Holiday rentals in Little Saint Simons Island

Cottage in St. Simons Island

4.94 out of 5 average rating, 189 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 !

Superhost

Guest house in St. Simons Island

4.82 out of 5 average rating, 184 reviews

Redfern Respite

I’ve filled this small space with a giant personality of art I’ve collected over the years- whether it’s the Japanese 1970’s dinnerware or the stack of books on modern art and education, you’ll feel like you’re staying in a bit of a library, with vibrant colors abound, tucked in a quiet street but within walking distance to great food and live music. Just FYI, the main house which has a private entrance and it’s own deck on the other side of the property is also available- “Redfern Retreat”

5 out of 5 average rating, 199 reviews

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)

4.97 out of 5 average rating, 301 reviews

Perfect Island Private Getaway-Walk2Beach-Village

If you are interested in a great little getaway, this is it. Gated UPDATED BEACHY condo with private gated parking & pool. IDEAL LOCATION. Walk/Bike to the Beach, Pier Village Shopping, Restaurants & Entertainment. Custom made book with local recommendations included. Condo is setup similarly to a hotel suite with Kitchenette *see photos. Relaxing jetted tub&large shower Has washer/dryer, full refrigerator, Keurig coffee, WiFi, Roku Stick, Alexa, Amazon Music, Amazon Prime, Netflix.

4.95 out of 5 average rating, 148 reviews

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!

4.98 out of 5 average rating, 187 reviews

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.

Cottage in St. Simons Island

4.9 out of 5 average rating, 119 reviews

Fairway Villas

Great for a couples getaway. Located on a lovely lagoon, you will enjoy a very peaceful setting shared with nature. Two decks overhang the water for turtle and fish viewing. Recently purchased and renovated with many new furnishings, floors, and appliances in a soft setting of sea foam, indigo blues, driftwoods, and grays. 55" Smart TV with full service Xfinity and Netflix along with free internet. There is another TV in the bedroom along with a very comfy chaise.

Guest suite in St. Simons Island

4.96 out of 5 average rating, 137 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.

Farm stay in Brantley County

4.98 out of 5 average rating, 705 reviews

The Cabin at The Old Parrott Place

The Cabin at The Old Parrott Place is ideal for one or two people to stay overnight or for a week. It's rustic, but clean and comfortable, has a king bed, a claw-foot tub, an outdoor shower, a microwave, toaster, small fridge and complementary coffee and tea. Rocking chairs on the porch allow you to spend a little time outdoors enjoying the country air or listening to the birds. *Please Note * There is NO WIFI.

Guest suite in St. Simons Island

4.99 out of 5 average rating, 172 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 !

4.98 out of 5 average rating, 133 reviews

Guest house in Brunswick

The “Love Shack” Cottage (dog friendly)

This charming guesthouse located next to another Airbnb, which is nestled between Halifax and Wright Square. Minutes from Jekyll and St.Simons for beach access. Newly furnished and very relaxing. This space has been completely renovated and remodeled in 2023. Perfect for a couples getaway or just alone time on a quiet street. New privacy fence installed. Welcome to your home away from home!

4.92 out of 5 average rating, 442 reviews

Guest house in Darien

Awesome one room with full bath guest house!

Kick back and relax in this calm, stylish space. It has queen and twin beds and also has a full bathroom with shower. AC and heat are provided as are towels and linens. A mini fridge and microwave have just been added. Finally, it has an HDTV with WiFi for enjoying movies or other entertainment.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Little Saint Simons Island holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Little Saint Simons Island

4.96 out of 5 average rating, 72 reviews

Nice Island getaway with pool

NancyRating, 5 stars2 weeks ago

We had a wonderful time and enjoyed your place. It was very comfortable and had everything we needed for great time on SSI.

4.97 out of 5 average rating, 62 reviews

Home in Townsend

Hidden Oasis!

KimberlyRating, 5 stars2 weeks ago

We had such a wonderful time at Caleb’s home. This was one of the best stocked places I’ve ever rented. They had everything you could need. The pool was awesome and the hot tub was perfect in the evenings. The beds and pillows were super comfortable. My friends and I were extremely happy here and would love to come back again. Not one complaint!

5 out of 5 average rating, 48 reviews

Home in Darien

Coastal Bungalow & Boat Parking

KristaRating, 5 stars1 week ago

We had a very short, but enjoyable stay. Jessica's home was clean with many amenities not found in other airbnb's we've stayed in. We hope to be back!

Cottage in St. Simons Island

4.85 out of 5 average rating, 20 reviews

North End Cottage

BetsyRating, 5 stars1 week ago

We had such a great time! If you’re looking for somewhere quiet and peaceful tucked away from the hustle and bustle, but still convenient to island attractions, this is the perfect place for you! Cynthia was friendly and helpful and proactive in anticipating our needs. The cottage was clean and inviting and exactly as the listing described. We would absolutely stay here again!

5 out of 5 average rating, 16 reviews

Flat in Brunswick

"The Sky Lounge"

JaredRating, 5 stars1 week ago

Perfect jumping off spot for Jekyll and St. Simons Islands. Very well equipped, clean, and comfy. We would stay again!

4.95 out of 5 average rating, 58 reviews

Charming Island Getaway on St. Simons Island!!

JohnRating, 5 stars1 month ago

great place, clean excellent amenities easy check in and out would stay here again

5 out of 5 average rating, 24 reviews

"Saintly" @ Sea Palms 18th Green

BrettRating, 5 stars1 week ago

Bob and Roxanne were great hosts. They were very responsive. Check in was easy and their place was just what we needed. We would definitely stay again.