Holiday rentals in St. Simons

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, 85 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

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, 148 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.

4.9 out of 5 average rating, 121 reviews

Location! WALK to BEACH, Village & PIER! 2 POOLS*

After a relaxing nights sleep, walk out to the balcony and enjoy the amazing lake views & the sounds & smells of the salty ocean breeze, which is just down the street. Enjoy a workout in the gym, a game of pingpong/corn hole next to the lake, or a dip in one of the luxurious pools. Sit back & relax after a day at the beach & watch a movie on one of the smart TVs. This condo is nestled in the heart of SSI, a short walk to shopping, golfing, restaurants, historic sites, parks, the pier, & more.

A bright living area features a light-colored sofa adorned with decorative pillows. Soft sunlight illuminates the space, highlighting a round coffee table made of natural wood. In the background, a modern kitchen with bar seating is visible, contributing to a welcoming open-concept design.

4.98 out of 5 average rating, 42 reviews

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.

A spacious bedding area features a large white bed adorned with decorative pillows. A cozy seating area invites relaxation, accompanied by a light-colored woven side table. Ocean-themed artwork is displayed above the bed, complemented by soft light from two lamps with seashell designs.

4.97 out of 5 average rating, 324 reviews

Perfect Island Private Getaway-Walk2Beach-Village

If you are interested in a great little getaway, this is it. Gated UPDATED BEACHY condo with private gated parking & pool. IDEAL LOCATION. Walk/Bike to the Beach, Pier Village Shopping, Restaurants & Entertainment. Custom made book with local recommendations included. Condo is setup similarly to a hotel suite with Kitchenette *see photos. Relaxing jetted tub&large shower Has washer/dryer, full refrigerator, Keurig coffee, WiFi, Roku Stick, Alexa, Amazon Music, Amazon Prime, Netflix.

4.97 out of 5 average rating, 189 reviews

The exterior of the duplex cottage displays a two-story structure framed by lush trees. A gravel driveway leads to the entrance, with a balcony visible on the upper floor. Landscaping features low shrubs and natural wood accents complementing the serene environment.

Cottage in St. Simons

Top Floor Renovated Cottage by King & Prince Beach

This unique Cottage has just been renovated and redecorated with fine art and features beautiful shiplap walls as well as exposed wood beams and new floors throughout! The kitchen has been overhauled and features quartz countertops and an Italian farm house sink. The unit boasts two bedrooms with one king sized bed and the other being a queen with generous sized closets. In between the bedrooms is a full bathroom with a walk in shower. **This is a duplex and this unit is the top floor.**

The exterior of a charming home is showcased, featuring a light gray facade and a covered front porch with two seating chairs. Lush greenery frames the property, including shrubs and palm trees. A pebbled driveway leads to the entrance, creating a welcoming approach.

4.95 out of 5 average rating, 38 reviews

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

Superhost

A bright bedroom features a light-colored bed frame with a patterned quilt in shades of blue and green. A small bedside table holds a lamp, and a fan is overhead. Neutral walls and a cozy carpet enhance the inviting atmosphere.

4.84 out of 5 average rating, 267 reviews

Perfect getaway

Located on the south end of the island , this spacious condo is convenient to shopping and restaurants. Five short minutes to the beach , fishing pier , lighthouse , village, and golf courses . Has been beautifully remodeled with all the comforts of home . Pool right across from your front door. Fabulous sun deck off the master bedroom . Fenced in patio for privacy to unwind after exploring all the island has to offer . Perfect vacation for family and friends

4.92 out of 5 average rating, 591 reviews

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.

Flat in St. Simons

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.

4.91 out of 5 average rating, 133 reviews

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.

Cottage in St. Simons

Fairway Villas

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.

A private pool is surrounded by a spacious deck, featuring two floating pool toys. The area is shaded by a large, centuries-old oak tree. A cozy seating area is visible in the background, bordered by greenery and privacy fencing.

4.97 out of 5 average rating, 79 reviews

Close to Beach Heated Pool and Spa

This charming beach house is in the BEST location ON THE ISLAND! Very close to beaches and the Village. Brand new pool & spa built 2023. Brand new bathroom and refreshed interiors. Luxurious linens and brand new beds make this place feel like a breath of fresh air. Enjoy grilling under the majestic, centuries old oak tree on the back deck. 3 BR feature large smart TV’s. A true vacation stay on the iconic SSI

5 out of 5 average rating, 71 reviews

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.

Flat in St. Simons

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!

Popular amenities for St. Simons holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in St. Simons

Superhost

5 out of 5 average rating, 8 reviews

Wind Down Pool Side in your Private Oasis

4.76 out of 5 average rating, 217 reviews

A bright room features a spacious king bed with white linens and decorative pillows. A small desk with a blue chair is positioned near a window allowing natural light. Two framed images of palms and a colorful structure add a pop of visual interest to the wall.

Hotel room in St. Simons

Standard Single King Room at Queens Court Inn

Superhost

A wooden walkway leads to the entrance of a residence within a condominium. The area features white railings and light-colored walls, with a well-maintained wooden ceiling overhead. Natural light streams in, illuminating the inviting path to the door.

4.6 out of 5 average rating, 10 reviews

Oceanfront Condominium with Great Amenities!

A spacious living area features a comfortable grey sectional sofa adorned with blue accent pillows. A wooden coffee table sits in the center, surrounded by armchairs. Large glass doors open to a balcony, offering views of palm trees outside. A flat-screen television is mounted on the wall.

4.86 out of 5 average rating, 7 reviews

Beautiful Oceanfront Condo, Gated Community.

A charming vacation cottage is framed by lush greenery and foliage. The exterior is painted in a calming blue hue, featuring a welcoming porch with steps leading to the entrance. The driveway is gravel, creating a natural and rustic appeal.

4.7 out of 5 average rating, 10 reviews

Near the Beach, Village, Pier, Shops & Restaurants

4.89 out of 5 average rating, 19 reviews

A swimming pool is positioned in the foreground, featuring crystal-clear water and lounge chairs arranged around its perimeter. Lush green lawns and palm trees are visible in the background, along with a pathway leading toward the beach area.

Flat in St. Simons

Oceanfront Condo -Private Boardwalk -Pool-Balcony

A modern townhouse exterior showcases a two-story design with a combination of brick and light-colored siding. Two large windows with shutters are present, framed by neatly manicured landscaping. The driveway leads to individual garages, illustrating a well-maintained community atmosphere.

4.81 out of 5 average rating, 26 reviews

Island Time

A bright living area features a light-colored sofa with orange accent pillows, paired with two armchairs. A coffee table sits centrally on a textured area rug. Large glass doors offer views of a private balcony surrounded by palm trees, inviting natural light into the space.