiff. From the moment you cruise down the canal, only 5 minutes by boat, your private island adventure begins in the Atlantic.

East Sister Rock offers Concierge Services allowing you to book Florida Key Tours, Fishing Guides, Jet Skiing, Water Skiing, Biking, Private Chef & Bar Tending, Private Yoga Instruction, Massage Therapy and more.

East Sister Rock is an Eco-Friendly property. We are dedicated to complete sustainability with little or no impact to the surrounding environment. Guests will relish our beautiful accommodations and most mainland creature comforts. You will benefit from one of the most sophisticated solar & wind energy systems in the US.

Your own private Island:
Immerse yourself in the dream; a private island getaway; a place abundant with beauty, privacy, and ultimate tranquility. There is ample dockage to bring your own boat with you, or just enjoy the 21' Carolina Skiff provided for you.

No tropical island is complete without, swaying coconut palms, swinging hammocks and the “must have” Spa & Pool overlooking the ocean and breathtaking sunset views. Sounds like a perfect setting for an easy day at play for everyone in the family.

Boats, kayaks and paddleboards:
Exclusive use of ESR's 21′ boat for transportation too and from the island ! The Island is also equipped with an assortment of masks, fins, snorkels, 2 fishing rods and life vests. Full use of the boat allows for easy commuting to the mainland at your convenience.

1 Kayak and 1 paddleboard is available for your personal use. These toys are provided for your enjoyment at no extra cost, and no waiting in line to check them out. Just grab a paddle and get on your way.

Hammocks and lounge chairs:
There are many private areas for relaxing in the natural landscape of East Sister Rock Island. Your problem will be trying to decide where to sit to enjoy your book or visit with your guests. The Island is equipped with hammocks, beach lounges, wicker chairs and wooden Adirondack chairs. The 360 wrap-around porch has plenty of chairs, outdoor dining area and furnishing for relaxation.

Our manager Wesley Williford will be available on call at anytime for any questions, concerns or assistance.

Property manager

Elena Williford

Languages

English, Spanish

Add dates for prices

Amenities

Kitchen

Washer

Dryer

Pet friendly

Air conditioning

Ocean view

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Ocean view
Kitchen
Washer
Dryer

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0-17

Events

Events allowed

Pets

Pets allowed

Smoking

Smoking is not permitted

Important information

You need to know

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

Parties and events are allowed on site

This property uses wind and solar energy

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has indicated there is a smoke detector on the property

Safety features at this property include a fire extinguisher and a first aid kit

About the neighborhood

North America

Marathon, FL

What's nearby

Sombrero Beach - 11 min walk - 1.0 km
Crane Point Museum and Nature Center - 5 min drive - 3.6 km
Florida Keys Country Club - 6 min drive - 4.0 km
The Turtle Hospital - 7 min drive - 6.0 km
Vaca Key - 10 min drive - 7.8 km

Getting around

Marathon, FL (MTH-Florida Keys Marathon) - 7 min drive

Restaurants

‪McDonald's - ‬5 min drive
‪Sunset Grille & Raw Bar - ‬11 min drive
‪Porky's Bayside - ‬8 min drive
‪Wendy's - ‬5 min drive
‪Burdines Waterfront - ‬10 min drive

Frequently asked questions

Is Private Island ~Oceanfront-Fishing-Diving~ FL Keys pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Private Island ~Oceanfront-Fishing-Diving~ FL Keys?

Check-in begins at 4:00 PM.

What time is check-out at Private Island ~Oceanfront-Fishing-Diving~ FL Keys?

Check-out is at 10:00 AM.

Where is Private Island ~Oceanfront-Fishing-Diving~ FL Keys located?

Situated on the beach, this vacation home is 0.6 mi (0.9 km) from Sombrero Beach and within 3 mi (5 km) of Crane Point Museum and Nature Center and Florida Keys Country Club. Boot Key Harbor is 2.6 mi (4.1 km) away.

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.

Learn more

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Nancy P.

Feb 6, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing property

We had a great relaxing and quiet vacation with great views and daily visits by dolphins, turtles and resident iguanas. Great place to get away from it all.

Stayed 9 nights in Jan 2024

10/10 Excellent

Ray M.

May 2, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Simply Fabulous

The island is an almost indescribable experience. It is beautiful, clean, well stocked and the 360 degree views are amazing. I simply cannot speak highly enough of our time there.

Stayed 7 nights in Mar 2024

10/10 Excellent

Michelle B.

Mar 25, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

East Sister Rock Island

As expected. Great vacation. Thanks!

Stayed 7 nights in Mar 2023

10/10 Excellent

Sandra S.

Feb 19, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location/Property

Amazing location! Love the seclusion yet so close to everything we needed. Went to shore everyday for bait, groceries…. And we were back to the property in 30 minutes! The fishing was fantastic! Property was comfortable and had what we needed to have an amazing time! We will be back!

Stayed 9 nights in Feb 2023

10/10 Excellent

victoria s., Miami

Apr 24, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely Beautiful

This place is so beautiful from the moment you arrive you will be so relaxed. The water is crystal blue and you can see the bottom. Lots of fish, sting rays, sharks. We had a great time thank you.

Stayed 7 nights in Apr 2021

10/10 Excellent

Clark & Lisa G.

May 22, 2019

Paradise

My husband and I stayed on the island for a week. We gad tge greatest vacation we have ever had. Indescribable experience surrounded by the ocean. Thank you Wesley for being such a great host. We plan to return often!!

Stayed 7 nights in May 2019

10/10 Excellent

Dace G.

Sep 11, 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Island Paradise

My new wife and I rented the island for our honeymoon. The owner was always very quick and responsive to all our questions. We had a great time and it's a perfect get away for boating, kayaking, swimming, fishing, snorkeling, and catching lobster all around the island. I highly recommend bringing snorkel gear as you'll have a blast inside and outside the rocks surrounding the island. If you like fishing or just want to see a show, when it gets dark, go sit on the dock on the far right, and you will see a huge school of tarpon feasting on the live bait in the water. I caught a nice size snapper in the middle of the night along with bonnet head sharks. Bring your own poles and bait. They have a net with tickle sticks to catch the lobster as well. Highly recommend!! Your privacy may get a little invaded on the outskirts of the rocks at times. Several times a boat would pull up and anchor right outside the rocks and snorkel for lobster. The pool was great and we loved all the sea life and little crabs on the island. We tried to be careful not to step on them. There's even an iguana running around the island. When we arrived it was very late and dark out. We knew it was a boat ride to the island, we just didn't know we'd need to navigate the boat by ourselves. Luckily I had a small amount of experience driving a boat, but not on the ocean with shallow spots at night. We were shown how to get to the island, how to drive the boat, and helped back to the dock were we started. No lights on the boat. Just given a flashlight. We were given a quick tour of the island and instructions for the generator which will be required for A/C if you desire at $6 per hour. They had 3 fans in the house and we used them all in the Master Bedroom which seemed to be the warmest room in the house even with all the doors wide open. We had a little issue after leaving the island with the A/C bill as we are positive we used the A/C for only 16 hours however, we were billed for much more. The owner assured us the generator tracks this accurately, however something was not right and the owner worked with us to make it right. Ask the owner about Chef Flavor if you'd like someone to come cook a meal for you! Highly recommended! Con's: no dishwasher; trash must be transported by you back to shore; one roll of paper towels(bring your own); jets on pool only available 1100 - 1400, several ceiling fans were not working in the house and need to be fixed.

Stayed 6 nights in Aug 2020

10/10 Excellent

GINA A.

Sep 3, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Anniversary Getaway in Paradise

East Sister Rock was nothing short of incredible. Beautiful views with constant sea breezes. Being able to completely disconnect and unwind we were able to achieve full relaxation! We cannot wait to come back with our family and share the beauty of this slice of paradise. Wesley was fantastic about communicating and was so welcoming. Thank you for sharing your home.

Stayed 7 nights in Aug 2022

10/10 Excellent

Tyler M.

Aug 14, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Heavenly Oasis!

This property was nothing short of amazing! My wife and I had dreamed of doing a trip like this since we’ve been married, due to the season we were in when we tied the knot a honeymoon just wasn’t in the cards. 9 years later we arrived on East Sister Rock, and enjoyed this incredible home with our family. The home was well kept, the bathrooms were gorgeous, and the home is nothing short of captivating. Wesley was always immediately responsive if we had any questions, and we are so grateful Elena, and Bob allowed us to share their piece of paradise!

Stayed 7 nights in Aug 2022

10/10 Excellent

Laura S.

May 28, 2022

Liked: Check-in, communication, location, listing accuracy

Epic vacation!

All amenities and pictures are accurate. Owner/operators friendly and very responsive to texts or calls. Experience is priceless. Did one excursion with 2 conch fishing charter for yellowfin and permit fish, highly recommend they pick up at the dock. The inner lagoon provides all kinds of wildlife: baby nurse sharks, eel, barracuda, parrot fish, sting ray etc. even saw Dolphins close to island feeding. We ran the generator for AC after 9pm til around 4am and always slept comfortably however this is really not needed as the 360° ocean allows for an amazing breeze. Beds were comfortable. If you are picky about softness of toilet paper or laundry detergent brand bring your own even though they provide. Sugar ants in the kitchen/house were difficult to manage, wish I had brought a product called Terro (buy on Amazon). Don’t let these suggestions deter you as we will book this island again. Oh ya, sign in to the Jenga game.

Stayed 7 nights in May 2022

10/10 Excellent

Linda M.

Apr 6, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very Relaxing Place

We had a wonderful time at the island. Lots of room for two couples. We enjoyed the wrap around porch. You could always find the perfect place to sit and enjoy the ocean. We loved watching the sun rises and sun sets! We loved snorkeling around the island, lots of fish. Very relaxing place!

Stayed 7 nights in Mar 2022

10/10 Excellent

Leonard T.

Feb 20, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent vacation location. The island was beautiful and the owners vey responsive.

We all had an amazing time on the island. It was beautiful. The whole experience was great from start to finish. An absolutely fantastic place to vacation.

Stayed 7 nights in Feb 2022

10/10 Excellent

Amy F.

Feb 12, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our stay

Made many priceless memories with family!

Stayed 7 nights in Feb 2022

10/10 Excellent

Sarah B., Ohio

Jan 9, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gold standard of relaxation and ocean views.

We never got tired of the view, the sound of the ocean, the ocean breeze. Bathrooms are updated since the listing pictures. The pool table, dart board, and hammocks were a hit for the whole family. We already are checking calendars to rebook! Thank you!

Stayed 7 nights in Dec 2021

10/10 Excellent

derek k.

Aug 5, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

Perfect place to take the family

Stayed 7 nights in Jul 2021

10/10 Excellent

Shayne M.

Apr 17, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place!

The island was everything you could hope for! The house was clean, plenty of necessities were provided, communication with the owner was always on point and recommendations were given. It was a great experience and worth every penny!

Stayed 7 nights in Apr 2021

10/10 Excellent

John T.

Mar 25, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very relaxing would love to return to the island and stay again

It was awesome

Stayed 7 nights in Feb 2021

10/10 Excellent

kelly O.

Aug 11, 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

We had an amazing time while isolated on our own island. We brought everything we needed but was extremely close to shore and stores if we needed anything. We brought our own boat so we could fish and play. Nice place and a good time was had by all!

10/10 Excellent

debbie v.

Nov 24, 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

AMAZING!!!!

Spent a week here with two other couples. It was amazing! Pool was great. Fishing was fun. Caught a 3' tarpon, baracuda and numerous other fish. It was windy and the ocean was very choppy so we weren't able to dive. But for some reason it didnt really matter..when your spending a week in paradise it doesnt seem to matter..I dont think I've ever had a more relaxing vacation. Thank you Wesley for everything! Henry and Debbie Roger and Kathy Rick and Bobbie 😊

Stayed 7 nights in Nov 2019

About the host

Hosted by Elena Williford

What makes this property unique

Nestled in the crystal-clear waters of the Florida Keys, East Sister Rock Island is an extraordinary private island retreat that embodies the essence of tropical seclusion and natural beauty. Just a short boat ride from Marathon, this exclusive paradise offers a rare opportunity to experience the unspoiled charm of the Keys in a setting unlike any other.

East Sister Rock Island is a natural conch breeding ground. (IT IS ILLEGAL to touch the conch!)

Surrounded by panoramic ocean views, the island’s stunning solar-powered home is a masterpiece of sustainable luxury, designed to harmonize with its pristine environment while offering modern comforts. Expansive wraparound decks invite guests to savor breathtaking sunrises and sunsets over the turquoise waters, while the gentle sound of waves creates a tranquil escape from the everyday.

What truly sets East Sister Rock Island apart is its sense of total privacy and serenity.

Here, you are immersed in the beauty of nature—snorkeling through vibrant coral reefs just offshore, fishing in world-class waters, or simply relaxing as tropical breezes whisper through the palms. It’s a place where the pace of life slows, allowing you to reconnect with the rhythms of the sea and sky.

Whether seeking a peaceful retreat, an unforgettable adventure, or a once-in-a-lifetime gathering with loved ones, East Sister Rock Island offers an unparalleled experience—where luxury meets nature in perfect harmony.

Languages:

English, Spanish

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Private Island ~Oceanfront-Fishing-Diving~ FL Keys

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Reviews

Popular amenities

Explore the area

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

About this property