Vacation rentals in Little Saint Simons Island

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Top-rated vacation rentals in Little Saint Simons Island

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Guest favorite
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 favorite
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 favorite
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!

Top guest favorite
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, 226 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 favorite
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, 186 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 favorite
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 favorite
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!

Superhost
The living room features a cozy arrangement of seating with two armchairs and a spacious sofa facing a stone-accented fireplace. A television is mounted on the wall, while natural light filters in through a nearby door leading to the outdoor area.
Home in Brunswick
4.93 out of 5 average rating, 117 reviews

Comfort Awaits!

The perfect opportunity to relax and recharge in this newly renovated 3-bedroom house. A great location, being a few minutes from shopping plazas, and more. This location is equipped to meet your stay needs, whether you are working in the area or just travelling to enjoy the beautiful Golden Isles. Driving average distance to most researched destinations - FLETC: 4-Min - Brunswick Airport: 10-Min - SGHS hospital: 8- Min - Saint Simons Island: 17 min - Historic Brunswick: 12 Min

Top guest favorite
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, 113 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 favorite
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 favorite
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!

Top guest favorite
A charming beach house is nestled close to the shoreline, surrounded by lush palm trees and rocky formations. The clear blue sky complements the sandy beach and calm waters, creating a serene coastal atmosphere. Nearby homes reflect a mix of architecture, adding to the scenic view.
Home in St. Simons
5.0 out of 5 average rating, 48 reviews

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!

Popular amenities for Little Saint Simons Island vacation rentals