Holiday houses in Little Saint Simons Island

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Top-rated holiday rentals in Little Saint Simons Island

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Top Guest favourite
An open living area showcases a comfortable brown leather sofa with bright yellow cushions, flanked by two accent chairs. A colorful area rug lies beneath a coffee table. The kitchen features modern appliances and white cabinetry, while a dining table with stylish chairs is visible in the background.
Home in St. Simons Island
4.84 out of 5 average rating, 63 reviews

South End SSI "Sweet Home on Alabama"

Come fall in love with this modern and freshly renovated beach cottage. Enjoy an open floor plan with living, dining, and kitchen in a shared space. Sliding door opens to deck and fully fenced backyard, perfect for pups and kids! Sandy from the beach? Oversized outdoor shower with hot water will do the trick! Each bedroom is perfectly appointed and the bathrooms are showpieces. * We gladly welcome FLETC per diem guests and long-term snowbird renters! * Ask for more dates beyond posted calendar.*

Guest favourite
A wooden deck extends from the house, furnished with a comfortable seating area and a dining table. Lush greenery surrounds the space, providing a serene view of the marsh. Large windows allow natural light to fill the adjacent indoor area.
Cottage in St. Simons Island
4.94 out of 5 average rating, 209 reviews

Golden Isles Getaway Marsh View

A Great Vacation Rental, centrally located on St. Simons Island in the Sea Palms community next to the Sea Palms Golf Resort. This is a 2 bedroom, with a King in one and queen in the other , 2 bath, washer-dryer, kitchen and living space combo and has a nice little sitting room that has a perfect view of the marsh. The condo backs up to the marsh, has a large deck that faces east, and makes it enjoyable to watch the beautiful sunrises we have . Quiet and peaceful makes it a great getaway spot !

Guest favourite
A welcoming exterior of a modern home is presented, featuring a covered carport illuminated by soft lighting. The pathway leads to the entrance, surrounded by natural landscaping and mature trees, creating a serene atmosphere. A gravel driveway provides additional parking space.
Home in Brunswick
4.92 out of 5 average rating, 195 reviews

Chimney Swift

Relax with the whole family at this peaceful place to stay. 5 mins from FLETC and approximately 20 minute drive to St. Simons Island/Jekyll Island beach. We welcome this beautiful home that has recently been fully remodeled. All bedrooms have ceiling fans and smart TVs. High speed WiFi internet available. There is a back deck with patio furniture that is perfect for Grilling out. NO SMOKING INSIDE THE PROPERTY. NO PARTIES. No unauthorized guests without our permission. No pets. $1000 fine.

Top Guest favourite
The living area features a light-colored sofa adorned with patterned cushions, complemented by a decorative ottoman. A large clock and coastal artwork are displayed on the walls, while natural light filters through the bright windows, enhancing the comfortable, inviting atmosphere.
Home in Brunswick
4.99 out of 5 average rating, 117 reviews

Charming Home near downtown & beaches.

It's a Beauty! Forget your worries in this extremely well insulated charming home located in a quiet and safe neighborhood. The hard wood floors in this 1900's refurbished home are spectacular. This beautiful cottage is walking distance to downtown and a short 10-min drive to the beaches. This place is exactly what you are looking for & has all the amenities. Super clean and new. Enjoy a relaxing swing on the porch and if you listen close, you might even hear a ship's horn in the distance.

Top Guest favourite
Home in Darien
4.98 out of 5 average rating, 123 reviews

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!

Top Guest favourite
A picturesque view of marshlands features winding waterways flanked by tall grasses. A wooden dock extends into the water, while the lush green landscape contrasts with the blue sky above. The scene captures the serene beauty of the natural surroundings.
Cottage in Darien
4.94 out of 5 average rating, 163 reviews

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!

Guest favourite
The exterior of a charming home is showcased, featuring a light gray facade and a covered front porch with two seating chairs. Lush greenery frames the property, including shrubs and palm trees. A pebbled driveway leads to the entrance, creating a welcoming approach.
Home in St. Simons Island
4.94 out of 5 average rating, 36 reviews

New Build Cottage near the Beach

This 2020 build home is in a picturesque, quiet neighborhood on a dead end street. Walking distance to Harris Teeter & great restaurants like Tramici, Halyards, Certified Burger & Dorothy’s. 2 min drive to Sea Island 8 min drive to East beach. This home is meticulously maintained & furnished beautifully. Primary suite on main level with king bed & walk-in closet. Two upstairs bedrooms with queen beds & en-suite baths. ***We also accept FLETC per diem. Please message to set up TDY stay

Top Guest favourite
A welcoming cottage exterior is displayed, featuring a light gray façade and a distinctive yellow door. An American flag adorns the porch, which includes a small seating area. Surrounding greenery enhances the inviting atmosphere, while a paved driveway leads up to the entrance.
Home in Darien
4.99 out of 5 average rating, 258 reviews

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.

Top Guest favourite
Apartment in Brunswick
4.94 out of 5 average rating, 460 reviews

Garden Retreat | Historic District | Walk Downtown

Welcome to your charming garden apartment located in the heart of Brunswick’s Historic Old Town District. This one-bedroom, one-bathroom gem is nestled within a beautifully restored 1910 brick carriage house, offering a unique blend of historic charm and modern comfort. A lovely walk or short drive through the historic district to downtown and an easy drive to Jekyll, St Simons & Sea Islands, w/Beaches, Cycling, Golf, Restaurants etc. Airports: BQK, SAV & JAX.

Top Guest favourite
An elevated deck features a wood-burning stove at its center, surrounded by several wooden chairs and benches. Outdoor lighting creates a warm ambiance, and an American flag gently waves in the breeze. Scenic marsh views are visible in the background.
Home in Townsend
4.95 out of 5 average rating, 192 reviews

The Cloyster at Belleville Bluff

This little gem sits right across the quiet street from beautiful marsh views, with only a 5 minute walk to the dock and boat ramp. Enjoy your stay by relaxing on the elevated deck or screened in porch. Or, if you'd rather, spend your days fishing and crabbing from the local dock. Have a fire out back in the old molasses pit or in the outdoor wood burning stove upstairs on the deck.

Top Guest favourite
A charming red cottage is framed by lush greenery and tall trees, providing a sense of privacy. The entrance features a welcoming gray door with a doormat. A cozy seating area on the front porch is partially visible, inviting relaxation in the natural surroundings.
Home in Brunswick
4.98 out of 5 average rating, 112 reviews

Coco’s Cottage

This is a dream cottage with a yard that envelops you as you walk into the gate. If charming is what you are looking for with all the modern conveniences you found the perfect location. This tranquil cottage has two bedrooms and one bath decorated beautifully. The large deck begs for you to sit outside with a sweet tea and breathe in the wonderful salt air. Let me say Welcome Home!

Guest favourite
Bungalow in St. Simons Island
4.83 out of 5 average rating, 124 reviews

2BR & 2BA Beach cottage & .5 mi. to Beach!

Welcome to the 1950's historic 'Anguilla Bungalow.' The home is recently renovated and includes 2BR & 2BA. Located on St. Simons Island and only 1/2 mile to the historic Village where you will find great shops and restaurants! The beach is less than 2 miles away. We look forward to having you and please make sure to check out our 5-star reviews and super host status!

Popular amenities for Little Saint Simons Island holiday rentals