Holiday rentals in St. Simons Island

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Top-rated holiday rentals in St. Simons Island

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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

Guest favourite
A wooden deck extends from the house, furnished with a comfortable seating area and a dining table. Lush greenery surrounds the space, providing a serene view of the marsh. Large windows allow natural light to fill the adjacent indoor area.
Cottage in St. Simons Island
4.94 out of 5 average rating, 209 reviews

Golden Isles Getaway Marsh View

A Great Vacation Rental, centrally located on St. Simons Island in the Sea Palms community next to the Sea Palms Golf Resort. This is a 2 bedroom, with a King in one and queen in the other , 2 bath, washer-dryer, kitchen and living space combo and has a nice little sitting room that has a perfect view of the marsh. The condo backs up to the marsh, has a large deck that faces east, and makes it enjoyable to watch the beautiful sunrises we have . Quiet and peaceful makes it a great getaway spot !

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, 202 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.

Guest favourite
The entrance features double glass doors that open to a bright living area. A rustic table, adorned with potted plants, sits on the covered porch. The background reveals a dining table with wooden chairs, providing a view into the cozy interior.
Home in St. Simons Island
4.95 out of 5 average rating, 92 reviews

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.

Guest favourite
The sleeping area features a queen bed with quality bedding and a comfortable bench at the foot. Framed artwork adorns the walls, while bright natural light enters through two windows, creating a fresh ambiance. A ceiling fan provides additional airflow.
Flat in St. Simons Island
4.92 out of 5 average rating, 79 reviews

Charming Oak View Apt - Steps to Beach & Dining

Experience comfort and modern convenience in this private upstairs studio apartment at historic Laime House. Centrally located near the Island's best restaurants and just a 5-minute walk to the King & Prince Hotel and nearby beaches. Enjoy new furnishings, comfy bedding, and reliable wifi. A 15-minute walk takes you to the village with its unique shops and cafes. Relax on the shared deck with park views or explore nearby dining and attractions. Perfect for a relaxing getaway or remote work.

Top guest favourite
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.
Apartment in St. Simons Island
4.97 out of 5 average rating, 321 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.

Top guest favourite
A cozy living area features a light-colored sofa adorned with a multicolored striped pillow. Two bedside lamps provide soft illumination beside a round, fish-themed mirror. A wooden coffee table sits on a striped area rug, with a console table visible in the background.
Apartment in St. Simons Island
4.99 out of 5 average rating, 135 reviews

Beach Hideaway~great location~pool~ground floor

GROUND FLOOR unit~GREAT LOCATION(mid/South Island)~walk to Redfern Village(many shops and restaurants), Southern Soul, Chickfila, Starbucks, etc~quick drive to the beach and pier~NEWLY REMODELED~GATED FAMILY ORIENTED COMMUNITY~ reliable WiFi~TV and sofa in living room~king bed & TV in master~queen bed & TV in spare~twin sleeper sofa in sunroom~pool & tennis court~NO PETS or ANIMALS ALLOWED, SEE RULES FOR HIGH PET FEE. **Parking -- My HOA does not allow work/business vehicles**

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.

Guest favourite
The home features a welcoming front porch with a classic design, set within a lush, green lawn. Tall trees and neatly trimmed shrubs line the property, enhancing privacy. An American flag is displayed prominently, adding a touch of charm to the exterior.
Cottage in St. Simons Island
4.93 out of 5 average rating, 100 reviews

Island Getaway or WFBeach!

Whether you are planning a romantic getaway, or a sun-filled family vacation, we would love to host you! Kick back and enjoy a stay in our freshly furnished 3 bed/2 bath home as the IDEAL island escape. Located in a quiet and safe neighborhood, with picturesque Spanish moss hanging from every tree, you are only a bike ride from the pier, amenities, and beach. Our pet friendly home is the PERFECT spot to relax and enjoy St. Simons!

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, 67 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!

Superhost
Home in St. Simons Island
5 out of 5 average rating, 3 reviews

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.

Top guest favourite
A charming duplex is shown with a light blue exterior and yellow shutters framing two inviting front doors. The property is surrounded by lush greenery and a gravel pathway, creating a welcoming environment. Tall trees provide shade and enhance the setting.
Cottage in St. Simons Island
4.99 out of 5 average rating, 103 reviews

"Tidewater Two", 2BR 2Bath, 1 block to the beach!

Great location! 1 Block to the beach! Two bedrooms and Two Bath. Recently renovated and decorated. Everything is new, clean, fresh and comfortable. All appliances are new and top of the line, including washer and dryer. Furniture and Bedding are all new. Walking distance to 4 great restaurants.

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.