Holiday rentals in St. Simons Island

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Top-rated holiday rentals in St. Simons Island

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Guest favourite
A covered balcony features a seating area overlooking a large swimming pool and landscaped grounds. Lush greenery surrounds the pool area, enhancing the view. The bright blue sky is visible above, contributing to a relaxed outdoor atmosphere.
Apartment in St. Simons Island
4.91 out of 5 average rating, 349 reviews

Pool View - optional BIKES - Walk 2 Pier Village

Newly renovated 1 bedroom condo has the best balcony view. U will enjoy the south-island location close 2 many shops & restaurants. U can easily walk 2 the pier, shops, & restaurants. Walk to live music! Master has a King size bed & the living room has sleeper sofa. Unit comes w/ furnishings & BUSINESS CLASS WIFI. Access to tennis courts, 2 pools (1 heated) laundry facilities (coin operated). 2 bikes to use for additional fee. NO PETS or ANIMALS ALLOWED. CONTACT ME for a link to ALL listings.

Top 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, 205 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 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
4.96 out of 5 average rating, 159 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, 140 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
Flat in Brunswick
4.95 out of 5 average rating, 329 reviews

Penthouse Suite | Historic District |Walk Downtown

Welcome to your charming penthouse apartment located in the heart of Brunswick’s Historic Old Town District. This one-bedroom gem is nestled within a beautifully restored 1910 brick carriage house, offering a unique blend of historic charm and modern comfort. Enjoy a beautiful morning view of the property's lush trees and plants. A lovely walk or short drive to downtown and an easy drive to Jekyll, St Simons & Sea Islands, w/Beaches, Cycling, Golf, Restaurants etc. Airports: BQK, SAV & JAX.

Top guest favourite
A spacious bedroom features a large bed with a decorative grey and blue coverlet. Soft lighting from a bedside lamp illuminates the room. A small area rug is placed beneath the bed, while a comfortable chair and storage unit are positioned near the entrance.
Cottage in Brunswick
4.95 out of 5 average rating, 329 reviews

The Salon Cottage (Dog Friendly)

This charming cottage is the guesthouse located next to another Airbnb, which is surrounded by churches and a charming green space. 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. Newly furnished and very relaxing. This space has been completely renovated in 2021. Cool colors and just what you need for your getaway.

Guest favourite
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.
Apartment in St. Simons Island
4.86 out of 5 average rating, 263 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

Guest favourite
A cozy living area features a brown couch accented with soft cushions. A white coffee table sits in front, topped with a decorative fish. Light streams in from a lamp, illuminating the walls adorned with nautical decor, including artwork and shells.
Apartment in St. Simons Island
4.89 out of 5 average rating, 200 reviews

St Simons Townhouse Close to Beach and Village

This townhome is less than a mile to Coast Guard beach access and close to The Village area with shops and restaurants. Both bedrooms have a queen and a full bed. The kitchen is well stocked with a dining area with seating for six. Private back patio with seating. Please note there is not a washer/dryer within the condominium but there is a coin laundry facility on property. Community pool on the property is opened seasonally. Please inquiry for pet policy.

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
4.81 out of 5 average rating, 109 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 spacious living area features high, vaulted ceilings and large windows that invite natural light. Comfortable seating is arranged around a coffee table, with a soft ottoman in the center. A wood-burning fireplace is positioned against a white brick wall, complemented by tasteful decor.
Home in St. Simons Island
4.93 out of 5 average rating, 111 reviews

The Fig House | Mid Century, Pool, Mins from Beach

The Fig House is a newly renovated 3-bedroom, 2-bathroom Mid-Century Modern ranch style vacation home set on 1 level. It comprises: a living room/dining room with a wood-burning fireplace, 8-seater table and connection to the kitchen, which also has a breakfast table. There is a sitting room and a sun room off the kitchen with access to the pool courtyard. There are two masters with king size beds and a bunk room that has 2 sets of bunk (twin) beds.

Guest favourite
An open-concept living area features natural light from multiple windows. A comfortable white sofa is centered on a decorative rug, complemented by a wooden coffee table. The kitchen, visible in the back, showcases stainless steel appliances and a modern design. A large indoor plant adds a touch of greenery.
Flat in St. Simons Island
4.86 out of 5 average rating, 286 reviews

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.

Top guest favourite
A comfortable living area features a light-colored couch adorned with colorful cushions, complemented by a dark blue sofa. A large coffee table sits atop a patterned rug, and shelving displays books and games. Natural light enters through a window, with a ceiling fan above.
Guest house in Brunswick
4.94 out of 5 average rating, 991 reviews

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.

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.