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

Holiday Homes in St. Simons Island

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for St. Simons Island holiday homes

A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

1. 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, (152 reviews)
"Great location and close to everything. "
United States
Erin W.
The price is €165
includes taxes & fees
21 Oct - 22 Oct
Beach House -optional BIKES - Walk 2 Shops & Fun
A beach with a wooden post labeled "MOUNT ELLIOTT ROAD" in the foreground.

2. ♥ 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.
♥ 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.

3. 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, (49 reviews)
"The rooms where very clean."
United States
Emmanuel R.
The price is €307
includes taxes & fees
18 Oct - 19 Oct
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included
A modern apartment with a kitchen, dining area, and living room.

4. 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.
Pet-Friendly St. Simons Island Beach Rental | The Blue Pearl
A modern kitchen with a central island, white cabinetry, and a dishwasher.

5. Luxury Beach Retreat Near Pier Village | The Black Pearl on St. Simons Island *Snowbirds welcome*

Luxury Beach Retreat Near Pier Village | The Black Pearl on St. Simons Island *Snowbirds welcome*
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 *Snowbirds welcome*
A beach with a wooden post labeled "MOUNT ELLIOTT ROAD" in the foreground.

6. ♥ 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 ☼
A covered outdoor area with two blue chairs and a white lattice railing.

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)
"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 €561
includes taxes & fees
2 Nov - 3 Nov
Coastal St. Simons Retreat | Private Patio + Bonus Suite
A wooden deck with steps leading to a red door, a bicycle, and a covered area with a hanging plant.

8. 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
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.

9. Pet-Friendly St. Simons Island Retreat with Fire Pits | Snowbirds welcome

Pet-Friendly St. Simons Island Retreat with Fire Pits | Snowbirds welcome
Saint Simons Heights
Pet-Friendly St. Simons Island Retreat with Fire Pits | Snowbirds welcome
A spacious kitchen with a granite countertop, white cabinetry, and a large wall clock.

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

Coastal St. Simons Island Townhome Near Beaches, Dining & Shopping
Saint Simons Island
Coastal St. Simons Island Townhome Near Beaches, Dining & Shopping
A bedroom with a large bed, a ceiling fan, a dresser, a chair, and a bedside table with a lamp.

11. 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.
NEW LISTING! Seabreeze Cottage | Charming St. Simons Island Beach Cottage Near Pier Village
A palm tree with a sign that reads "RELAX you're on a beach time."

12. 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 €345
includes taxes & fees
4 Nov - 5 Nov
3 minutes Walk to Beach. Bikes, Umbrellas, Wagons!
Exterior

13. 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.

14. 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.
Pier Side Retreat St. Simons Island 3BR Sleeps 8
A bedroom with a bed, a dresser, a television, and a ceiling fan.

15. 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.
Stella's Retreat | Pet Friendly, Private Pool + Walk to the Village on St. Simons Island
A large outdoor swimming pool surrounded by lounge chairs and umbrellas, with a lighthouse in the background.

16. 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.
Sunrise Bliss 3BR St. Simons Island 3Min To Pier
A modern living room with a white sofa, a wooden coffee table, and a staircase leading to an upper level.

17. Chic Coastal Townhome Near Beach + Village!

Chic Coastal Townhome Near Beach + Village!
East End
9.6 out of 10, Exceptional, (4 reviews)
"Such a cute, fun, clean family oriented atmosphere. Absolutely loved everything about this place!"
United States
Kelsey D.
Chic Coastal Townhome Near Beach + Village!
A covered outdoor seating area with a wicker sofa, two round tables, and a hanging chair.

18. Private Cottage Oasis w Pretty Porch + Splash Pool

Private Cottage Oasis w Pretty Porch + Splash Pool
St Simons Island
10.0 out of 10, Exceptional, (1 review)
"Great house! LOVE the back porch. Kids really enjoyed the b"
United States
Jessica J.
Private Cottage Oasis w Pretty Porch + Splash Pool
A kitchen with a large island, white cabinetry, a stainless steel refrigerator, and three wicker bar stools with striped cushions.

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.
Fall Special! Family Cottage w/ Bikes | Sleeps 9
A house with a front porch, a blue door, and a wooden ceiling.

20. Luxury St. Simons Island Vacation Rental with Private Saltwater Pool | Royal Fortune

Luxury St. Simons Island Vacation Rental with Private Saltwater Pool | Royal Fortune
St. Simons Island
10.0 out of 10, Exceptional, (55 reviews)
"The house was absolutely perfect for me and my whole family. The space, bedrooms, bathrooms and the private pool were perfect. I would stay here again in the future. "
United States
Jacquie C.
Luxury St. Simons Island Vacation Rental with Private Saltwater Pool | Royal Fortune
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

8/10 Good
"This is a nice little place , just an older place outdated , air conditioning old unit . The hotel is very close to everything"
Cathy 3-night trip
Posted 12 hours ago
Saint Simons Inn by the Lighthouse

Find out more about St. Simons Island

St. Simons Island Holiday Homes information

Number of reviews
523
Accommodation
758 Holiday Homes
Lowest Price
€165
Highest Price
€561