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
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
4.94 out of 5 average rating, 223 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
A two-story home is framed by majestic Live Oak trees draped in Spanish Moss. The exterior features charming architectural details and a welcoming front porch. Lush greenery surrounds the house, creating a serene and inviting setting.
Home in St. Simons
5.0 out of 5 average rating, 38 reviews

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.

Guest favourite
The welcoming entrance of the cottage features a covered porch with two rocking chairs and lush landscaping. A gravel driveway leads to a garage, while the façade showcases shutters and wood accents under a gently sloping roof.
Home in St. Simons
4.89 out of 5 average rating, 74 reviews

Starfish on Circle Drive - SSI Cozy Cottage

This traditional cottage on St. Simons offers relaxation, comfort, and proximity to the beach, dining and shopping. A large family room leads out to a backyard sanctuary with two screened-in porches. A fully stocked kitchen provides you opportunity to dine in, or head to the spacious deck to grill dinner or roast s'mores at the fire pit. Three bedrooms and two full baths. Pet-friendly, dogs only. Fenced yard. Secluded for peace and quiet, but conveniently located to visit all of SSI!

Guest favourite
An open kitchen and living area are featured, showcasing high-end appliances and a large island with seating. Natural light floods in through large windows, providing views of the surrounding landscape. Stylish decor and rustic wood beams create a welcoming atmosphere.
Home in Sea Island
5.0 out of 5 average rating, 33 reviews

Riverfront 3 Bd, Renov. Home, 2 Blk to Cloister

This gorgeous home is perfectly located on Sea Island to provide you with stunning sunsets and breathtaking river and marsh views. 1106 River Club epitomizes quintessential Sea Island living and recently underwent a complete renovation and is newly furnished. This professionally decorated, 3 bedroom / 3.5 bathroom, waterfront home is nestled in the safe haven of River Club and only a 2 block walk from the private, 5-star Cloister Hotel, Beach Club and the Tennis, Spa and Fitness facilities.

Top Guest favourite
A charming gray house sits under a bright blue sky, surrounded by lush greenery and large trees draped in Spanish moss. An American flag is displayed at the entrance, enhancing the welcoming appearance of the home.
Home in Darien
4.97 out of 5 average rating, 187 reviews

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.

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
5.0 out of 5 average rating, 227 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
Cottage in Darien
4.94 out of 5 average rating, 178 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
4.87 out of 5 average rating, 205 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!

Top Guest favourite
The outdoor area features a large, private pool surrounded by a screened-in patio. Two colorful inflatable floats—a unicorn and a flamingo—are positioned in the water. Comfortable seating is provided on the patio, enhancing the space for relaxation and enjoyment.
Home in Brunswick
4.98 out of 5 average rating, 114 reviews

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!

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, 301 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
Home in St. Simons
4.95 out of 5 average rating, 21 reviews

Cozy Coastal Cottage

Your home away from home on St. Simons Island! Our house is beautifully updated with 3 private bedrooms, 2 full bathrooms and a spacious common area. The backyard is a private oasis complete with a sitting area, covered patio, large TV and grill. Bonus features include a fire pit and outdoor shower! Ample parking space. The house sits across from a quaint neighborhood park. Few minutes drive to the beach, and a short walk to shops and restaurants. We welcome you to St. Simon’s!

Guest favourite
The house is elevated on stilts, featuring a wide porch that wraps around its front. Large windows provide ample natural light, and the structure is surrounded by lush greenery. A spacious deck offers seating and a scenic view of the surrounding landscape.
Home in Sapelo Island
4.98 out of 5 average rating, 88 reviews

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.

Popular amenities for Little Saint Simons Island holiday rentals