Magical East Beach cottage! Widest part of SSI Beach! Great back yard!

Saint Simons Island, Georgia
$380 avg/night Minimum Stay 3 Nights
Bed 2

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 3 nights

Min Stay

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ALL BEACH EQUIPMENT PROVIDED FOR YOU!
Save time - save money - save the headache of packing all that beach stuff!

Hit the easy button! Just show up ready to relax - the rest is taken care of!

The hard part of a beach trip is packing up all the extra beach stuff or even worse - having to buy beach stuff once you get to the beach - and that is no fun. We decided to make sure you have everything we have ever needed while hanging out at the beach - you don't need to lift a finger - we took care of everything!

We stocked the backyard shed with the following (see pics):
1) 2 boogie boards & 2 skim boards
2) Super Duty Beach Wagon
3) Shibumi Shade - easy to put up, better than a tent!
4) 2 Back Pack Beach Chairs (adjustable w/headrest)
5) 2 xtra basic beach chairs
6) Super cool sand toy play set w/ mesh carry bag
7) 4 bikes
8) Cool baby play pool tent
9) plenty of beach towels
10) soft side cooler to bring snacks and drinks to the beach
11) The backyard is fully fenced in by a wood privacy fence with a gate on the side.
12) Backyard has dining table, string lights, gas grill, firepit, & cornhole game.

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Located at the end culdesac of Wood Avenue, between San Simeon Townhouses and the entrance to North Breakers, Driftwood is the beach entrance we use, directly in front of house.
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NOTE for Dog Lovers: We love pets and we are on a pet friendly beach that has some time restrictions between Memorial Day & Labor day. The county rules regarding dogs on East Beach state, Animals are prohibited on this beach from Memorial Day through Labor Day between 9 a.m. and 6 p.m. From 6 p.m. to 9 a.m., dogs are allowed on the beach and do not need to be leashed, but must be in the owner's immediate control.” The great part is that from Labor Day in Sept through Memorial Day in May - the dogs are allowed on the beach unleashed all day long!

If you plan on bringing your pooch to stay with you in the cottage, there is a $125 Pet Fee.
NOTE: If you plan on bringing a pet guest - you must include the pet fee in your inquiry. When making the requests there is a drop-down menu where you choose how many Adults, Children, and Pets. PLEASE DO NOT SKIP THIS STEP.
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Lucky Enough is a fully restored and renovated, classic Southern beach cottage, nestled under a shady canopy of romantic moss covered live oaks. This cottage was built in the 1800's and moved to the island, and in recent years, completely renovated inside and out. Great care was taken to reclaim all of the original wood and incorporate it into the interior accents used in the ceilings, walls, fireplace, and furniture. The original brick from the original cottage was used as pavers surrounding the exterior of the home.
It has a tall airy open feeling, original exposed wood beams accent the tongue and groove beadboard ceiling. Restored with attention to details, you will find a reclaimed wood breakfast bar, granite countertops, cook's kitchen with top of the line appliances, impressive reclaimed wood wrapping the fireplace, and gleaming refinished heart of pine and oak floors.
The renovation brought the house to the most modern of standards while preserving all the charm and materials from the original cottage. The fireplace is wrapped with wood salvaged from the attic, the sliding barn doors are from old attic beans as are the breakfast bar and the hallway opening. Renovated from the studs out, it's the most adorable and memorable cottage on the East end and you will enjoy it's very private location.
When you arrive, you can feel the stresses of life wash away the minute you walk through the white picket fence. You will find several magical nooks on this property to relax and enjoy the salty air and peaceful mood that envelopes this sweet cottage. Enjoy your morning coffee at the little bistro table and chairs underneath the oak tree in the front yard. As the island is waking up, take a quiet morning walk on East beach, which is a quick little stroll right out your front door. When you get back from your walk in the sand, the swing in front yard is the perfect place to relax and get lost in that good book you have been meaning to read for months. Later in the afternoon, a restful nap is ready to be had while lounging on the quiet screened in front porch. Evenings are well spent grilling seafood and steaks in the back yard, playing cornhole, cards, or just lounging around the firepit roasting marshmallows. This cottage has everything you need to enjoy a restful relaxing quiet time at the beach. Located at the end of a very quiet street with no through traffic, you will not be sharing your mental or physical space with anyone but the trees, stars, and salty breeze.

You can walk right out the front door and up the short 1 block walk, and have your toes in the water in less that 2 minutes. Our stretch of beach has the widest area of dry sand at both low and high tide, unlike many parts SSI that lose a lot of their beach at high tide. When you hit the sand, hang a right and stroll right over to the patio of the King & Prince for great cocktails or lunch.
If you don't feel like cooking dinner, Crab Daddy's, The Crab Trap, Beachcomber Bar & Grill, and Barrier Island Brewing are a very short bike ride up the road. If you ride a little further you will be right in St. Simons' Pier Village where you will find many more restaurants, sweet shops, cafe's, ice cream shops, and several unique clothing and home decor boutiques. Also down by the village you can visit the SSI Lighthouse Museum, fish off the pier (bait and tackle shop right there on Mallery St.). Make sure you take a walk through the beautiful Neptune Park and enjoy the oceanside pool, playground, miniature golf course, public library, and theatre. Make a point to learn about Neptune, for whom the park is named after - one of my favorite SSI history lessons.
When you settle in for the evening at Lucky Enough, you will find the cozy master has a king bed and the 2nd bedroom can be configured as a king or two twins. Just let us know what you want and we'll have it ready for your arrival. The living room brand new furniture, including a new queen sleeper sofa should you need an additional sleeping area. We have plenty of comfy extra pillows, high quality linens and extra blankets. There are wall-mounted flat-screen TV's in the bedrooms and den, as well as WiFi throughout.

There are beautiful moss-draped Live Oaks in both the front and rear yards to provide plenty of shading while you enjoy a meal outside or drinks with friends/neighbors. The dining room seats four at the table and the breakfast bar provides an additional 4 stools. The kitchen is decked out with a gas range, microwave, dishwasher, 36-inch side by side refrig/freezer, and washer/dryer.

Our motto is: If you're Lucky Enough to be at the beach, you're Lucky Enough!

There are 4 bikes provided for your enjoyment.
Additional bikes can be rented just a few blocks away at Ocean Motion Surf Co. across from the Crab Trap or in the village at Island Carts, Island Bicycle, or Two Brothers Bike shop.

The beach is a quick couple of minutes walk right out the door. We highly recommend the Trolley tour, a Kayak marsh tour, and an inland fishing excursion for starters. I have heard through the grapevine that SSI has THE BEST ghost tour in all of the South, if that is your cup of tea. I will never find out because I do not know for certain if ghosts are real or not and I don't want to find out!

Parking is on-site. There is enough space for up to 3 vehicles, depending on size and how you park.

The backyard is fully fenced in by a wood privacy fence with a gate on the side.

There is no public transport in the area.

Lawn service comes every other Tuesday so they might arrive during your stay.

Trash collection is Tuesdays. The Green bin, in the front right of the parking area, is for your use. Please ensure it is out Monday night.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    2 Total Pets Pet Friendly Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided Sofa Bed
  • KITCHEN

    Dishwasher Ice Maker Microwave Oven Paper Towels Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Firepit Garden Outdoor Furniture Patio
  • BATHROOMS

    1 Bathroom Hair Dryer Shower Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Birdwatching Nearby Cycling Nearby Ecotours Nearby Fishing Nearby Golf Nearby Kayaking Nearby Power Boating Nearby Swimming Nearby Water Park Nearby Water Sports Equipment
  • ENTERTAINMENT

    Books Smart TV With Cable/satellite Service
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books
  • LOCATION HIGHLIGHTS

    Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Elevator Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:30 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Jane K.

    Submitted Feb 3, 2026

    Stayed Jan 17, 2026

    This is a lovely little house in a fantastic location. You are literally a 2 minute walk on a beautiful street and boardwalk to the beach. It's an older house, but that was part of its charm -- a big oak tree, screened porch, and a fenced yard with a fire pit. The host was very responsive and welcoming. Highly recommend.

  • James B.

    Submitted Jan 5, 2026

    Stayed Dec 30, 2025

    Welcoming to pets. Great location.

  • Bambi A.

    Submitted Dec 31, 2025

    Stayed Dec 26, 2025

    This house is adorable! Perfectly situated with a nice backyard for dogs and an easy walk to the beach. We didn't take advantage of all the amenities in the house this time but next time... If you like to cook, the kitchen is great, very well appointed and roomy. If you don't want to cook, you're close to plenty of restaurants.

  • Alfred Q.

    Submitted Oct 16, 2025

    Stayed Oct 7, 2025

    The property was perfect for our golden retriever who enjoyed the fenced in back yard. He also enjoyed hanging out on the front screened in porch. The only down side was access to the beach. The tide had risen to the point that you had to wade through water to get to the beach from the closest beach access. You had to drive or walk down to the public access to gain entry without having to get wet in the process.

  • Evan P.

    Submitted Jul 27, 2025

    Stayed Jul 16, 2025

    Great location. Easy for quick access from the beach to break up the day.

  • Darrell R.

    Submitted Jun 23, 2025

    Stayed Jun 7, 2025

    Spent my wife's birthday weekend here. Great little house, great island!Thanks for sharing!

  • Mandy S.

    Submitted May 27, 2025

    Stayed May 23, 2025

    This house had everything we needed and was only a short walk to the beach. Loved the fenced back yard for our pup!

  • Frances V.

    Submitted May 23, 2025

    Stayed May 18, 2025

    Love this cute update cottage. Nicely furnished and decorated. Was wonderful having a front and backyard fenced in for the dog! short walk to beach. Quiet area, nice area to walk. Will definitely stay here again! Had every thing you would need. Host easy to communicate with and always prompt with responses. East Beach great area not as congested as other areas of St Simon.

  • Submitted May 3, 2025

    Stayed Apr 29, 2025

    This cottage was absolutely wonderful. Updated but still had a bit of the old charm to it. Loved the front porch, we spent a lot of time there. A quick walk to the beautiful East Beach. Quiet area that made it really special. Close to restaurants and shops, etc. Tara sent us a detailed message regarding just about anything you would be interested in doing during your stay. Would certainly love to return!

  • Ermal T.

    Submitted Mar 31, 2025

    Stayed Mar 9, 2025

    Overall good, needs minor updates and inproved wiring great location!

  • Donna B.

    Submitted Feb 18, 2025

    Stayed Feb 10, 2025

    We lived in St Simon for 20 years. We started vacationing on st Simon near this cottage in 1997 and we would pass on the way to the beach. I would say “I want this little yellow cottage” (it was yellow)It was a great reunion and our friends were tickled to finally see this cottage. Thanks for the memories

  • TERRY T.

    Submitted Feb 12, 2025

    Stayed Feb 2, 2025

    Nestled between large live oaks it is very private. Backyard has great value with fire pit and bistro lights … makes for a great evening to burn fire and have a cocktail. Location is terrific, on beach in 5 minutes. Owners were prompt to handle any concerns and good communicators. The property living space is smaller, but fine for 2 adults with 1/2 youngsters. Clean and easy parking.

  • Amanda K.

    Submitted Jan 2, 2025

    Stayed Dec 26, 2024

    This cottage is a hidden gem! Perfect location, wonderful amenities and excellent hosts. 10/10!

  • Cathy C.

    Submitted Nov 14, 2024

    Stayed Nov 3, 2024

    This was our second stay in this cute cottage. It’s perfect for a couple or a family with small children. We also love the fenced back yard for our pups. Due to environmental beach changes, you cannot reach the beach directly across the street but it’s a short walk to either East Beach or Massengale Park. We prefer Gould’s Inlet (seemingly the choice of dog owners), a short drive away. The owners are very helpful and friendly.

  • LOUIS T.

    Submitted Oct 9, 2024

    Stayed Oct 1, 2024

    We came down to SSI shortly after Hurricane Helene. Clean up still in progress and power restored the day prior to our arrival. Despite it all, we had a great stay. The freezer was out, but the owners were gracious enough to provide a backup refrigerator for our stay. The house is great for a small crew and the backyard was perfect for our dogs. Clean and well stocked. You can't beat the location for the price. We would stay there again anytime.

  • Monica B.

    Submitted Aug 20, 2024

    Stayed Jul 27, 2024

    This was our 4th time visiting Saint Simons Island and 1st time staying at Lucky Enough. The property was exactly as described. We loved sitting in the screened in porch in the mornings and evenings. Would stay here again!

  • Gregory U.

    Submitted Aug 3, 2024

    Stayed Jul 20, 2024

    Great location on a quiet street with a quick walk to the beach. Cottage was small but clean and fit our needs. Owners were very responsive. Some of the beach equipment needed updating and they had 2 brand new chairs shipped there during our stay. Great stay.

  • Michael P.

    Submitted May 31, 2024

    Stayed May 22, 2024

    This beautiful home certainly lived up to all of the great reviews that came before us. Great location and very comfortable place to call home when visiting SSI. The owners were on top of all communications and were full of great and helpful tips. We can’t wait to stay here again.

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Total

Includes taxes and fees
$380+
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