House holiday rentals in Saint Simons Island

5 out of 5 average rating, 16 reviews

Idyllic SSI Beach House

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!

4.96 out of 5 average rating, 116 reviews

Fall 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.

4.94 out of 5 average rating, 49 reviews

Golf Retreat w/bikes, hottub | FUN4Family & Pups!

Modern, stylishly decorated, spacious family retreat located in Sea Palms Golf Resort, mid-island & perfect for a multi-generational group stay. New everything from the forks to the furniture circa 2022. Surrounded by wildlife, flora & fauna w/ fenced back yard & captivating screened porch. Fully-equipped w/ grill, hottub & everything needed for a delightful stay. Spacious floor plan w/ 3BRs & 3 incremental sleeping spaces + an air mattress, 3 full baths. 5 bikes incl. Pet friendly.

4.98 out of 5 average rating, 283 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 !

5 out of 5 average rating, 19 reviews

SSI Cottage–Family-Run | Beach + Pool + Golf Cart

Welcome to Savannah Cottage in the Coast Cottages neighborhood. Just steps from the beach, this spacious retreat is perfect for families to relax and make memories. Hop on a bike or golf cart and you’re minutes from SSI’s village pier, shops, and restaurants. Unwind with ocean breezes on three porches—ideal for morning coffee or sunset cocktails. Families enjoy two private-access pools, a pavilion, and a boardwalk to the sand. For more island fun, follow us @SavannahCottageSSI.

4.96 out of 5 average rating, 70 reviews

Quiet neighborhood with park and great walkability

Discover Beach Buzz, a serene beach cottage for up to 4 adults & 2 children walkable to the restaurants, movies and shopping at Frederica & Sea Island Dr. Unwind in this cozy retreat with a fully equipped kitchen and complete privacy boasting a gas fire-pit and outdoor dining. Bedrooms are split on each end of the home— a queen bed with twin trundle and then a queen with a twin cot. Experience the peaceful mid-island lifestyle with all its great dining, parks & bike trails.

5 out of 5 average rating, 8 reviews

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.

4.98 out of 5 average rating, 243 reviews

Snowbirds:Message Me for Availability & Rates!

ONLY a 3 minute walk to the BEACH! *** 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, 24 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.

4.93 out of 5 average rating, 109 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.

4.92 out of 5 average rating, 439 reviews

Beach House -optional BIKES - Walk 2 Shops & Fun

This cozy 2 bedroom house is renovated. You will enjoy the mid/south-island location close 2 many shops & restaurants. U can easily walk to Redfern Village & other entertainment. King & Queen beds & the living room has a queen size sleeper sofa. Comes w/ new furnishings & business class wifi. Just outside the house is a huge private fenced backyard for great outdoor living. 4 bikes for an additional fee. Does NOT have a grill. NO PETS ALLOWED.