House holiday rentals in St. Simons

Summer Special, Family Cottage w/ Bikes | Sleeps 9

The Freddie is a newly updated 3-bedroom, 3.5-bathroom coastal cottage in the heart of St. Simons Island. It features an open floor plan with a fully equipped kitchen, dining area for six, living room with a fireplace, and a screened porch for relaxing. The master bedroom with a king bed is on the first floor, and upstairs offers a bunk room that sleeps five, a king guest bedroom, and a sitting area with a coffee station. All bedrooms have ensuite bathrooms. The home comfortably sleeps nine gues

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.

The Peachy Palm

Charming beach house in the heart of St. Simons Island, just a short 2 min. walk to the Village, shopping, restaurants, lighthouse, fishing pier, and nightlife. The island’s stunning beaches are minutes away(2 mile drive from condo). This spacious one-bedroom retreat features a king-size bed, sofa sleeper, private balcony, and access to a complex pool. Fully equipped with WiFi, kitchen essentials, 4 beach chairs/towels, for a stress-free stay. Perfect for a romantic getaway or family escape.

Charming Home near downtown & beaches.

It's a Beauty! Forget your worries in this extremely well insulated charming home located in a quiet and safe neighborhood. The hard wood floors in this 1900's refurbished home are spectacular. This beautiful cottage is walking distance to downtown and a short 10-min drive to the beaches. This place is exactly what you are looking for & has all the amenities. Super clean and new. Enjoy a relaxing swing on the porch and if you listen close, you might even hear a ship's horn in the distance.

Hidden Gem

Price reduced! Nestled off the beaten path this hidden gem will tempt you to stick around all day but the beach, village and great restaurants are all within a mile. Bring your bike or rent a golf cart and leave the car parked! Drink your morning coffee in the warm sun of the front screened porch or in the shade of the back screened porch. Enjoy rocking in the garden by nature's beauty as the fountain provides background music. The comfortable beds will provide a restful night of sleep.

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!

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 !

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.

Coastal Comfort Stroll to Village, Pool & Tennis

Elegant 3BR/2BA Harbour Oaks condo, fully reimagined with shiplap, LVP flooring, and quartz countertops. Sleeps 8 with a king primary suite, queen guest room, and two full beds. Stylish coastal décor, in-unit laundry, and covered parking. Steps to pool, tennis, pickleball, and playground. Easy stroll to the Village and island hot spots—perfect blend of luxury and location for your St. Simons getaway.

Coco’s Cottage

This is a dream cottage with a yard that envelops you as you walk into the gate. If charming is what you are looking for with all the modern conveniences you found the perfect location. This tranquil cottage has two bedrooms and one bath decorated beautifully. The large deck begs for you to sit outside with a sweet tea and breathe in the wonderful salt air. Let me say Welcome Home!

Splish Splash Cottage sleeps 8, with Pool

Welcome to Splish Splash Cottage – Your Perfect Island Getaway! This delightful cottage sleeps up to 8 guests. Situated just a hop, skip, and a jump away from the vibrant Village area and Beaches. You’ll have the best of both worlds at your fingertips. Ater a sun-soaked day at the beach, return to your private oasis and take a refreshing dip in the sparkling pool.