Holiday rentals in Sea Island

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Top-rated holiday rentals in Sea Island

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Top guest favourite
The exterior showcases a light-colored building with multiple windows, allowing natural light to filter in. A wooden deck is visible, leading to a covered seating area. Nearby, a grill is situated on the deck, surrounded by trees for added privacy.
Tiny home in St. Simons Island
4.95 out of 5 average rating, 147 reviews

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.

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, 135 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 cozy screened porch is seen featuring comfortable seating arrangements with plush cushions. Decorative fish wall art adds a playful touch. A light-colored rug enhances the space, while a ceiling fan provides airflow. Natural light fills the area from the surrounding windows.
Cottage in St. Simons Island
4.99 out of 5 average rating, 117 reviews

Local Coastal Cottage of St. Simons Island

Get away and enjoy island life in this charming Saint Simons coastal cottage! This home is tucked in a calm nature retreat yet remains central to all the best activities: fishing, birdwatching, beach bumming, bike riding, golf carting, sailing, swimming, shopping, and dining. McLane Coastal Cottage is also just 1.5 miles from East Beach. If it's relaxation you crave, visit a local spa or kick back on our breezy screened porch! Adventure (and rest) await! Cheers to living the island life

Top guest favourite
The living area features comfortable seating, including a light-colored armchair and a dark couch, placed around a circular table. A dining area is visible, showcasing a blue and white color scheme with upholstered chairs. Natural light fills the room through large windows adorned with blinds.
Apartment in St. Simons Island
4.95 out of 5 average rating, 111 reviews

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!

Guest favourite
The welcoming entrance of the cottage features a covered porch with two rocking chairs and lush landscaping. A gravel driveway leads to a garage, while the façade showcases shutters and wood accents under a gently sloping roof.
Home in St. Simons Island
4.9 out of 5 average rating, 50 reviews

Starfish on Circle Drive - SSI Cozy Cottage

This traditional cottage on St. Simons offers relaxation, comfort, and proximity to the beach, dining and shopping. A large family room leads out to a backyard sanctuary with two screened-in porches. A fully stocked kitchen provides you opportunity to dine in, or head to the spacious deck to grill dinner or roast s'mores at the fire pit. Three bedrooms and two full baths. Pet-friendly, dogs only. Fenced yard. Secluded for peace and quiet, but conveniently located to visit all of SSI!

Top guest favourite
A private outdoor pool area features white chaise lounges adorned with soft cushions, shaded by large umbrellas. A small table holds refreshments beside the pool, with lush greenery and lighting enhancing the serene environment.
Home in St. Simons Island
4.97 out of 5 average rating, 73 reviews

Fall Special Luxury home with private pool!

Come stay at Live Oak Retreat. Nestled in the heart of St Simon's Island this home is comprised of 3 bedrooms and 2.5 baths with an open floor plan. The welcoming pool allows for family fun time and 4 bicycles are provided for exploring the island. Featuring custom finishes, luxury amenities, and a relaxing screened in porch, this beach house is the perfect place for your next getaway. Located just a quick drive from beaches, popular golf courses, village, historic sites, and so much more.

Top guest favourite
A welcoming cottage exterior is displayed, featuring a light gray façade and a distinctive yellow door. An American flag adorns the porch, which includes a small seating area. Surrounding greenery enhances the inviting atmosphere, while a paved driveway leads up to the entrance.
Home in Darien
4.99 out of 5 average rating, 220 reviews

Lighthouse Cottage

When visiting Darien, Lighthouse Cottage is a great choice. It is walking/bicycling distance from Downtown, Fort King George, Historic square, Harris Neck Wildlife Refuge (Great for wildlife photography) Parks and Waterfront also Restaurants and Shops. You'll find everything you need inside. Open living area, fully equipped kitchen and dining area. The bedroom has a queen size bed, private bathroom and there is an available washer/dryer. Perfect cottage for you and a companion.

Top guest favourite
A multi-story cottage features a light blue and white exterior, with multiple spacious porches adorned with white railings. Tropical palm trees and landscaped greenery surround the property, situated in a tranquil neighborhood. A white picket fence and a sign marked 'Information' are visible in the foreground.
Home in St. Simons Island
5 out of 5 average rating, 20 reviews

SSI Cottage–Family-Run | Beach + Pool + Golf Cart

Welcome to Savannah Cottage in the Coast Cottages neighborhood. Just steps from the beach, this spacious retreat is perfect for families to relax and make memories. Hop on a bike or golf cart and you’re minutes from SSI’s village pier, shops, and restaurants. Unwind with ocean breezes on three porches—ideal for morning coffee or sunset cocktails. Families enjoy two private-access pools, a pavilion, and a boardwalk to the sand. For more island fun, follow us @SavannahCottageSSI.

Guest favourite
A serene view of Lake Turner is captured from the dock, where two Adirondack chairs are positioned. The calm water reflects the surrounding greenery and trees, creating a peaceful lakeside setting. Gentle clouds drift across a clear blue sky above.
Guest suite in St. Simons Island
4.93 out of 5 average rating, 151 reviews

The Lake Loft in St. Simons Island

Relax at our cozy boho-feel getaway spot on Lake Turner minutes from the beach, shops, and Village. A quiet, studio-esque space walking-distance to Gascoigne Park (disc golf!), St. Simons Marina, Epworth By the Sea, and a recently added tandem kayak to play on the lake. The space features three beds, a hammock chair, mini-kitchen coffee/tea bar with Berkey water. Also a great spot to enjoy coffee in the morning sun filtering through the live oak trees above.

Superhost
An outdoor space features a fire pit surrounded by four white Adirondack chairs. Soft string lights hang overhead, illuminating a landscaped area with gravel and lush greenery. A walkway meanders towards the bungalow, enhancing the tranquil setting.
Bungalow in St. Simons Island
4.8 out of 5 average rating, 107 reviews

Charming historic beach bungalow .5 mi. from beach

****PLEASE NOTE WE ARE REDOING SOME OF THE CURRENT DECOR. PICTURES WILL NOT MATCH THE HOME 100%. Master still has a QUEEN BED. 2nd bedroom now has a KING & TWIN BED. All else is the same. Welcome to the 1950's historic 'Anguilla Bungalow.' The home is recently renovated and includes 2BR & 2BA. Located on St. Simons Island and only 1/2 mile to the historic Village where you will find great shops and restaurants! The beach is less than 2 miles away.

Top guest favourite
A welcoming front porch is seen, featuring a swing and two chairs. Green plants are arranged around the space, and a dark door stands at the entrance. Steps lead up to the porch, emphasizing the inviting design of the cottage.
Cottage in Brunswick
4.93 out of 5 average rating, 259 reviews

Bells on Egmont Cottage (dog friendly)

This 1920 charming cottage is the main house next to another small cottage surrounded by 4 churches and a lovely green space. Take advantage of the stunning porch and have some sweet tea. You almost feel transported to old town Georgia with church bells chiming. Then you can have a lovely short walk to downtown Brunswick or to the bakery around the corner. Minutes from Jekyll and St.Simons for beach access.

Top guest favourite
The open space features a king size bed framed by soft lighting and lush tree canopy views. Two patterned chairs with bright yellow cushions are positioned opposite a stylish side table, providing a cozy seating area. A decorative touch is added with framed artwork on the walls.
Guest suite in St. Simons Island
4.99 out of 5 average rating, 189 reviews

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 !

Popular amenities for Sea Island holiday rentals

  1. Airbnb
  2. United States
  3. Georgia
  4. Glynn County
  5. Sea Island