House holiday rentals in Saint Simons Island

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.

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!

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!

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.

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.

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 !

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.

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.

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.