Holiday rentals in St. Simons Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in St. Simons Island

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
The exterior of the coastal cottage showcases a welcoming porch with a large American flag hanging. The space features potted plants and a screened-in area, offering a cozy spot for relaxation. Light-colored siding and a metal roof contribute to the charming coastal aesthetic.
Home in St. Simons Island
4.96 out of 5 average rating, 119 reviews

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

Top guest favourite
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.
Guest house in St. Simons Island
5 out of 5 average rating, 201 reviews

Private Cottage Treehouse Among Giant Live Oaks

Welcome to your very own island cottage treehouse - all new construction with a beach community theme, laced with Southern charm. To reach your 600 sq/ft studio cottage, use the private entrance to access the stairway. Along with a full bath and a convenient kitchenette, you are welcomed to a large open living space with double sliding glass doors that lead you to your own 180 sq/ft private balcony nestled among the live oaks. All guest bookings w favorable prior history will be considered.

Top guest favourite
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.
Home in St. Simons Island
5 out of 5 average rating, 83 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)

Top guest favourite
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.
Guest suite in St. Simons Island
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.

Top guest favourite
A welcoming living area features a white sofa adorned with decorative cushions. Two woven chairs flank a coffee table displaying books and magazines. Warm lighting from table lamps enhances the neutral-colored walls, complemented by art pieces, creating a cozy atmosphere.
Home in St. Simons Island
4.98 out of 5 average rating, 292 reviews

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 !

Top guest favourite
The cottage is framed by lush greenery and mature live oak trees. The light green exterior is complemented by white window frames and a circular window. A small patio area is visible, enhancing the inviting appearance of this coastal retreat.
Cottage in St. Simons Island
4.91 out of 5 average rating, 158 reviews

Four Oaks Cottage, SSI-walk to beach!

Nestled under mature live oak trees, this 1940's beach cottage is quaint, comfortable, and cozy in a friendly, quiet neighborhood. Walk to the beach, ride bikes, sight see historic sites, golf, shop, dine out at a wonderful selection of great restaurants. Only takes 3-5 minutes to walk to the beach. Public access at 3rd or 5th streets. Between the Pier/Village/Neptune Park and the King & Prince/restaurants where all the action is and you can walk or ride bikes to. Great location!

Guest favourite
A comfortable living area is furnished with a beige sofa and a recliner, accompanied by a wooden coffee table. Natural light enters through glass sliding doors, leading to a private deck surrounded by greenery. A ceiling fan provides a sense of airiness.
Apartment in St. Simons Island
4.93 out of 5 average rating, 110 reviews

Saint Simons Island T 10 Ocean Walk 1 Bedroom

One bedroom condo, located in Ocean Walk, is available for you to rent on Saint Simons Island. It has a fully equipped kitchen, king size bed, internet, and 2 TV’s with cable. Our condo is located on the second floor(no elevator) in the back of the complex. We have a private deck that is perfect for your morning cup of coffee. The complex has two pools (one seasonally heated), tennis courts and a pond. Ocean Walk is located less than a mile from the pier, beach, shopping and dining.

Top guest favourite
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 Island
4.91 out of 5 average rating, 133 reviews

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.

Top guest favourite
A charming cottage with light blue siding features a vibrant yellow door. A gravel path leads to the entrance, surrounded by lush greenery, including ferns and a surfboard. The property is enclosed by a wooden privacy fence, enhancing a sense of seclusion.
Cottage in St. Simons Island
4.95 out of 5 average rating, 128 reviews

Walk to everything! The Beach and The Village

Cute and quaint guesthouse located in the heart of the pier/village area of St.Simons restored to its vintage heritage. New A/C and a 65” smart TV. It has a private driveway but you won't need the car - this cottage has such an incredible location you'll be walking everywhere with ease! Our little beach cottage is completely enclosed with a privacy fence for your pet to run free. It also features a porch for outside dining with a grill and an outdoor shower.

Top guest favourite
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 Island
5 out of 5 average rating, 66 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!

Guest favourite
A comfortable living area features a gray sofa adorned with pillows, a patterned chair, and a wooden side table. Soft lighting is provided by two lamps. A large window offers views of the private patio and natural greenspace beyond, enhancing the space's tranquility.
Apartment in St. Simons Island
4.9 out of 5 average rating, 112 reviews

Ocean Walk D-6 Pet Friendly / Recently Renovated

Our perfect beach getaway on the top floor includes two bedrooms, queen size sleeper sofa, and two full baths, accommodating up to six people, and is professionally decorated to create a cozy comfortable atmosphere. This lovely setting is perfect for daily, weekly, or extended monthly stays. Short walk/drive to Beach, Lighthouse, restaurants and Village!

Guest favourite
The exterior of a single-story bungalow is presented, featuring a vibrant turquoise color. The front is adorned with white shutters and a metal roof. Lush greenery and colorful shrubs frame the entrance, creating a welcoming atmosphere surrounded by trees.
Bungalow in St. Simons Island
4.93 out of 5 average rating, 570 reviews

♥ of SSI Bungalow, Quick walk to beach and food ☼

• Fully renovated with you in mind • Premium location 2 blocks to the beach • 1 Block to many restaurants, market, brewery, rentals • Large TV w/ cable&internet • Outdoor seating & gas grill • Comfortable new king bed & full bed • Fully stocked kitchen w/ coffee • Washer/dryer

Popular amenities for St. Simons Island holiday rentals

Frequently Asked Questions

  • Where is Saint Simons Island located?

    Saint Simons Island is on the southeastern coast of Georgia, United States, nestled along the Atlantic Ocean. It is known for its maritime forests, sandy beaches, and welcoming coastal communities.

  • When is the best time to visit Saint Simons Island?

    Mild temperatures and lower rainfall in spring and fall make those seasons frequently suggested for visiting Saint Simons Island. Summer is popular for beach activities but brings warmer weather and higher humidity.

  • What are some things to do near Saint Simons Island?

    Explore historic landmarks like the St. Simons Lighthouse Museum, stroll through oak-lined parks, or discover local shops and art galleries. Outdoor activities such as cycling, birdwatching, and kayaking around marshes are also often recommended.

  • How is the weather near Saint Simons Island?

    Saint Simons Island has mild winters around 43–65°F (6–18°C) and warm, humid summers reaching 89°F (32°C), with higher rainfall in late spring and summer. Expect comfortable evenings much of the year, with the possibility of coastal breezes.