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

St. Simons Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for St. Simons Island vacation homes

1. ♥ 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, (39 reviews)
"Great property, great location!"
United States
Jessica O.
The price is CA $149
CA $304 total
includes taxes & fees
Sep 29 - Sep 30
♥ of SSI Bungalow 2, Quick walk to beach and food ☼

2. 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, (47 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 $165
CA $484 total
includes taxes & fees
Sep 27 - Sep 28
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included

3. 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 $55
CA $271 total
includes taxes & fees
Sep 27 - Sep 28
Beach House -optional BIKES - Walk 2 Shops & Fun

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

♥ of SSI Bungalow, Quick walk to beach and food ☼
St. Simons Island
9.8 out of 10, Exceptional, (17 reviews)
"This was exactly what we wanted and needed for vacation CleanWell stocked Comfortable Very niceClose to everything We will be back!"
United States
Jimmy H.
♥ of SSI Bungalow, Quick walk to beach and food ☼

5. 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 $179
CA $385 total
includes taxes & fees
Oct 8 - Oct 9
Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!

6. 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
9.4 out of 10, Exceptional, (10 reviews)
"Nice place and location!"
United States
Ryan C.
The price is CA $111
CA $353 total
includes taxes & fees
Sep 30 - Oct 1
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

7. 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)
The price is CA $135
CA $873 total
includes taxes & fees
Sep 24 - Sep 25
Coastal St. Simons Retreat | Private Patio + Bonus Suite

8. 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 $169
CA $900 total
includes taxes & fees
Sep 24 - Sep 25
NEW LISTING! Seabreeze Cottage | Charming St. Simons Island Beach Cottage Near Pier Village

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 $161
CA $888 total
includes taxes & fees
Sep 24 - Sep 25
Put it in Park Cottage | Neptune Park St. Simons Island Walk-to-Pier Rental

10. 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 $204
CA $582 total
includes taxes & fees
Sep 24 - Sep 25
Pier Side Retreat St. Simons Island 3BR Sleeps 8

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

Coastal St. Simons Island Townhome Near Beaches, Shopping & Dining
Saint Simons Island
The price is CA $195
CA $881 total
includes taxes & fees
Sep 24 - Sep 25
Coastal St. Simons Island Townhome Near Beaches, Shopping & Dining

12. 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 $266
CA $973 total
includes taxes & fees
Sep 28 - Sep 29
Stella's Retreat | Pet Friendly, Private Pool + Walk to the Village on St. Simons Island

13. Sunrise Bliss 3BR St. Simons Island 3Min To Pier

Sunrise Bliss 3BR St. Simons Island 3Min To Pier
St. Simons Island
9.8 out of 10, Exceptional, (16 reviews)
"We had a great stay. Unit was very clean, comfortable and well equipped. Easy walk to shops and restaurants and the lighthouse."
United States
Emory S.
The price is CA $209
CA $591 total
includes taxes & fees
Sep 28 - Sep 29
Sunrise Bliss 3BR St. Simons Island 3Min To Pier

14. 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 $216
CA $1,008 total
includes taxes & fees
Sep 24 - Sep 25
Pet-Friendly St. Simons Island Retreat with Splash Pool & Fire Pits

15. 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 $244
CA $947 total
includes taxes & fees
Sep 24 - Sep 25
Historic Cottage Under the Oaks | Walk to Pier Village | Porch + Loft

16. 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 $281
CA $553 total
includes taxes & fees
Oct 5 - Oct 6
3 minutes Walk to Beach. Bikes, Umbrellas, Wagons!

17. Fall Special! Coast Cottage home steps to beach!

Fall Special! Coast Cottage home steps to beach!
East End
10.0 out of 10, Exceptional, (69 reviews)
"Beautiful house perfect for family! "
United States
natalie k.
The price is CA $338
CA $874 total
includes taxes & fees
Oct 12 - Oct 13
Fall Special! Coast Cottage home steps to beach!

18. 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 $286
CA $985 total
includes taxes & fees
Sep 27 - Sep 28
Fall Special! Coast Cottage home steps from beach!

19. Fall Special | Large Home with Pool & Bikes!

Fall Special | Large Home with Pool & Bikes!
St. Simons Island
10.0 out of 10, Exceptional, (1 review)
"We rented this home for our annual girls trip and it was perfect! Beautiful home and beautiful location. "
United States
Jessie S.
Fall Special | Large Home with Pool & Bikes!

20. Rockaway Beach | Luxury St. Simons Island Rental with Private Pool Near Pier Village

Rockaway Beach | Luxury St. Simons Island Rental with Private Pool Near Pier Village
King City
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property, great communication "
United States
Vickie D.
The price is CA $337
CA $1,349 total
includes taxes & fees
Oct 4 - Oct 5
Rockaway Beach | Luxury St. Simons Island Rental with Private Pool Near Pier Village
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.
Save an average of 15% on thousands of hotels when you're signed in

Top St. Simons Island Hotel Reviews

Find out more about St. Simons Island

St. Simons Island Vacation Homes information

Number of reviews
564
Accommodation
758 Vacation Homes
Lowest Price
CA $271
Highest Price
CA $1,349

Explore a world of travel with Expedia