House holiday rentals in St. Simons

South End SSI "Sweet Home on Alabama"

Come fall in love with this modern and freshly renovated beach cottage. Enjoy an open floor plan with living, dining, and kitchen in a shared space. Sliding door opens to deck and fully fenced backyard, perfect for pups and kids! Sandy from the beach? Oversized outdoor shower with hot water will do the trick! Each bedroom is perfectly appointed and the bathrooms are showpieces. * We gladly welcome FLETC per diem guests and long-term snowbird renters! * Ask for more dates beyond posted calendar.*

Summer Special, Family Cottage w/ Bikes | Sleeps 9

The Freddie is a newly updated 3-bedroom, 3.5-bathroom coastal cottage in the heart of St. Simons Island. It features an open floor plan with a fully equipped kitchen, dining area for six, living room with a fireplace, and a screened porch for relaxing. The master bedroom with a king bed is on the first floor, and upstairs offers a bunk room that sleeps five, a king guest bedroom, and a sitting area with a coffee station. All bedrooms have ensuite bathrooms. The home comfortably sleeps nine gues

The East Inn - Hip Hideout Blocks from Beach

Tucked behind the historic Hazel's Cafe, this 4 bedroom hideout is rooted in and captures the "South End" living. Tall ceilings and large rooms make this Modern-Spanish style house the perfect oasis for taking it slow. Moments away you can be walking on our natural beaches, viewing our famous marshes, or catching magical sunsets. It is located 1 mile from The Village-the island's traditional "downtown" area and 5 blocks from the beach. This house is perfect for 2 families or large friend groups.

St. Simons "Blue Crab" Beach Cottage on South End

You’ll find a spacious foyer, a comfortable family room, and a fully stocked kitchen with a dedicated dining area. The primary bedroom features king-sized bed and en-suite bathroom. The 2nd bedroom has a queen bed, and the 3rd has two single beds. Outside is a huge backyard & covered patio. For the beach, we provide beach chairs and boogie boards. Secluded enough to offer peace and quiet, yet just a short trip from the Pier Village's charming shops and restaurants, Lighthouse, and the beach.

Charming Home near downtown & beaches.

It's a Beauty! Forget your worries in this extremely well insulated charming home located in a quiet and safe neighborhood. The hard wood floors in this 1900's refurbished home are spectacular. This beautiful cottage is walking distance to downtown and a short 10-min drive to the beaches. This place is exactly what you are looking for & has all the amenities. Super clean and new. Enjoy a relaxing swing on the porch and if you listen close, you might even hear a ship's horn in the distance.

Perfect cottage ON THE BEACH!

Built in 1944 and sumptuously 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 — while the gentle roar of the ocean serenades every room. Luxuriously renovated (all high-end furniture, appliances and fittings), and perfectly situated (a short bike or walk into town), the Mildred Rose cottage is in a league of its own. Welcome to the joy of Saint Simons!

New Build Cottage near the Beach

This 2020 build home is in a picturesque, quiet neighborhood on a dead end street. Walking distance to Harris Teeter & great restaurants like Tramici, Halyards, Certified Burger & Dorothy’s. 2 min drive to Sea Island 8 min drive to East beach. This home is meticulously maintained & furnished beautifully. Primary suite on main level with king bed & walk-in closet. Two upstairs bedrooms with queen beds & en-suite baths. ***We also accept FLETC per diem. Please message to set up TDY stay

My Ocean Getaway Yards from beach! Pets! Location!

Actually minute walk to beach! 3 bedroom 2.5 bath -Beautiful fenced in back yard with a patio area covered ,with grill, Beach kart and towels chairs included! Located in the heart of popular beach community Restaurants shops markets and more! Block to beach access and minute from Village. Guest favorite on South end . Great king beds and Smart tvs in bedrooms Fully stocked kitchen. Great outdoor space private yard . Beach Restaurants Markets shopping in Popular Beach Community !

Walking distance to beach, dog friendly, hot tub

Your family will be close to everything when you stay at this centrally-located home lined with southern oaks to create a peaceful family atmosphere. The fenced in backyard is entertainment central with firepit, charcoal grill, hot tub, porch fireplace, outdoor shower, large yard for the many available yard games and romping with your dog. Or just relaxing in your rocking chair with your favorite beverage on the veranda.

Live like a local on SSI! Bike to BEACH! Pool/Spa

Y’all we added an all season POOL/SPA! This home is local beach living at its finest and newly renovated, decorated and furnished for comfort. Enjoy all the south end has to offer from our beautiful beach to quaint shops and restaurants. Our home is less than a mile from the public beach access and is an easy walk or bike ride! The outdoor living is awesome here - plenty of room to park a boat and a fully fenced yard.

Updated Condo | Steps to Beach & Village w/Pool

The Heron's Harbour condo is nestled in the scenic, gated, south end island community of Harbour Oaks. The complex features a spacious pool and tennis courts. Ideally located on the south end of the island and within walking distance to the best restaurants, village, pier and beach, this is a wonderful rental for two couples, a family, or friends to kick back and enjoy all that Saint Simons Island has to offer.

Coco’s Cottage

This is a dream cottage with a yard that envelops you as you walk into the gate. If charming is what you are looking for with all the modern conveniences you found the perfect location. This tranquil cottage has two bedrooms and one bath decorated beautifully. The large deck begs for you to sit outside with a sweet tea and breathe in the wonderful salt air. Let me say Welcome Home!