A lighthouse with a white tower and a brick building with a porch in front.

Search St. Simons Island Cottages

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for St. Simons Island cottages

A living room with a sofa, a wicker chair, a table with candles, a painting of a bird, and a TV mounted on the wall.

1. Little Live Oak Cottage 1-bedroom cottage on Saint Simons

Little Live Oak Cottage 1-bedroom cottage on Saint Simons
Saint Simons Heights
9.4 out of 10, Exceptional, (13 reviews)
"Great place for short weekend, felt like home and the hosts were very inviting."
United States
John B.
$179 nightly
The price is $207
Nov 22 - Nov 23
Total with taxes and fees
Little Live Oak Cottage 1-bedroom cottage on Saint Simons
A covered outdoor patio with a wooden ceiling, a table with chairs, and a view of a blue house in the background.

2. Original island cottage 3 bedroom well maintained

Original island cottage 3 bedroom well maintained
Kings Terrace
9.4 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay and the place was in a great area. Close to the downtown market. Plus we loved that it was pet friendly with a fenced in back yard."
United States
Kelly M.
$265 nightly
The price is $301
Nov 15 - Nov 16
Total with taxes and fees
Original island cottage 3 bedroom well maintained
A two-story house with a front porch, a brick pathway leading to the entrance, and a well-maintained garden.

3. East Beach Cottage and Guest House

East Beach Cottage and Guest House
East Beach
10.0 out of 10, Exceptional, (90 reviews)
"Great Place. Great Stay!"
United States
Gordon O.
$977 nightly
The price is $1,102
Nov 16 - Nov 17
Total with taxes and fees
East Beach Cottage and Guest House
A covered outdoor patio with a table set for dining, chairs, and a ceiling fan.

4. 2025 - 6 Bed 9 Bath Luxury House W/Private HEATABLE POOL&HOT TUB Steps to Beach

2025 - 6 Bed 9 Bath Luxury House W/Private HEATABLE POOL&HOT TUB Steps to Beach
King City
10.0 out of 10, Exceptional, (17 reviews)
"We had a fantastic stay! The property is great! Lots of space, well stocked with everything you need, super clean, comfortable beds, and a fantastic host in Martin. He took care of any needs on the spot."
United States
Michael M.
$2,045 nightly
The price is $2,297
Nov 29 - Nov 30
Total with taxes and fees
2025 - 6 Bed 9 Bath Luxury House W/Private HEATABLE POOL&HOT TUB Steps to Beach
A single-story house with a front porch, a mailbox, and a well-maintained lawn.

5. South End St. Simons Island Cottage Near East Beach & Redfern Village

South End St. Simons Island Cottage Near East Beach & Redfern Village
Saint Simons Heights
10.0 out of 10, Exceptional, (1 review)
"Was a lovely weekend in this beautiful home with my daughter and her friends for GA vs FL weekend!! Thanks again for a wonderful stay in this beautiful home, Go Dawgs!!!!"
United States
Tanya S.
South End St. Simons Island Cottage Near East Beach & Redfern Village
A brick building with a wooden fence, a sign reading 'BIG PEACH,' and two rocking chairs outside.

6. The BIG Peach on the Beach | Pool, Putting Green & Walk to the Beach

The BIG Peach on the Beach | Pool, Putting Green & Walk to the Beach
Saint Simons Island
8.0 out of 10, Very good, (2 reviews)
"The property was very close to the beach, which was the primary reason we chose it. Very cute old-school beach house that was exactly what we needed. Would definitely come back and recommend friends."
United States
Austin B.
The BIG Peach on the Beach | Pool, Putting Green & Walk to the Beach
A spacious living area with a large window, wooden ceiling, and a ceiling fan.

7. Dock, Altamaha River Access! Angler's Paradise

Dock, Altamaha River Access! Angler's Paradise
3.0 star property
Darien
10.0 out of 10, Exceptional, (3 reviews)
"Cute and comfortable little house with amazing views of the river. Walkable to historic area and restaurants. Had an excellent stay, definitely recommend for relaxing get away!"
United States
Kelly
$370 nightly
The price is $424
Nov 24 - Nov 25
Total with taxes and fees
Dock, Altamaha River Access! Angler's Paradise
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top St. Simons Island Hotel Reviews

Village Inn and Pub - Adults Only

Village Inn and Pub - Adults Only

10/10 Excellent
"The location was great and in great proximity to all the local restaurants."
Samantha 1-night trip
Posted 2 days ago
Village Inn and Pub - Adults Only

Find out more about St. Simons Island

St. Simons Island Cottages information

Number of reviews
47
Accommodation
73 Cottages
Lowest Price
$207
Highest Price
$2,297

Frequently asked questions

Are there any family-friendly cottages in St. Simons Island?
Many travelers needing a family-friendly cottage in St. Simons Island book Seaturtle Cottage By Hodnett Cooper. With a 3-star rating and amenities including WiFi and a barbecue grill, it'll get your crew's nod of approval. Another superb option for families seeking some time out close to nature is At Last - A 2 Bedroom Duplex. WiFi and an oven help make this 3-star cottage a comfy base for your St. Simons Island getaway. Once you've checked in and unpacked, there's no shortage of family-friendly attractions to see around St. Simons Island. Driftwood Beach and Saint Simons Island Pier promise fun for all ages.
Why book your cottage in St. Simons Island with Expedia?
Expedia has some great cottages in St. Simons Island, so start packing for a memorable stay on nature's doorstep. If you need to stick to a budget, choose how much you'd like to spend and your preferred property star rating. Or, try out our filters to search for cottages with free WiFi or a pool. We'll help you find the perfect place whatever your plans or style of travel.
How can I find cheap cottages in St. Simons Island?
Expedia is here to help you track down cheap cottages in St. Simons Island. To book a fantastic stay in a few quick clicks, simply use our convenient filter tool to refine your search results by amenities, star rating and budget.

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