Holiday rentals 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
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, 205 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 !

Top guest favourite
The exterior showcases a light-colored building with multiple windows, allowing natural light to filter in. A wooden deck is visible, leading to a covered seating area. Nearby, a grill is situated on the deck, surrounded by trees for added privacy.
Tiny home in St. Simons Island
4.96 out of 5 average rating, 156 reviews

Tiny Turtle, 1 queen, full bath and kitchenette

Tiny Turtle is perfect for a couple or small family with one child. Tiny Turtle is a cozy place to spend your nights after exploring the Islands. You will love the beach and nautical décor. It has one bedroom that can only be accessed up a spiral staircase, kitchenette and private bath. Start your island adventure with beach bikes, beach chairs, wagon & umbrella all included! Tiny Turtle was designed to have an interior similar to a light house quarters! It truly is a special little place.

Top guest favourite
Home in Darien
4.97 out of 5 average rating, 106 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 wooden dock extends over calm waters, featuring a red-roofed pavilion at the end. A figure stands on the dock, overlooking the marsh and river. Lush greenery is visible along the water's edge, with a clear blue sky above.
Cottage in Darien
5 out of 5 average rating, 211 reviews

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)

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, 161 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!

Top guest favourite
A single-story cottage is nestled among overhanging trees, draped with Spanish moss. Two vehicles are parked in the gravel driveway, one outfitted with a kayak on its roof, while the warm exterior is complemented by a vibrant blue door.
Cottage in St. Simons Island
4.86 out of 5 average rating, 197 reviews

SSI Getaway Cottage Under the Oaks

A Great Vacation Rental centrally located on St. Simons Island in the Sea Palms community close to the Sea Palms Golf Resort. This is a 2 bedroom cottage one bdrm with 2 queen size beds, one bedroom with king size bed. Two full size bathrooms, washer-dryer, kitchen and living space combo and has a nice screened porch at the back of the house The cottage has great parking so if you are bringing a boat & trailer this is the perfect place Quiet and peaceful makes it a great getaway spot!

Guest favourite
The kitchen and dining area feature a large wooden table surrounded by four chairs, with natural light flooding in from nearby windows. The kitchen includes granite countertops, stainless steel appliances, and decorative elements that enhance a functional space.
Cottage in St. Simons Island
4.88 out of 5 average rating, 197 reviews

Historic Beach Cottage | Steps to Beach & Dining

Experience a serene escape in this beautifully restored 1928 beach cottage. Blending historic charm with modern comforts, this home features an open floor plan, a fully equipped kitchen, and a comfortable living area. The cozy bedroom offers a peaceful retreat, and the modern bathroom includes a marble shower. Relax on the screened porch with a swinging daybed or take a short, two-block walk to the beach. Located in a vibrant neighborhood, you'll be steps away from dining and shopping.

Superhost
A beautifully landscaped yard features lush greenery, including palm trees and shrubs. The house, with its inviting architecture, is partially visible, showcasing a large porch and shaded areas. A wind chime stands prominently in the foreground, adding to the serene outdoor environment.
Flat in Brunswick
4.84 out of 5 average rating, 145 reviews

Beautiful private 1 bedroom. Heated pool & jacuzzi

This private 1 bedroom apartment has so many amazing perks. Its everything you need to make you feel right at home and more. Lap pool, large jacuzzi, washer dryer, garage parking, central air, fire pit, barbeque grill and screened in outdoor dining area next to the pool. Office nook with pc and printer. Beautifully furnished. 15 minutes to the beautiful beaches of St Simons or Jekyll Island. Kitchen is stocked with much of the basics. Inquire about sunset and dinner cruises

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, 230 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.

Guest favourite
Flat in Brunswick
4.94 out of 5 average rating, 445 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.

Guest favourite
A serene view of Lake Turner is captured from the dock, where two Adirondack chairs are positioned. The calm water reflects the surrounding greenery and trees, creating a peaceful lakeside setting. Gentle clouds drift across a clear blue sky above.
Guest suite in St. Simons Island
4.94 out of 5 average rating, 154 reviews

The Lake Loft in St. Simons Island

Relax at our cozy boho-feel getaway spot on Lake Turner minutes from the beach, shops, and Village. A quiet, studio-esque space walking-distance to Gascoigne Park (disc golf!), St. Simons Marina, Epworth By the Sea, and a recently added tandem kayak to play on the lake. The space features three beds, a hammock chair, mini-kitchen coffee/tea bar with Berkey water. Also a great spot to enjoy coffee in the morning sun filtering through the live oak trees above.

Top guest favourite
A comfortable living area features a light-colored couch adorned with colorful cushions, complemented by a dark blue sofa. A large coffee table sits atop a patterned rug, and shelving displays books and games. Natural light enters through a window, with a ceiling fan above.
Guest house in Brunswick
4.94 out of 5 average rating, 987 reviews

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.

Popular amenities for Little Saint Simons Island holiday rentals