Holiday rentals in St. Simons Island

Cottage in St. Simons Island

4.94 out of 5 average rating, 189 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 !

Guest suite in St. Simons Island

4.95 out of 5 average rating, 126 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.

Superhost

Guest house in St. Simons Island

4.82 out of 5 average rating, 184 reviews

Redfern Respite

I’ve filled this small space with a giant personality of art I’ve collected over the years- whether it’s the Japanese 1970’s dinnerware or the stack of books on modern art and education, you’ll feel like you’re staying in a bit of a library, with vibrant colors abound, tucked in a quiet street but within walking distance to great food and live music. Just FYI, the main house which has a private entrance and it’s own deck on the other side of the property is also available- “Redfern Retreat”

4.91 out of 5 average rating, 372 reviews

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

This cozy 1 bedroom condo has many upgrades. U will enjoy the south-island location close 2 many shops & restaurants. U can walk 2 Pier Village & other entertainment. King in Master & living room has queen sleeper sofa. Comes w/ new furnishings & BUSINESS CLASS WIFI. 2 tennis courts, 2 pools (1 heated), laundry facilities (coin operated), ping pong, fitness center, playground, private stocked lake, & includes USAGE OF 2 BIKES for an additional charge. NO PETS or ANIMALS ALLOWED. SEE RULES

4.97 out of 5 average rating, 301 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.

4.91 out of 5 average rating, 169 reviews

GROUND FLOOR! NEWLY RENOVATED! “ISLAND OASIS”

This Ground Floor Island Oasis Condo has been completely renovated from top to bottom with all new furniture and island themed decor including a king sized bed and sleeper sofa which accommodates comfortably up to 4 guests.The kitchen is well stocked with everything you need to cook at home as well as full sized washer and dryer. Beautifully appointed dining room seats 4 guests. Enjoy Free WifI with TV in the bedroom and living room. Relax & make plans for the day by the cozy fireplace.

4.98 out of 5 average rating, 118 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**

4.88 out of 5 average rating, 299 reviews

Stanton Apt D | Historic retreat 1 block to beach

Your perfect getaway, just 30 seconds from the beach! This fully restored 1920s 2-bed/2.5-bath cottage beautifully blends historic charm with modern conveniences. Enjoy a quick stroll to the beach, a 5-minute walk to the King & Prince Hotel, and a 15-minute walk to the 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.

Guest suite in St. Simons Island

4.96 out of 5 average rating, 137 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.

Guest suite in St. Simons Island

4.99 out of 5 average rating, 172 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 !

4.98 out of 5 average rating, 133 reviews

Guest house in Brunswick

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!

Cottage in St. Simons Island

4.97 out of 5 average rating, 249 reviews

Salt Life Beach Upper Deck

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

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Popular amenities for St. Simons Island holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in St. Simons Island

5 out of 5 average rating, 7 reviews

The Cedar - w/Gorgeous Lake View

KennethRating, 5 stars1 week ago

We came down for a wedding and weekend events. Much better value than a hotel and were able to have some "home" downtime during the events. Beautiful location to watch the birds and the golfers go by the lake. Great host, and look forward to coming back!

4.96 out of 5 average rating, 23 reviews

Relaxing Beach Retreat

BridgetteRating, 5 stars1 month ago

Perfect location if you want to island hop. It is not near the beach. There is ample parking available around the beaches, and it is free. When we stayed, some renovations were underway around the complex. The pool area is situated directly outside the back porch, providing a quiet and serene setting. The condo is spottles and clean. The outdoor shower located on the front porch entrance offers an easy way to clean your feet after spending time at the beach. Thank you for letting us stay the weekend. We will be back.

5 out of 5 average rating, 49 reviews

South End St. Simons Island Condo in Pier Village

LoriRating, 5 stars1 week ago

Stacy is a fantastic host. We stayed 2 weeks and cooked in most meals. The kitchen was well stocked with everything we needed to do that. Beds were comfortable, there were plenty of towels and supplies. The location was very convenient to the pier, beach access, shops, restaurants and a beautiful park. Check in and out was super easy. We would definitely stay at Stacy 's place again.

5 out of 5 average rating, 44 reviews

Home in Brunswick

Charming Home near downtown & beaches.

AmyRating, 5 stars5 days ago

Loved the renovations done to this house with so much character! It was very relaxing and peaceful and so immaculate! Susie and her husband have done an amazing job on this Airbnb..I would recommend if anyone was going to the area!

Home in St. Simons Island

4.97 out of 5 average rating, 75 reviews

Vintage-inspired beach bungalow

SamanthaRating, 5 stars2 weeks ago

This is the most adorable little cottage. Everything was neat, clean and so thought out. We enjoyed making fresh ground coffee and having tea that was provided. We ate outside on the porch and used the porch swing. Just a great place to stay.

Cottage in St. Simons Island

4.85 out of 5 average rating, 20 reviews

North End Cottage

BetsyRating, 5 stars1 week ago

We had such a great time! If you’re looking for somewhere quiet and peaceful tucked away from the hustle and bustle, but still convenient to island attractions, this is the perfect place for you! Cynthia was friendly and helpful and proactive in anticipating our needs. The cottage was clean and inviting and exactly as the listing described. We would absolutely stay here again!

Home in St. Simons Island

5 out of 5 average rating, 12 reviews

Idyllic SSI Beach House

RobertRating, 5 stars2 weeks ago

Already planning another stay. Just cannot say enough about the location of this home. It is literally on the beach, yet its landscaping gives it the utmost privacy. Nowhere else have we found a true beachfront home with a grassy backyard and frontage with flowers blooming. The interior of the home was immaculate; with every amenity you could imagine.