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

St. Simons Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for St. Simons Island vacation homes

A wooden table with a starfish decoration and a wooden sign spelling "Beach." A potted plant with long green leaves is beside the table. A ceiling fan is visible in the room.

1. Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
Saint Simons Heights
9.6 out of 10, Exceptional, (12 reviews)
"Nice place and location!"
United States
Ryan C.
The price is CA $113
CA $354 total
includes taxes & fees
Oct 14 - Oct 15
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

2. Beach House -optional BIKES - Walk 2 Shops & Fun

Beach House -optional BIKES - Walk 2 Shops & Fun
Saint Simons Island
9.8 out of 10, Exceptional, (151 reviews)
"Great location and close to everything. "
United States
Erin W.
The price is CA $41
CA $257 total
includes taxes & fees
Oct 25 - Oct 26
Beach House -optional BIKES - Walk 2 Shops & Fun
A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

3. Abundant Amenities! Pool, Bikes, Near to beach!

Abundant Amenities! Pool, Bikes, Near to beach!
Saint Simons Island
9.8 out of 10, Exceptional, (183 reviews)
"Perfect place for a family vacation, very clean, close to many attractions, responsive hosts, highly recommend!"
United States
Kim A.
The price is CA $181
CA $603 total
includes taxes & fees
Oct 31 - Nov 1
Abundant Amenities! Pool, Bikes, Near to beach!
A beach with a wooden post labeled "MOUNT ELLIOTT ROAD" in the foreground.

4. ♥ of SSI Bungalow 2, Quick walk to beach and food ☼

♥ of SSI Bungalow 2, Quick walk to beach and food ☼
St. Simons Island
9.6 out of 10, Exceptional, (41 reviews)
"Great property, great location!"
United States
Jessica O.
The price is CA $151
CA $311 total
includes taxes & fees
Oct 6 - Oct 7
♥ of SSI Bungalow 2, Quick walk to beach and food ☼
A living room with two grey sofas, a white TV stand, a coffee table, and a large window with curtains.

5. Swim, bike, relax: South Side Condo near East Beach with 4 bikes included

Swim, bike, relax: South Side Condo near East Beach with 4 bikes included
St. Simons Island
9.8 out of 10, Exceptional, (48 reviews)
"Great and we were so thankful it could fit the family. They were tired and they flew in from Columbia. It was wonderful."
United States
Bunny L.
The price is CA $167
CA $495 total
includes taxes & fees
Oct 7 - Oct 8
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included
A modern apartment with a kitchen, dining area, and living room.

6. Pet-Friendly St. Simons Island Beach Rental | The Blue Pearl

Pet-Friendly St. Simons Island Beach Rental | The Blue Pearl
Saint Simons Island
9.8 out of 10, Exceptional, (19 reviews)
"Very clean, very convenient location, great experience "
United States
Logan H.
The price is CA $153
CA $740 total
includes taxes & fees
Oct 6 - Oct 7
Pet-Friendly St. Simons Island Beach Rental | The Blue Pearl
A swimming pool with lounge chairs and a building in the background.

7. Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!

Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!
St. Simons Island
9.6 out of 10, Exceptional, (85 reviews)
"The location was perfect. It was a quick drive to the beach and to restaurants. "
United States
Trudie J.
The price is CA $182
CA $414 total
includes taxes & fees
Oct 8 - Oct 9
Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!
A modern kitchen with a central island, white cabinetry, and a dishwasher.

8. Luxury Beach Retreat Near Pier Village | The Black Pearl on St. Simons Island

Luxury Beach Retreat Near Pier Village | The Black Pearl on St. Simons Island
Saint Simons Island
10.0 out of 10, Exceptional, (14 reviews)
"Really enjoyed our stay!"
United States
Andrea P.
Luxury Beach Retreat Near Pier Village | The Black Pearl on St. Simons Island
A covered porch with wicker chairs, a ceiling fan, and a view of a park with trees.

9. Put it in Park Cottage | Neptune Park St. Simons Island Walk-to-Pier Rental

Put it in Park Cottage | Neptune Park St. Simons Island Walk-to-Pier Rental
Saint Simons Island
9.2 out of 10, Wonderful, (11 reviews)
"This is a very nice property in an excellent location. The house is exactly as described, and was very clean and comfortable when we arrived. The location is 5 min walking distance to most of the restaurants and shops, as well as a few more minutes to the pier area.We would certainly stay here again if we return to the area."
United States
Gerry M.
The price is CA $164
CA $902 total
includes taxes & fees
Oct 6 - Oct 7
Put it in Park Cottage | Neptune Park St. Simons Island Walk-to-Pier Rental
A wooden deck with steps leading to a red door, a bicycle, and a covered area with a hanging plant.

10. Historic Cottage Under the Oaks | Walk to Pier Village | Porch + Loft

Historic Cottage Under the Oaks | Walk to Pier Village | Porch + Loft
Saint Simons Island
The price is CA $253
CA $950 total
includes taxes & fees
Oct 15 - Oct 16
Historic Cottage Under the Oaks | Walk to Pier Village | Porch + Loft
A spacious living room with a sectional sofa, a coffee table, and a fireplace.

11. Pet-Friendly St. Simons Island Retreat with Splash Pool & Fire Pits

Pet-Friendly St. Simons Island Retreat with Splash Pool & Fire Pits
Saint Simons Heights
The price is CA $219
CA $1,021 total
includes taxes & fees
Oct 6 - Oct 7
Pet-Friendly St. Simons Island Retreat with Splash Pool & Fire Pits
A spacious kitchen with a granite countertop, white cabinetry, and a large wall clock.

12. Coastal St. Simons Island Townhome Near Beaches, Dining & Shopping

Coastal St. Simons Island Townhome Near Beaches, Dining & Shopping
Saint Simons Island
The price is CA $198
CA $894 total
includes taxes & fees
Oct 6 - Oct 7
Coastal St. Simons Island Townhome Near Beaches, Dining & Shopping
A covered outdoor area with two blue chairs and a white lattice railing.

13. Coastal St. Simons Retreat | Private Patio + Bonus Suite

Coastal St. Simons Retreat | Private Patio + Bonus Suite
Saint Simons Island
9.2 out of 10, Wonderful, (5 reviews)
"Very convenient to everything…beach and restaurants. Able to walk to everything. Place was very comfy and clean. Roomy! I did have to reach out to the host about an issue and she was very helpful! Kitchen was well stocked with any eating/cooking item you needed."
United States
Kimberly M.
The price is CA $175
CA $917 total
includes taxes & fees
Nov 4 - Nov 5
Coastal St. Simons Retreat | Private Patio + Bonus Suite
A bedroom with a large bed, a ceiling fan, a dresser, a chair, and a bedside table with a lamp.

14. NEW LISTING! Seabreeze Cottage | Charming St. Simons Island Beach Cottage Near Pier Village

NEW LISTING! Seabreeze Cottage | Charming St. Simons Island Beach Cottage Near Pier Village
Saint Simons Island
10.0 out of 10, Exceptional, (1 review)
"Seabreeze Cottage was exactly what we were looking for. The walk to the beach was easy, and we loved being able to come back to the house for lunch and breaks throughout the day. The home was spotless, well-maintained, and had plenty of room for our family of four.The king suite was comfortable, and having separate bathrooms for both bedrooms was a huge plus. The neighborhood was quiet, and we enjoyed riding bikes around the island and visiting nearby restaurants and the pier area. Communication...
United States
Luke R.
The price is CA $171
CA $911 total
includes taxes & fees
Oct 6 - Oct 7
NEW LISTING! Seabreeze Cottage | Charming St. Simons Island Beach Cottage Near Pier Village
A modern kitchen with white cabinets, stainless steel appliances, a blue-tiled backsplash, and a wooden floor.

15. Cater Cove - private pool, 1 mile to beach, quiet!

Cater Cove - private pool, 1 mile to beach, quiet!
Saint Simons Heights
9.4 out of 10, Exceptional, (3 reviews)
"Great stay, Loved the place, host was excellent to work with, will book again !!!"
United States
Neil A.
The price is CA $316
CA $801 total
includes taxes & fees
Oct 22 - Oct 23
Cater Cove - private pool, 1 mile to beach, quiet!
Exterior

16. Proctor Cottage | Walk to Pier Village St. Simons Island Rental

Proctor Cottage | Walk to Pier Village St. Simons Island Rental
Saint Simons Island
9.8 out of 10, Exceptional, (37 reviews)
"This charming cottage was a perfect location, very clean and comfortable. It was a great long weekend visit, we will definitely be back."
United States
Shannon T.
Proctor Cottage | Walk to Pier Village St. Simons Island Rental
A large outdoor swimming pool surrounded by lounge chairs and umbrellas, with a lighthouse in the background.

17. Pier Side Retreat St. Simons Island 3BR Sleeps 8

Pier Side Retreat St. Simons Island 3BR Sleeps 8
St. Simons Island
10.0 out of 10, Exceptional, (12 reviews)
"Great house close to beach, light house and downtown. We enjoyed our stay and will be booking again."
United States
Clay W.
The price is CA $229
CA $620 total
includes taxes & fees
Oct 6 - Oct 7
Pier Side Retreat St. Simons Island 3BR Sleeps 8
A bedroom with a bed, a dresser, a television, and a ceiling fan.

18. Stella's Retreat | Pet Friendly, Private Pool + Walk to the Village on St. Simons Island

Stella's Retreat | Pet Friendly, Private Pool + Walk to the Village on St. Simons Island
Saint Simons Island
10.0 out of 10, Exceptional, (67 reviews)
"This was a great experience: perfect location, nice property, excellent hosts. My family and I will definitely be back!"
United States
Amico L.
The price is CA $243
CA $914 total
includes taxes & fees
Oct 6 - Oct 7
Stella's Retreat | Pet Friendly, Private Pool + Walk to the Village on St. Simons Island
A covered outdoor area with a pool, white deck chairs, and a gazebo structure.

19. Fall Special! Coast Cottage home steps from beach!

Fall Special! Coast Cottage home steps from beach!
East End
10.0 out of 10, Exceptional, (4 reviews)
"First time renting a home on SSI and the Rebecca Cottage on East Beach did not disappoint! Exceptional home with wonderful amenities and easy access to the beach. Hosts Ashley and Mattie were readily available to answer any questions or address concerns. Highly recommend Rebecca Cottage. "
United States
Kathleen F.
The price is CA $295
CA $1,010 total
includes taxes & fees
Nov 1 - Nov 2
Fall Special! Coast Cottage home steps from beach!
A palm tree with a sign that reads "RELAX you're on a beach time."

20. 3 minutes Walk to Beach. Bikes, Umbrellas, Wagons!

3 minutes Walk to Beach. Bikes, Umbrellas, Wagons!
Saint Simons Island
10.0 out of 10, Exceptional, (49 reviews)
"This house is in the perfect location! It is also very well appointed. All the beds are super comfortable. We have stayed here multiple times and all the stays have been great!"
United States
Machelle H.
The price is CA $264
CA $557 total
includes taxes & fees
Nov 4 - Nov 5
3 minutes Walk to Beach. Bikes, Umbrellas, Wagons!
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

Saint Simons Inn by the Lighthouse

Saint Simons Inn by the Lighthouse

10/10 Excellent
"This was a nice hotel in a very nice, quiet and convenient location. The staff was very nice and the room was clean. The hotel was cozy and only a 4 min walk to the beach."
Matthew 1-night trip
Posted 4 hours ago
Saint Simons Inn by the Lighthouse

Find out more about St. Simons Island

St. Simons Island Vacation Homes information

Number of reviews
723
Accommodation
752 Vacation Homes
Lowest Price
CA $257
Highest Price
CA $1,021

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