Holiday rentals in Little St. Simons

Great GA Dream Home, Pool & Pond

Bring the whole family together in this Great Georgia Dream Home with lots of room for big fun! Large and Comfortable beds for everyone (3 king/4 queen). Create memories in a sprawling 5,000sf home, newly renovated with custom and comforting touches. Tucked beneath Live Oak Trees draped with picturesque Spanish Moss. Private pool. screened in porch with dining/grill/tv. Quick drive to Sea Island/St. Simons beaches, golf courses, shopping and tourism. Fully equipped chef kitchen. Pet friendly.

Walk to waterfront dining! 95 2minutes. No pet fee

2 blocks from the water and everything that makes down town Darien so special, Skipper’s waterfront seafood dining, Waterfront wine and Gormet, The Shanty for breakfast and coffee, Skippers Fish camp for waterfront dining. Take a boat tour with Georgia Tidewater Outfitters. Keep it simple at this peaceful and centrally-located place. Bring your boat, the DARIEN BOAT RAMP IS 3 blocks away. Sapelo island is a 30 minute boat ride away. I/95 is less than 2 miles away for a quick overnight stay!

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)

The 1880's House, Part Two!

Come to beautiful southern Georgia to relax, unwind, and enjoy what the coastal town of Darien and nearby St. Simons and Jekyll Islands have to offer. Sleeping 7, and located in a quiet neighborhood, our home offers antique and modern furniture, electronics, and a coastal decor, all for a care free stay. Within walking distance are great restaurants and a wine bar to relax and discuss the days adventures. Come enjoy peace, serenity and the good vibrations that being by the coast brings.

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!

Private Pool | Pet-Friendly | Fenced-in Yard

Bring the whole family! Pet-friendly four bedroom home with fenced-in yard and oversized private pool (NOT HEATED). Great location near beaches, golf, dining, and FLETC. Please note: We do not accept events or gatherings of any kind. This spacious home is in a quiet neighborhood just 15 minutes from St. Simons and 30 minutes from Jekyll Island. Enjoy the in-home gym with a treadmill, wall-mounted barre, and Peloton. Enjoy all the Golden Isles has to offer without island prices!

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.

Waterfront Flat @ Settlers Bluff

Enjoy a stylish and authentically coastal experience at this centrally-located Waterfront Flat with access controlled Boat Dock with power and water; Cypress floors and Bar, Brick accents, Heavy Trim; Granite Kitchen and Bar Counters; Stainless Steel Appliances; Excellent Cookware; County Boat launch next door; Oyster Bar next door; Wine Bar and Coffee Shop; Taproom and Outfitter Store; Kayak rentals nearby; Fresh and Saltwater Fishing; Crabbing off dock; Birding;

Perfect cottage ON THE BEACH! Golf Cart for RENT!

Built in 1944 and 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. Luxuriously renovated (all high-end furniture, appliances and fittings), and perfectly situated (bike or walk to town), the Mildred Rose cottage is in a league of its own. Welcome to Saint Simons! 6 SeaterGolf Cart ADD ON available as well!

Eagle's Nest Sapelo Island, beach, nature comfort

This private island-style getaway home can easily sleep 6 guests. Enjoy open beaches and nature. Only 2 bedrooms but with plenty of space you definitely want to bring the whole family. Relax in the open-plan living space, with 2 bedrooms and 2 bathrooms. Sapelo Island is a semi-private island off the Georgia coast. This wildlife haven is only accessible by ferry. Explore Gullah Geechee culture and ancient ruins for a unique experience.

Robin's Nest, Saint Simons Island, GA

Welcome to our 2013 French Country Estate Located on Beautifully Manicured 1.25 Acres of privacy featuring four bedrooms each with en suite bath, 4.5 baths, a game room with pool table, home office, dining room, family room, screened in back porch with a gas grill, a private salt water pool which can be heated for additional fee (only needed Dec-Feb) fire pit for roasting marshmallows, outdoor music and bar, hammock.

Coastal Cottage

Coastal Cottage is less than a mile from the Jekyll And Saint Simon's Island causeways and Historic Downtown Brunswick. Savannah and Jacksonville and their airports are an easy hour away. Come love what we love about our adopted hometown! We are pet lovers! So your pets are welcome. There is a $25 one time pet fee per pet to help cover the cost of the extra cleaning needed when our furry guests check out.