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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Our top choices for St. Simons Island holiday homes

Old Bay Cottage - 505 Beach Dr

Old Bay Cottage - 505 Beach Dr
St Simons Island
Old Bay Cottage - 505 Beach Dr

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, (18 reviews)
"Our stay was great, great location, walked to everything! Condo was clean and comfy. Thank you "
United States
melinda
The price is NZ$854
includes taxes & fees
15 July - 16 July
Demere House Condo #2 | Walk-to-Beach 2BR St. Simons Island Vacation Rental Near Pier Village

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, (41 reviews)
"Excellent communication with host regarding check-in. Incredibly comfortable beds. Great stay!"
United States
Melissa
The price is NZ$703
includes taxes & fees
16 July - 17 July
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included

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

Coastal St. Simons Island Townhome Near Beaches, Shopping & Dining
Saint Simons Island
The price is NZ$1,179
includes taxes & fees
15 July - 16 July
Coastal St. Simons Island Townhome Near Beaches, Shopping & Dining

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, (36 reviews)
"The proctor cottage was perfect. Comfortable, clean, and homey. Even better than the pictures. Perfectly hospitable and sweet. Very close to the village which we enjoyed. A bit of a walk to proper beach, which didn’t bother us since it’s February. A lovely stay I hope to visit again. "
United States
Roxanne J.
The price is NZ$1,000
includes taxes & fees
15 July - 16 July
Proctor Cottage | Walk to Pier Village St. Simons Island Rental

Summertimes' Easy -4 bedrooms on the south end of SSI

Summertimes' Easy -4 bedrooms on the south end of SSI
St Simons Island
Summertimes' Easy -4 bedrooms on the south end of SSI

Large Beach Home 300 Steps to Ocean +Rooftop Patio

Large Beach Home 300 Steps to Ocean +Rooftop Patio
St Simons Island
8.8 out of 10, Excellent, (3 reviews)
"Fantastic house right by the beach with great access to the downtown area of St Simon’s!"
United States
lawrence n.
The price is NZ$1,274
includes taxes & fees
27 July - 28 July
Large Beach Home 300 Steps to Ocean +Rooftop Patio

Abundant Amenities! Pool, Bikes, Near to beach!

Abundant Amenities! Pool, Bikes, Near to beach!
Saint Simons Island
9.8 out of 10, Exceptional, (171 reviews)
"Perfect place for a family vacation, very clean, close to many attractions, responsive hosts, highly recommend!"
United States
Kim A.
The price is NZ$734
includes taxes & fees
30 July - 31 July
Abundant Amenities! Pool, Bikes, Near to beach!

Summer Time Cottage sleeps 6 near the beach and village

Summer Time Cottage sleeps 6 near the beach and village
St Simons Island
Summer Time Cottage sleeps 6 near the beach and village

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, (144 reviews)
The price is NZ$435
includes taxes & fees
28 July - 29 July
Beach House -optional BIKES - Walk 2 Shops & Fun

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
9.2 out of 10, Wonderful, (7 reviews)
"Nice place and location!"
United States
Ryan C.
The price is NZ$339
includes taxes & fees
16 July - 17 July
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

NEW LISTING! Sea Palms Golf Course Home | 3BR St. Simons Island Vacation Rental

NEW LISTING! Sea Palms Golf Course Home | 3BR St. Simons Island Vacation Rental
Saint Simons Island
The price is NZ$1,074
includes taxes & fees
11 Aug - 12 Aug
NEW LISTING! Sea Palms Golf Course Home | 3BR St. Simons Island Vacation Rental

Summer Special! Family Cottage w/ Bikes | Sleeps 9

Summer Special! Family Cottage w/ Bikes | Sleeps 9
Saint Simons Heights
9.4 out of 10, Exceptional, (6 reviews)
"This home was conveniently located and our family enjoyed our stay."
United States
Amanda M.
The price is NZ$1,072
includes taxes & fees
15 July - 16 July
Summer Special! Family Cottage w/ Bikes | Sleeps 9

Beach Cottage Steps to Sand | Walk to Pier & King and Prince

Beach Cottage Steps to Sand | Walk to Pier & King and Prince
Saint Simons Island
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful place with a private courtyard and great location. Walking distance to beach and several nice restaurants. Much nicer than hotels we have stayed at in the past. We will be back!"
United States
Robert W.
The price is NZ$1,458
includes taxes & fees
22 July - 23 July
Beach Cottage Steps to Sand | Walk to Pier & King and Prince

Coastal St. Simons Retreat | Private Patio + Bonus Suite

Coastal St. Simons Retreat | Private Patio + Bonus Suite
Saint Simons Island
10.0 out of 10, Exceptional, (1 review)
"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 NZ$1,061
includes taxes & fees
10 Aug - 11 Aug
Coastal St. Simons Retreat | Private Patio + Bonus Suite

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 NZ$792
includes taxes & fees
15 July - 16 July
3 minutes Walk to Beach. Bikes, Umbrellas, Wagons!

3 Mi to Pier Village: Dog-Friendly St Simons Home!

3 Mi to Pier Village: Dog-Friendly St Simons Home!
St Simons Island
8.8 out of 10, Excellent, (5 reviews)
The price is NZ$1,032
includes taxes & fees
16 July - 17 July
3 Mi to Pier Village: Dog-Friendly St Simons Home!

"At Ease" Beach Condo

"At Ease" Beach Condo
St. Simons Island
9.4 out of 10, Exceptional, (3 reviews)
"We had a great time during our stay at the condo. The condo was clean and orderly; we had everything we needed. We would definitely stay here again."
United States
John S.
The price is NZ$742
includes taxes & fees
27 July - 28 July
"At Ease" Beach Condo

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, (15 reviews)
"So great I have stayed here twice! Love the location, size, and cleanliness! "
United States
Amanda B.
The price is NZ$972
includes taxes & fees
15 July - 16 July
Sunrise Bliss 3BR St. Simons Island 3Min To Pier

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 NZ$1,306
includes taxes & fees
26 July - 27 July
NEW LISTING! Seabreeze Cottage | Charming St. Simons Island Beach Cottage 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.
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Top St. Simons Island Hotel Reviews

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St. Simons Island Holiday Homes information

Number of reviews
2
Accommodation
754 Holiday Homes
Lowest Price
NZ$132
Highest Price
NZ$132