Holiday houses in St. Simons Island

A living room area features a comfortable sectional sofa and a wooden coffee table. A television is positioned in front, with a light grey area rug grounding the space. The open layout connects to a dining area and a well-equipped kitchen, illuminated by natural light.

5 out of 5 average rating, 94 reviews

Great Island Location!

This well appointed end-unit townhome features a fully equipped gourmet kitchen. High speed Wifi is included through AT&T Fiber and a Roku is located in the living room. YouTube TV is included. The upstairs features a Primary Bedroom with a king size bed. The Primary Bathroom features a soaking tub, shower, double vanity, and a closet. A second bathroom with tub/shower combination is next to the fully equipped laundry room. Two additional bedrooms complete the upstairs (Queen and Full Bed)

Guest suite in St. Simons Island

A well-lit bedroom features two queen beds adorned with white linens and tropical-themed pillows. Colorful bird art hangs on the walls above the beds, while a lighted side table to one side adds functionality. Natural light filters through white sheer curtains.

4.96 out of 5 average rating, 162 reviews

Lovely, central village area, cozy coastal cottage

Enjoy a stylish experience at the centrally-located Cottages at Neptune Way. Cottage #1 (this listing) features 2 bed/2 bath, a full kitchen, dining, and living area with a separate laundry room. Fully renovated with a beautiful color story and details, this cottage is a perfect getaway spot. Walk to breakfast at Sandcastle Cafe, then take a stroll by the ocean before hitting the local shops… *Please note this unit is part of a 3-unit home. No pets, or parties please. Parking for 2 cars only.

Cottage in St. Simons Island

A bright and airy living room features a comfortable dark sofa and armchair. A large TV is positioned against a white wall. A wooden table with stools is present, alongside a multi-functional ottoman. Natural light filters through large windows adorned with grey curtains.

4.93 out of 5 average rating, 74 reviews

Beach Cottage-1 short block to beach- 2 king beds!

Welcome to Coaches Corner, Cottage C. This is one of 4 separate cottages in the main house. Cottage C is on the second floor and consists of 2 bedrooms and 1 full bath. Each bedroom has a king bed and the living room has a queen sleeper sofa. Standout features include a patio with dining table, outdoor showers, communal grill area, smart TVs in all rooms, free on-site parking, and central location that is 1 block away from the beach and less than 1 mile from the village shops and restaurants.

Townhouse in St. Simons Island

A bright living room is presented with a large flat-screen television mounted on the wall. Two comfortable armchairs are positioned around a textured area rug, with a coffee table at the center. Natural light filters through sheer curtains, revealing an outdoor patio area.

4.91 out of 5 average rating, 103 reviews

Lovely OceanWalk Condo, Pools, Golf Cart Available

Escape to The Marsh Mellow, a renovated 3-bedroom townhome on St. Simons Island! Perfect for families, it's just a short distance to the beach and vibrant Pier Village. Enjoy a private patio, dedicated workspace, and fantastic community amenities including two heated pools, pickleball and tennis courts, and a gym. Your ideal island getaway awaits! A golf cart is available to rent separately, is exclusively for our guests, and is about half the cost that carts rent for on the Island.

Apartment in St. Simons Island

The living area features a flat-screen TV mounted on a wall with exposed brick accents. A light-colored sofa is positioned near a dark coffee table. The open layout leads to a kitchen visible in the background, with modern appliances and neutral cabinetry.

4.92 out of 5 average rating, 614 reviews

Beach Cottage -optional BIKES - Walk 2 Shops & Fun

Cozy 1 bedroom apartment attached 2 a cute beach house is renovated. U will enjoy the mid/south-island location close 2 many shops & restaurants. U can easily walk 2 Redfern Village & other entertainment. Bedroom has a king & living room has a queen sleeper sofa. Unit comes w/ new furnishings & business class wifi. Courtyard outside 4 great outdoor living. Unit includes usage to 2 bikes (Beach Cruisers) for additional fee. NO PETS ALLOWED. CONTACT ME for all listings.

Cottage in St. Simons Island

The entrance features a textured wall with a bright entrance door, flanked by a small potted plant. A wooden deck extends outward, leading to surrounding greenery, including a palm tree, while natural light brightens the area.

4.91 out of 5 average rating, 135 reviews

Fairway Villa

Great for a couples getaway. Located on a lovely lagoon, you will enjoy a very peaceful setting shared with nature. Two decks overhang the water for turtle and fish viewing. Recently purchased and renovated with many new furnishings, floors, and appliances in a soft setting of sea foam, indigo blues, driftwoods, and grays. 55" Smart TV with full service Xfinity and Netflix along with free internet. There is another TV in the bedroom along with a very comfy chaise.

Apartment in St. Simons Island

A fully equipped kitchen features stainless steel appliances, including a gas stove and refrigerator. Classic shaker-style cabinets and butcher block countertops are complemented by exposed brick walls. A dining area with a wood table and bright windows is visible in the background.

4.87 out of 5 average rating, 329 reviews

Stanton Apt D - Historic retreat 1 block to beach

Your perfect getaway, just 30 seconds from the beach! This fully restored 1920s 2-bed/2.5-bath cottage beautifully blends historic charm with modern conveniences. Enjoy a quick stroll to the beach, a 5-minute walk to the King & Prince Hotel, and a 15-minute walk to the village. We provide high-quality bedding, towels, and kitchen supplies. Experience ultimate comfort and an unforgettable 5-star stay, with thoughtful amenities and personalized touches throughout.

A cozy bedroom is visible, featuring a wooden headboard with decorative pillows arranged on a spacious bed. Light-colored curtains frame the windows, while soft lamps sit on bedside tables. Four art pieces depicting coastal themes are displayed above the bed.

5 out of 5 average rating, 48 reviews

Cozy, End-Unit Condo-Pool!

Nestled in the heart of the island, escape to our charming end-unit villa. Enjoy our fully equipped kitchen, grill, community pool, green space, comfy beds (king, 2 twins, full sleeper sofa), WiFi, TV’s, W/D, It’s an ideal location—Less than a mile away, you'll find both the village and the beach. In walking distance, find pickleball courts, playground, basketball courts, and a skate park. St. Simons Island has fantastic golf courses. Book today!

5 out of 5 average rating, 9 reviews

Private Cottage Oasis | Pretty Porch, Splash Pool

Private oasis just minutes from the beach ! Enjoy this tranquil, one floor cottage with huge screen porch, complete with dining table for 8, sleeping porch and your own private splash pool. Furnished with high end interiors and beautiful new bedding, linens, cozy couches and plenty of sleeping area for your family or friends gathering. Please note the pool is not heated but you are welcome to enjoy it all seasons. NO PETS!

A bright living area features a comfortable seating arrangement with soft cushions. A glass coffee table sits at the center, showcasing decorative items. Large sliding doors provide access to a balcony with an ocean view, while light-colored curtains frame the windows.

4.93 out of 5 average rating, 120 reviews

OCEAN VIEW-St. Simons says Relax at The Beach Club

Check out this gorgeous and updated condo in The Beach Club! There is a pool and private beach access for guests.It has a beautiful ocean view and a private balcony. The first bedroom features a King size bed, balcony access, and a private bathroom with a large walk in shower. The second bedroom has a Queen size bed and access to the shared hall bath. Please send a message with any questions!

Apartment in St. Simons Island

A cozy bedroom features a spacious bed dressed with striped linens and decorative pillows. Two windows allow natural light to fill the room, while a four-poster bed adds a touch of elegance. A seating area with soft armchairs and a small table completes the inviting space.

4.98 out of 5 average rating, 85 reviews

The Nest | Steps to beach and dining

Welcome to our charming guest cottage privately nestled behind a quaint 1940s home. Situated within walking distance to the beach and a variety of restaurants, this cozy retreat offers a peaceful getaway with modern amenities. Relax in comfort and convenience while enjoying the coastal breeze and exploring the vibrant, tree canopied neighborhood. Your seaside escape awaits!

4.98 out of 5 average rating, 40 reviews

Relaxing Lakeview Stay – Near Beach + Pool

Peaceful 3BR/2.5BA condo in a private St. Simons Island community. Relax with two pools (one heated), a fitness room, and plenty of space to unwind. Close to beaches, shops, and Pier Village, it's perfect for families or groups. Enjoy a fully equipped kitchen, cozy living area, and quiet surroundings. Your ideal island getaway awaits!

Popular amenities for St. Simons Island holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in St. Simons Island

The townhome exterior is framed by lush greenery, with manicured shrubs and trees providing a natural, serene environment. A paved driveway leads to a single-car garage for each unit, showcasing a blend of architectural styles in a peaceful neighborhood setting.

5 out of 5 average rating, 5 reviews

Salty Paws

A serene koi pond, featuring vibrant orange and white fish, is framed by lush greenery and a wooden deck. The casual outdoor seating area invites relaxation, while the gentle sound of the waterfall enhances the tranquil setting.

4.96 out of 5 average rating, 72 reviews

St. Simons Sanctuary - 2BR, Walk to the Beach

A wooden deck is furnished with two blue Adirondack chairs, inviting relaxation. Lush greenery frames the space, while expansive marsh views stretch toward the horizon under a partly cloudy sky.

5 out of 5 average rating, 11 reviews

Marsh to the Beach, 2 Bedroom Island Rental

5 out of 5 average rating, 15 reviews

Tranquility Place

4.8 out of 5 average rating, 5 reviews

Tranquility At Deer Run

Guesthouse in St. Simons Island

The cottage treehouse features a modern exterior surrounded by lush greenery, including tall oak trees. A gravel parking area is visible in front, with a staircase leading to a second-floor balcony. Large windows allow for natural light to enter the space.

5 out of 5 average rating, 225 reviews

Private Cottage Treehouse Among Giant Live Oaks

Guesthouse in St. Simons Island

The modern beach cottage features a sloped roof and large, angled windows framed in wood, allowing natural light to fill the interior. Planters with lush greenery are situated on either side of the entrance, enhancing the inviting appearance of the exterior.

4.93 out of 5 average rating, 70 reviews

N̈ew stylish 1250 sq ft beach cottage. St Simons

A charming beach house is nestled close to the shoreline, surrounded by lush palm trees and rocky formations. The clear blue sky complements the sandy beach and calm waters, creating a serene coastal atmosphere. Nearby homes reflect a mix of architecture, adding to the scenic view.