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

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 !

4.94 out of 5 average rating, 223 reviews

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

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.

5.0 out of 5 average rating, 38 reviews

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

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.

4.97 out of 5 average rating, 187 reviews

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

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)

5.0 out of 5 average rating, 227 reviews

Top Guest favourite

Cottage in Darien

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!

4.94 out of 5 average rating, 178 reviews

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

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!

4.87 out of 5 average rating, 205 reviews

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

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!

4.98 out of 5 average rating, 114 reviews

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

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.

4.99 out of 5 average rating, 301 reviews

Top Guest favourite

Home in St. Simons

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!

4.95 out of 5 average rating, 21 reviews

Guest favourite

A charming cottage elevated on sturdy wooden stilts is surrounded by lush greenery. The exterior features a light-colored gabled roof and blue panels, complemented by a welcoming porch with railing. Tall trees provide a natural backdrop, enhancing the serene atmosphere of the setting.

Cottage in Sapelo Island

Painted Bunting Cottage-Sapelo Island Birdhouses

Visit a pristine, undeveloped barrier island just south of Savannah, where you'll find history - both Gullah-Geechee and Native American. Where Sweetgrass baskets are still hand-crafted and you can visit Indian mounds which pre-date the pyramids in Egypt. Enjoy 7 miles of pristine beach where you'll be one of a very, very few on the beach. This cottage is great for a couple celebrating a special occassion... just the two of you can run away to this perfect hideaway.

4.9 out of 5 average rating, 127 reviews

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

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.

4.98 out of 5 average rating, 88 reviews

Top Guest favourite

The exterior of a French Country Estate is showcased, featuring a paved driveway leading to a two-story home surrounded by well-maintained landscaping. Lush green grass and tall trees provide privacy, complemented by elegant lampposts flanking the entrance.

Island in St. Simons

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.

4.98 out of 5 average rating, 100 reviews