
Holiday houses in St. Simons Island
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Top-rated holiday rentals in St. Simons Island
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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 !

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.

Tiny Turtle, 1 queen, full bath and kitchenette
Tiny Turtle is perfect for a couple or small family with one child. Tiny Turtle is a cozy place to spend your nights after exploring the Islands. You will love the beach and nautical décor. It has one bedroom that can only be accessed up a spiral staircase, kitchenette and private bath. Start your island adventure with beach bikes, beach chairs, wagon & umbrella all included! Tiny Turtle was designed to have an interior similar to a light house quarters! It truly is a special little place.

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.

Large Open 2 Bed 2 bath Condo Overlooks Pool
You have found one of the best vacation rental condos on St. Simons Island. Comfortable and spacious, 1,100 sq ft, 2 bedroom, 2 bathroom in South Island gated complex, just two miles from the beach and Pier area. Upstairs. Perfect for as little as 1 guest or as many as 6. This condo is kept immaculately clean and fresh. Along with king in the master, the 2nd bedroom has a new queen full memory foam mattress. Pool, fitness room, fast Wifi, free gated parking, laundry. Lots of natural light!

Renovated 2 Bedroom Beach Cottage Steps to Beach
This cozy cottage has just been fully renovated and newly decorated as of December 2020! The kitchen has been overhauled and features quartz countertops and farm house sink. ***This listing is for the downstairs unit at this duplex.*** The unit boasts two bedrooms with one king sized bed and the other being a queen with generous sized closets. In between the two bedrooms is a brand new full bathroom as well as a laundry room with a full sized washer and dryer. No pets allowed!

Salt Water Cowboy
Escape to your private island retreat on beautiful St. Simons Island, Georgia. This adults-only, pet-friendly retreat offers the perfect blend of modern comfort and coastal charm. Recently renovated, the home features 2 bedrooms, 1 full bathroom and a delightful kitchen. Enjoy a fenced yard, covered patio, private hot tub, and shaded parking beneath stunning live oaks. Perfectly located near beaches, dining, and island attractions—your private coastal getaway awaits.

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.

Stanton Apt A - Historic retreat 1 block to beach
Your perfect getaway, just 30 seconds from the beach! This 1-bed/1-bath apartment blends historic charm with modern conveniences. Enjoy a quick stroll to the beach, a 5-minute walk to the King & Prince Hotel, and a 10-minute walk to the Pier 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.

Coastal Cottage
Coastal Cottage is less than a mile from the Jekyll And Saint Simon's Island causeways and Historic Downtown Brunswick. Savannah and Jacksonville and their airports are an easy hour away. Come love what we love about our adopted hometown! We are pet lovers! So your pets are welcome. There is a $25 one time pet fee per pet to help cover the cost of the extra cleaning needed when our furry guests check out.

The Green Door | your treehouse 2mi from the beach
The green door is a newly built studio apartment, in the heart of SSI, a bike ride away from the beach and walking distance from bars and restaurants in nearby Redfern Village. Modern furnishing, fluffy bedding and lofted ceilings meet plenty of natural light in this cozy and peaceful space. With tree canopy views at every window, it is like staying in the most comfy -air conditioned- treehouse !

The “Love Shack” Cottage (dog friendly)
This charming guesthouse located next to another Airbnb, which is nestled between Halifax and Wright Square. Minutes from Jekyll and St.Simons for beach access. Newly furnished and very relaxing. This space has been completely renovated and remodeled in 2023. Perfect for a couples getaway or just alone time on a quiet street. New privacy fence installed. Welcome to your home away from home!
Popular amenities for St. Simons Island holiday rentals
Other great holiday rentals in St. Simons Island

Great Island Location!

Nice Island getaway with pool

Sunshine Cottage

A Super Host Best Favorite on St. Simon's Island

Coastal Comfort Spring Dates Open

Twelve Palms Cottage-Downtown near golf+beaches!

Golf Cart | Bikes | Elevator | Ocean View | Roof

Dover Bluff Retreats | The Monroe Suite
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.
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