House holiday rentals in St. Simons

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.

Heated Pool, Family friendly, Great Location

Welcome to The Ranch SSI! Here you will experience a fully stocked and beautifully designed home with a clean, modern style, located in the heart of St. Simons Island. The Ranch is located in the Kings Terrace area of the island, only a few blocks away from the St. Simons pier village with local shops and restaurants, as well as the lighthouse. The Ranch is only a quick 3 minute drive to the beaches and our favorite local coffee shop-- Wake Up Coffee Co! Enjoy an island retreat at The Ranch SSI!

Chimney Swift

Relax with the whole family at this peaceful place to stay. 5 mins from FLETC and approximately 20 minute drive to St. Simons Island/Jekyll Island beach. We welcome this beautiful home that has recently been fully remodeled. All bedrooms have ceiling fans and smart TVs. High speed WiFi internet available. There is a back deck with patio furniture that is perfect for Grilling out. NO SMOKING INSIDE THE PROPERTY. NO PARTIES. No unauthorized guests without our permission. No pets. $1000 fine.

Family home with bikes, sleeps 9 | Fall special

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.

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 !

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.

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.

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.