Holiday rentals in Saint 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 !

Guest suite in St. Simons Island

4.95 out of 5 average rating, 125 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.

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”

4.91 out of 5 average rating, 372 reviews

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

This cozy 1 bedroom condo has many upgrades. U will enjoy the south-island location close 2 many shops & restaurants. U can walk 2 Pier Village & other entertainment. King in Master & living room has queen sleeper sofa. Comes w/ new furnishings & BUSINESS CLASS WIFI. 2 tennis courts, 2 pools (1 heated), laundry facilities (coin operated), ping pong, fitness center, playground, private stocked lake, & includes USAGE OF 2 BIKES for an additional charge. NO PETS or ANIMALS ALLOWED. SEE RULES

4.97 out of 5 average rating, 300 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, 147 reviews

Renovated 2 Bedroom Beach Cottage Steps to Beach

This cozy cottage has just been fully renovated and newly decorated as of December 2020! The kitchen has been overhauled and features quartz countertops and farm house sink. ***This listing is for the downstairs unit at this duplex.*** The unit boasts two bedrooms with one king sized bed and the other being a queen with generous sized closets. In between the two bedrooms is a brand new full bathroom as well as a laundry room with a full sized washer and dryer. No pets allowed!

4.98 out of 5 average rating, 118 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**

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.

Guest suite in St. Simons Island

4.99 out of 5 average rating, 171 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, 132 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!

4.97 out of 5 average rating, 249 reviews

Salt Life Beach Upper Deck

3 blocks to the beach and a short 10 minute walk to the Village. It's a quiet neighborhood, great for enjoying coffee on the patio in the morning or refreshing beverages in the afternoon, you can hear the ocean waves from the patio. FLETC per diem accepted. Dogs may be considered at owner's sole discretion, additional fees will apply. Glynn Excise Tax #013038

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Popular amenities for Saint Simons Island holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Saint Simons Island

Flat in St. Simons Island

5 out of 5 average rating, 7 reviews

The Cedar - w/Gorgeous Lake View

KennethRating, 5 stars1 week ago

We came down for a wedding and weekend events. Much better value than a hotel and were able to have some "home" downtime during the events. Beautiful location to watch the birds and the golfers go by the lake. Great host, and look forward to coming back!

4.99 out of 5 average rating, 89 reviews

Oceanfront Condo w/view! | Free Bikes! | Updated!

MattRating, 5 stars2 weeks ago

Great place to stay and location was perfect! Thank you!

4.93 out of 5 average rating, 92 reviews

Location! WALK to BEACH, Village & PIER! 2 POOLS*

CathyRating, 5 stars3 days ago

Wonderfully peaceful and beautiful! Close to attractions, beaches & restaurants. Loved our stay in your nice condo, will visit again !

Townhouse in St. Simons Island

4.96 out of 5 average rating, 95 reviews

The Sea Glass Condo

ShaylaRating, 5 stars2 weeks ago

Melissa was super kind and quick to respond when questions came up. The townhouse was as described and very comfy. We appreciated how clean and tidy it was upon arrival. It was a one minute walk to the closest shop in Pier Village. We’d definitely stay here again should we head back to SSI.

Townhouse in St. Simons Island

4.89 out of 5 average rating, 80 reviews

LOCATION! *2 POOLS *WALK TO BEACH & PIER VILLAGE*

MartinaRating, 5 stars1 week ago

The condo and amenities at Ocean Walk were very nice! Alex, the host was very informative and pleasant from check in to check out. The condo was beautiful and had everything that we needed. We enjoyed our time at the beach and our afternoons by the pool. It was awesome to have the golf cart to tour the area neighborhoods and head to the beach. We loved everything about our visit to St. Simon’s Island! Thank you for sharing your little piece of paradise!

4.84 out of 5 average rating, 19 reviews

North End Cottage

EllieRating, 5 stars2 weeks ago

Such a quiet, peaceful cabin. Cynthia is a responsive host, and the cabin is well equipped with everything you need, plus a few extras! You may see a few cockroaches skittering around, but with the nature that surrounds the home, it seems almost like a staple of staying in the south. Everything in the cabin is very clean and well maintained, and bed is super cozy. Would definitely 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