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 Island
4.94 out of 5 average rating, 206 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 cottage treehouse features a modern exterior surrounded by lush greenery, including tall oak trees. A gravel parking area is visible in front, with a staircase leading to a second-floor balcony. Large windows allow for natural light to enter the space.
Guesthouse in St. Simons Island
4.99 out of 5 average rating, 194 reviews

Private Cottage Treehouse Among Giant Live Oaks

Welcome to your very own island cottage treehouse - all new construction with a beach community theme, laced with Southern charm. To reach your 600 sq/ft studio cottage, use the private entrance to access the stairway. Along with a full bath and a convenient kitchenette, you are welcomed to a large open living space with double sliding glass doors that lead you to your own 180 sq/ft private balcony nestled among the live oaks. All guest bookings w favorable prior history will be considered.

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, 168 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
A well-lit bedroom features two queen beds adorned with white linens and tropical-themed pillows. Colorful bird art hangs on the walls above the beds, while a lighted side table to one side adds functionality. Natural light filters through white sheer curtains.
Guest suite in St. Simons Island
4.96 out of 5 average rating, 144 reviews

Lovely, central village area, cozy coastal cottage

Enjoy a stylish experience at the centrally-located Cottages at Neptune Way. Cottage #1 (this listing) features 2 bed/2 bath, a full kitchen, dining, and living area with a separate laundry room. Fully renovated with a beautiful color story and details, this cottage is a perfect getaway spot. Walk to breakfast at Sandcastle Cafe, then take a stroll by the ocean before hitting the local shops… *Please note this unit is part of a 3-unit home. No pets, or parties please. Parking for 2 cars only.

Top Guest favourite
Home in Darien
4.97 out of 5 average rating, 117 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)

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
4.89 out of 5 average rating, 201 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.

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, 246 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
A cozy living area features a light-colored sofa adorned with a multicolored striped pillow. Two bedside lamps provide soft illumination beside a round, fish-themed mirror. A wooden coffee table sits on a striped area rug, with a console table visible in the background.
Condo in St. Simons Island
4.99 out of 5 average rating, 135 reviews

Beach Hideaway~great location~pool~ground floor

GROUND FLOOR unit~GREAT LOCATION(mid/South Island)~walk to Redfern Village(many shops and restaurants), Southern Soul, Chickfila, Starbucks, etc~quick drive to the beach and pier~NEWLY REMODELED~GATED FAMILY ORIENTED COMMUNITY~ reliable WiFi~TV and sofa in living room~king bed & TV in master~queen bed & TV in spare~twin sleeper sofa in sunroom~pool & tennis court~NO PETS or ANIMALS ALLOWED, SEE RULES FOR HIGH PET FEE. **Parking -- My HOA does not allow work/business vehicles**

Guest favourite
The exterior of a bungalow is showcased, featuring a light blue facade and a welcoming entrance. Lush greenery surrounds the property, with palm trees and vibrant plants adding to the landscape. A covered porch offers seating for relaxation under the shade of large live oaks.
Cottage in St. Simons Island
4.88 out of 5 average rating, 260 reviews

Salt Water Cowboy

Escape to your private island retreat on beautiful St. Simons Island, Georgia. This adults-only, pet-friendly retreat offers the perfect blend of modern comfort and coastal charm. Recently renovated, the home features 2 bedrooms, 1 full bathroom and a delightful kitchen. Enjoy a fenced yard, covered patio, private hot tub, and shaded parking beneath stunning live oaks. Perfectly located near beaches, dining, and island attractions—your private coastal getaway awaits.

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.
Guesthouse in Brunswick
4.93 out of 5 average rating, 1,008 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.

Top Guest favourite
The open space features a king size bed framed by soft lighting and lush tree canopy views. Two patterned chairs with bright yellow cushions are positioned opposite a stylish side table, providing a cozy seating area. A decorative touch is added with framed artwork on the walls.
Guest suite in St. Simons Island
4.99 out of 5 average rating, 202 reviews

The Green Door | your treehouse 2mi from the beach

The green door is a newly built studio apartment, in the heart of SSI, a bike ride away from the beach and walking distance from bars and restaurants in nearby Redfern Village. Modern furnishing, fluffy bedding and lofted ceilings meet plenty of natural light in this cozy and peaceful space. With tree canopy views at every window, it is like staying in the most comfy -air conditioned- treehouse !

Popular amenities for Little Saint Simons Island holiday rentals