Vacation rentals in Saint Simons Island

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Top-rated vacation rentals in Saint Simons Island

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Top guest favorite

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

4.95 out of 5 average rating, 131 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 favorite

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

4.9 out of 5 average rating, 151 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!

Top guest favorite

The exterior of the duplex is shown surrounded by lush greenery and mature trees. A gravel driveway leads up to the entrance, flanked by landscaped areas. The second floor features a balcony with wooden railing, providing a welcoming view of the surroundings.

Cottage in St. Simons Island

4.95 out of 5 average rating, 153 reviews

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!

Top guest favorite

A charming cottage with a light blue metal roof is surrounded by lush palm trees and landscaped shrubs. The front features multiple windows that allow natural light, while a gravel pathway leads to the blue front door, setting a welcoming tone for guests.

Home in St. Simons Island

4.98 out of 5 average rating, 243 reviews

Snowbirds:Message Me for Availability & Rates!

ONLY a 3 minute walk to the BEACH! *** NO PET POLICY *** NO EXCEPTIONS *** *** No Renters UNDER 25 yrs old. Everything you need for the BEACH IS SUPPLIED!!! A Beach cart, chairs (4), beach towels (5), an umbrella — JUST BRING your own SUNSCREEN!! We supply our guests with kitchen essentials —- Salt/Pepper, Sugar, Cooking Spray, Sandwich Bags, Tin Foil, Coffee, Filters, Creamer, Disposable Dinnerware! ***No need to rush to the grocery store your first

Guest favorite

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, 107 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.

Top guest favorite

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.

Guesthouse in St. Simons Island

4.99 out of 5 average rating, 178 reviews

Private Cottage Treehouse Among Giant Live Oaks

Welcome to your very own island cottage treehouse — it’s 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 with a large open living space, including double sliding glass doors that lead you to your own 180 sq/ft private balcony nestled among the live oaks.

Guest favorite

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.

Apartment in St. Simons Island

4.86 out of 5 average rating, 277 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 favorite

An inviting pool area is illuminated at night, featuring a spacious swimming pool alongside a hot tub. Lounge chairs are positioned around the pool, with a shaded umbrella providing space for relaxation. The house in the background showcases warm lights spilling from large windows.

Home in St. Simons Island

4.96 out of 5 average rating, 166 reviews

Live like a local on SSI! Bike to BEACH! Pool/Spa

Y’all we added an all season POOL/SPA! This home is local beach living at its finest and newly renovated, decorated and furnished for comfort. Enjoy all the south end has to offer from our beautiful beach to quaint shops and restaurants. Our home is less than a mile from the public beach access and is an easy walk or bike ride! The outdoor living is awesome here - plenty of room to park a boat and a fully fenced yard.

Top guest favorite

A screened-in porch features a red rocking chair and colorful cushioned seating. Sunlight filters through the mesh, highlighting an array of plants and decor elements. The surrounding greenery provides a serene backdrop for relaxation.

Cottage in St. Simons Island

4.94 out of 5 average rating, 125 reviews

1940's Beachy Cottage

This 1940s cottage is a a laid back, beachy getaway. Perfect for families! - Located amidst a beautiful canopy of live oaks -Quiet neighborhood, great for walking and biking -6 minute walk to the beach -1 mile from Pier village area -3 bedrooms; 2 bathrooms -Fully stocked kitchen -Washer/Dryer (detergent included) -Wifi and Roku - Screened-in porch - Fenced-in yard -Beach toys, wagon, and charcoal grill all included

Top guest favorite

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, 184 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 !

Top guest favorite

The exterior of the property is surrounded by lush greenery, including palm trees and shrubs. A concrete pathway leads to the entrance, with a light canopy covering the outdoor seating area. The building features a light-colored facade and a balcony with chairs.

Cottage in St. Simons Island

4.97 out of 5 average rating, 255 reviews

Salt Life upstairs duplex

3 blocks to the beach and a short 10 minute walk to the Village. It's a quiet neighborhood, great for enjoying coffee on the patio in the morning or refreshing beverages in the afternoon, you can hear the ocean waves from the patio. FLETC per diem accepted. Dogs may be considered at owner's sole discretion, additional fees will apply. Glynn Excise Tax #013038

Top guest favorite

A light-filled living area features a cozy sectional sofa facing a decorative fireplace. The space is anchored by a patterned area rug, and double doors lead to the outside. A wall art piece expresses a positive sentiment about the home.

Townhouse in St. Simons Island

4.98 out of 5 average rating, 246 reviews

St Simons Cozy Coastal Townhome -Enjoy Island Time

Relax at our stylish St. Simon's Island Townhome and enjoy all the comforts of home. Awesome beds, 55inch TVs, full size kitchen, washer and dryer, and an extra private outdoor shower. Conveniently located on the island, this spacious town-home, has everything you need. You're close to everything (beaches, village, pier) and tons of island shopping.