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. 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)
"Property was nicely maintained and stocked. Loved the bikes which we used everyday. Great area accessible to everything by short car ride, walking or biking."
United States
Allison C.
The price is CA $162
CA $480 total
includes taxes & fees
Sep 9 - Sep 10
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included

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, (148 reviews)
"Great location and close to everything. "
United States
Erin W.
The price is CA $40
CA $249 total
includes taxes & fees
Sep 20 - Sep 21
Beach House -optional BIKES - Walk 2 Shops & Fun

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

Abundant Amenities! Pool, Bikes, Near to beach!
Saint Simons Island
9.8 out of 10, Exceptional, (180 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 $108
CA $499 total
includes taxes & fees
Sep 28 - Sep 29
Abundant Amenities! Pool, Bikes, Near to beach!

4. Demere House Condo #2 | Walk-to-Beach 2BR St. Simons Island Vacation Rental Near Pier Village

Demere House Condo #2 | Walk-to-Beach 2BR St. Simons Island Vacation Rental Near Pier Village
St. Simons
9.6 out of 10, Exceptional, (20 reviews)
"Location is 100% on point. We couldn't ask for a better location. The unit is spacious and the beds were comfortable. One parking spot with some parking for visitors. Walking distance to downtown and public beach areas."
United States
David
The price is CA $124
CA $688 total
includes taxes & fees
Sep 9 - Sep 10
Demere House Condo #2 | Walk-to-Beach 2BR St. Simons Island Vacation Rental Near Pier Village

5. 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.
The price is CA $148
CA $720 total
includes taxes & fees
Sep 9 - Sep 10
Luxury Beach Retreat Near Pier Village | The Black Pearl on St. Simons Island

6. 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
9.8 out of 10, Exceptional, (84 reviews)
"The location was perfect. It was a quick drive to the beach and to restaurants. "
United States
Trudie J.
The price is CA $207
CA $437 total
includes taxes & fees
Oct 8 - Oct 9
Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!

7. 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, (10 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 $203
CA $577 total
includes taxes & fees
Sep 9 - Sep 10
Pier Side Retreat St. Simons Island 3BR Sleeps 8

8. 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, (8 reviews)
"Nice place and location!"
United States
Ryan C.
The price is CA $123
CA $363 total
includes taxes & fees
Sep 23 - Sep 24
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

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

Coastal St. Simons Retreat | Private Patio + Bonus Suite
Saint Simons Island
9.0 out of 10, Wonderful, (4 reviews)
"Great place to stay!"
United States
Kenneth B.
The price is CA $132
CA $857 total
includes taxes & fees
Sep 9 - Sep 10
Coastal St. Simons Retreat | Private Patio + Bonus Suite

10. 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 $166
CA $883 total
includes taxes & fees
Sep 9 - Sep 10
NEW LISTING! Seabreeze Cottage | Charming St. Simons Island Beach Cottage Near Pier Village

11. 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 $166
CA $882 total
includes taxes & fees
Sep 9 - Sep 10
Put it in Park Cottage | Neptune Park St. Simons Island Walk-to-Pier Rental

12. 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 $192
CA $867 total
includes taxes & fees
Sep 9 - Sep 10
Coastal St. Simons Island Townhome Near Beaches, Shopping & Dining

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 $216
CA $595 total
includes taxes & fees
Sep 14 - Sep 15
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 $212
CA $989 total
includes taxes & fees
Sep 9 - Sep 10
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 $268
CA $966 total
includes taxes & fees
Sep 9 - Sep 10
Historic Cottage Under the Oaks | Walk to Pier Village | Porch + Loft

16. 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
The price is CA $277
CA $978 total
includes taxes & fees
Sep 9 - Sep 10
Stella's Retreat | Pet Friendly, Private Pool + Walk to the Village on St. Simons Island

17. 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 $276
CA $569 total
includes taxes & fees
Oct 5 - Oct 6
3 minutes Walk to Beach. Bikes, Umbrellas, Wagons!

18. Fall Special! Large Home minutes from the beach!

Fall Special! Large Home minutes from the beach!
East End
10.0 out of 10, Exceptional, (1 review)
"Great vacation rental! "
United States
Kayla H.
The price is CA $254
CA $761 total
includes taxes & fees
Sep 21 - Sep 22
Fall Special! Large Home minutes from the beach!

19. Fall Special! Family Cottage w/ Bikes | Sleeps 9

Fall Special! Family Cottage w/ Bikes | Sleeps 9
Saint Simons Heights
9.6 out of 10, Exceptional, (7 reviews)
"This home was conveniently located and our family enjoyed our stay."
United States
Amanda M.
The price is CA $330
CA $860 total
includes taxes & fees
Sep 9 - Sep 10
Fall Special! Family Cottage w/ Bikes | Sleeps 9

20. 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 $314
CA $1,000 total
includes taxes & fees
Oct 6 - Oct 7
Fall Special! Coast Cottage home steps from beach!
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
577
Accommodation
758 Vacation Homes
Lowest Price
CA $249
Highest Price
CA $1,000

Explore a world of travel with Expedia