Meet your Hosts
Alan & Jennifer
Alan & Jennifer
Alan & Jennifer
We are Jennifer and Alan Chandler from Birmingham, AL. We have 17 year old twins. Originally from Macon, GA, I (Jennifer) grew up my entire life visiting the island. Our family vacationed in St. Simons Island ever since I can remember and my mother purchased 16 Live Oak and her dream for this fabulous home was to stay in the family for
We are Jennifer and Alan Chandler from Birmingham, AL. We have 17 year old twins. Originally from Macon, GA, I (Jennifer) grew up my entire life visiting the island. Our family vacationed in St. Simons Island ever since I can remember and my mother purchased 16 Live Oak and her dream for this fabulous home was to stay in the family for years to come. After losing her in 2018, it is a special place to our family and we love sharing it with people from all over. Our life long dream has been to own our own home on East Beach. As soon as we saw the High Life Cottage on 14th Street, we knew this was the home for our family! Both homes are fabulous and provide the perfect setting to create a memorable trip.
Chris & Christy
Alan & Jennifer
Alan & Jennifer
Hello from Macon, Georgia! My name is Christy Fiveash and I manage the 'Sugar Shack'. My husband and I purchased our St. Simons home in 2022. I own and operate a professional image company in Macon, and my husband works on the base in Warner Robins, GA. We have two sons and a spoiled fur baby named Tito. We work hard to get to the island
Hello from Macon, Georgia! My name is Christy Fiveash and I manage the 'Sugar Shack'. My husband and I purchased our St. Simons home in 2022. I own and operate a professional image company in Macon, and my husband works on the base in Warner Robins, GA. We have two sons and a spoiled fur baby named Tito. We work hard to get to the island every chance we get. We love to travel and have spent years renting homes, which has given us a clear understanding of what it takes to create a comfortable and memorable stay. We look forward to sharing our home with you and promise to make it a place you want to come back to for years to come!
Our Homes
16 Live Oak
16 Live Oak is a charming and well-appointed beach cottage that is perfect for family and friends. Live Oak cottage is located right off of Ocean Blvd. and within walking distance to the beach and village! 16 Live Oak offers an open and spacious floor plan to suit all!
Pool and Spa
Sleeps 8
1 King, 2 Queens, Twin Beds in attached apartment
3.5 Bathrooms
Pet Friendly
High Life
Iconic Beach cottage on East beach, 14th street, Less than 1 minute walk to Gould's Inlet! Open floor plan with large kitchen, granite countertops, large den with large gas fireplace, keeping room with brick flooring, French doors off den, keeping room and master bedroom onto expansive antique brick patio with outdoor fireplace.
Pool and Spa
Sleeps 14
3 Kings, 1 Queen, 3 Bunk Beds
3 Bathrooms
Pet Friendly
The Sugar Shack
Located in a quiet neighborhood, our one level 3 bedroom/2.5 bath home is walking distance to the Village and the Beach, convenient to amazing restaurants, shopping and all the fun activities St. Simon's Island offers. Our sweet getaway is one level, 3 BR/ 2.5B with a private fenced in back yard with a large outdoor patio. We have all the amenities you need to have a fabulous visit with comfort and convenience!
Sleeps 9
2 Kings, 1 Queen, 3 Twins
2.5 Bathrooms
Pet Friendly