House holiday rentals in St. Simons

5 out of 5 average rating, 156 reviews

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.

5 out of 5 average rating, 15 reviews

Savannah Cottage SSI- *Golf Cart Add-On Available!

Welcome to Savannah Cottage, located in the exclusive Coast Cottages neighborhood. Just one block from the beach, this spacious cottage is perfect for families looking to relax and enjoy the charm of island life. A quick bike or golf cart ride to the island’s favorite spots, the village pier, shops, and restaurants. Enjoy the island breeze on 3 spacious porches, perfect for coffee or sunset cocktails. Guests have access to two community pools, a pavilion, and a private boardwalk to the beach.

4.95 out of 5 average rating, 37 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!

4.97 out of 5 average rating, 238 reviews

3 Min Walk to Beach, Wagons/Umbrella/Chairs/Bikes

ONLY a 3 minute walk to the BEACH! AI with Airbnb is INCORRECT! *** NO PET POLICY *** NO EXCEPTIONS *** *** No Renters UNDER 25 yrs old. Everything you need for the BEACH IS SUPPLIED!!! A Beach cart, chairs (4), beach towels (5), an umbrella — JUST BRING your own SUNSCREEN!! We supply our guests with kitchen essentials —- Salt/Pepper, Sugar, Cooking Spray, Sandwich Bags, Tin Foil, Coffee, Filters, Creamer, Disposable Dinnerware! ***No need to rush to the grocery store your first

4.96 out of 5 average rating, 112 reviews

Summer Special | Family home with bikes | Sleeps 9

The Freddie is a newly updated 3-bedroom, 3.5 bathroom coastal cottage style home. It comprises: an open floor plan that has the kitchen with island seating for 3, dining table for 6, and living room with a fireplace. There is a beautiful screened in porch with ample seating for relaxing. The master bedroom with a king bed is on the first floor. Upstairs you will find a sitting area with coffee station, a bunk room that sleeps 5, and a king guest bedroom. All bedrooms have ensuite baths.

4.88 out of 5 average rating, 346 reviews

Redfern Retreat

Nestled under ancient live oaks, this vacation spot is a hipster heaven of art and maker furniture with plenty of space inside and out for entertaining. For entertainment, there are tvs in three rooms all with YouTube tv. Amazon Echo for music and news, and a Roku and Amazon Firestick for Internet tv. Just fyi, there's a separate bungalow in back that is also listed on Airbnb as “Redfern Respite” that you can book but has a separate entrance and private deck. This is not a shared space.

4.98 out of 5 average rating, 280 reviews

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 !

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New place to stay

Cater Cove - private pool, 1 mile to beach, quiet!

This home was fully renovated, top to bottom, in 2025 – everything is brand new! Welcome to your island escape on beautiful Saint Simons! This charming coastal retreat features a private backyard oasis with a pool, grill, and plenty of room to unwind. With 3 cozy bedrooms, Roku TVs throughout, and modern amenities, you'll have everything you need for a relaxing getaway. Just a short golf cart ride from shops, dining, and the beach—your perfect vacation starts here.

5 out of 5 average rating, 17 reviews

Island Jade

Relax in this charming 1BR/1BA coastal retreat just 2 blocks from the beach and a short walk to the Village Pier, shops, and restaurants. Tucked away in a quiet, secluded setting, this cozy unit sleeps up to 4 with a king bed and sleeper sofa—perfect for couples, friends, or small families. Enjoy your private patio with an outdoor dining area, ideal for morning coffee or evening meals. The perfect beach getaway with comfort, style, and unbeatable walkability.

4.88 out of 5 average rating, 58 reviews

Atlantic Breeze

Kick back and relax in this calm, stylish space. This fully furnished modern 2 bed 2 bath upstairs unit is perfect for both short or longer stays! It is conveniently located in mid-island near plenty of island shopping, entertainment and restaurants, a 10 minute drive to the beach, and only a 15 minute drive to Brunswick and the hospitals! Get beach living, without the beach prices! *Due to the time to prep before your stay, early check in is not available*

4.92 out of 5 average rating, 105 reviews

The Fig House | Mid Century, Pool, Mins from Beach

The Fig House is a newly renovated 3-bedroom, 2-bathroom Mid-Century Modern ranch style vacation home set on 1 level. It comprises: a living room/dining room with a wood-burning fireplace, 8-seater table and connection to the kitchen, which also has a breakfast table. There is a sitting room and a sun room off the kitchen with access to the pool courtyard. There are two masters with king size beds and a bunk room that has 2 sets of bunk (twin) beds.