House holiday rentals in Saint Simons Island

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.

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

Spacious St Simons Island House, Pet Friendly

A spacious island getaway in a quiet neighborhood minutes away from the beach. This house has roomy living quarters with fully equiped kitchen accommodating multiple cooks. The backyard is an extension of the house providing privacy and room for entertainment. There is an oversized driveway with plenty of parking. The hot tub is in the patio room for relaxation. It is walking distance to many highly recommended restaurants and the beach. Pet friendly rental with completely fenced yard.

Large Remodeled House: Parrott’s Landing

Parrott’s Landing is a beautifully remodeled home on Jekyll Island. This listing includes the entire house except for a personal storage room. The house is located a block from the beach. Jekyll Island is a family-oriented state park with bike trails, horse-back riding, historical district, shopping, beautiful wildlife and scenery, water park, great restaurants, and peace! There is a pool pass for the Days Inn Pool. The island once served as a private retreat for America’s wealthiest!

Free Golfcart, Kayaks, Fishing Poles, Fire Pit!

Your family will be close to everything when you stay at this beautiful southside home w/ picturesque views of the sun setting over a beautiful lake & private dock! Weekly renters have free use of the golf cart driving on back roads through oak-lined streets (avoiding main roads & traffic) right to the beach and village less than 2 miles. You will love watching many coastal birds and fishing on this active marsh lake with the fish leaping. We provide 2 kayaks and fishing poles!

Private Pool | Pet-Friendly | Fenced-in Yard

Bring the whole family! Pet-friendly four bedroom home with fenced-in yard and oversized private pool (NOT HEATED). Great location near beaches, golf, dining, and FLETC. This spacious Lowcountry home is nestled in a quiet neighborhood off Route 17, just 15 minutes from St. Simons and 30 minutes from Jekyll Island. Enjoy the in-home gym with a treadmill, wall-mounted barre, and Peloton. Enjoy all the Golden Isles has to offer with room to spread out and without island prices!

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 with Comcast cable & WiFi internet. There is a back deck with patio furniture that is perfect for Grilling out. NO SMOKING INSIDE THE PROPERTY. NO PARTIES. $1000 fine.

Renovated Beach House Rental on St. Simons Island

Fully Renovated in 2023, this home shows pride of ownership. Our Reviews say it all. Enjoy the comforts of a ranch 1 level luxurious home on the South-end of the Island, updated decor, strong Wifi and Workspace, family and baby amenities, custom linens, and a true beach house feel. Our pool (seasonal) and East beach, bike rental, popular and fast food restaurants and the village are all in close proximity. Pet & Dander, and smoke free.

Beautiful 1895 Victorian Home

Imagine stepping into this stunning 1895 turn-of-the-century Victorian home that has been completely renovated with all the creature comforts imaginable. THere are 11 sundrenched rooms, 4 bedrooms, 4.5 baths, utility room, laundry room, formal dining room, living room, den, upstairs sitting room and an enclosed backyard. The area is a romantic step back into Southern charm in a quaint friendly small town within walking distance.