Vacation rentals in Little Saint Simons Island

Lovely, central village area, cozy coastal cottage

Enjoy a stylish experience at the centrally-located Cottages at Neptune Way. Cottage #1 (this listing) features 2 bed/2 bath, a full kitchen, dining, and living area with a separate laundry room. Fully renovated with a beautiful color story and details, this cottage is a perfect getaway spot. Walk to breakfast at Sandcastle Cafe, then take a stroll by the ocean before hitting the local shops… *Please note this unit is part of a 3-unit home. No pets, or parties please. Parking for 2 cars only.

Idyllic SSI Beach House

Built in 1944 and sumptuously transformed in 2021, the Mildred Rose Cottage embodies the best of old and new. With direct ocean frontage on two sides, the cottage is uniquely positioned to watch both sunrise and sunset — while the gentle roar of the ocean serenades every room. Luxuriously renovated (all high-end furniture, appliances and fittings), and perfectly situated (a short bike or walk into town), the Mildred Rose cottage is in a league of its own. Welcome to the joy of Saint Simons!

Fern Dock River Cottage

Ideal for couples, business and adventure travelers to relax in a "private" cottage on a bluff. Safe parking for vehicles. Tie a boat at the dock. Write or read a book, fish, watch birds, lay in a hammock or do some crabbing. Dine and visit historical and recreational areas. Steps lead down and up a private entry door of the cottage. Stay a week! (About 20 minutes to St. Simons Island and 40 to Jekyll Island beaches). Close to I-95 & Hwy 17. (A smoke-free and pet free cottage)

Stylish Luxury Marsh Retreat on Deep Water Creek

Tabby on Hudson Creek is a cozy modern cottage with all the style and amenities your family will need to make memories on the marsh. Located in between Savannah and St. Simons Island, the location is the perfect quiet retreat after a day of shopping, dining and beach hopping. Catch crabs or Kayak on the coastal waterways from your own private dock, or cozy up with a book in our gorgeously designed home. Who knows, you may even make friends with a river dolphin or manatee if you’re lucky!

Lighthouse Cottage

When visiting Darien, Lighthouse Cottage is a great choice. It is walking/bicycling distance from Downtown, Fort King George, Historic square, Harris Neck Wildlife Refuge (Great for wildlife photography) Parks and Waterfront also Restaurants and Shops. You'll find everything you need inside. Open living area, fully equipped kitchen and dining area. The bedroom has a queen size bed, private bathroom and there is an available washer/dryer. Perfect cottage for you and a companion.

Quiet neighborhood with park and great walkability

Discover Beach Buzz, a serene beach cottage for up to 4 adults & 2 children walkable to the restaurants, movies and shopping at Frederica & Sea Island Dr. Unwind in this cozy retreat with a fully equipped kitchen and complete privacy boasting a gas fire-pit and outdoor dining. Bedrooms are split on each end of the home— a queen bed with twin trundle and then a queen with a twin cot. Experience the peaceful mid-island lifestyle with all its great dining, parks & bike trails.

Island Jade

Relax in this charming 1BR/1BA coastal retreat just 2 blocks from the beach and a short walk to the Village Pier, shops, and restaurants. Tucked away in a quiet, secluded setting, this cozy unit sleeps up to 4 with a king bed and sleeper sofa—perfect for couples, friends, or small families. Enjoy your private patio with an outdoor dining area, ideal for morning coffee or evening meals. The perfect beach getaway with comfort, style, and unbeatable walkability.

Atlantic Breeze

Kick back and relax in this calm, stylish space. This fully furnished modern 2 bed 2 bath upstairs unit is perfect for both short or longer stays! It is conveniently located in mid-island near plenty of island shopping, entertainment and restaurants, a 10 minute drive to the beach, and only a 15 minute drive to Brunswick and the hospitals! Get beach living, without the beach prices! *Due to the time to prep before your stay, early check in is not available*

North End Cottage

Enjoy the quiet side of St. Simons Island! Tucked in one of the oldest neighborhoods, this two-story cottage offers a perfect balance of nature and tranquility while still being just a 5 to 10-minute drive from the island's best restaurants, beaches, and activities. We always leave eggs, coffee, and butter for our guests. The kitchen is fully stocked for the times you want to eat in, and we are happy to offer recommendations for meals out!