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St. Simons Island Holiday Rentals

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Our top choices for St. Simons Island holiday rentals

1. The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (624 reviews)
"Clean and perfect proximity to the beach. Easy check in/check out."
United States
Natasha
The price is HK$1,177
HK$2,499 total
includes taxes & fees
16 Sept - 17 Sept
The Sea Gate

2. Gorgeous Upscale Villa, 2 minute walk to Beach and short walk to Pier!

Gorgeous Upscale Villa, 2 minute walk to Beach and short walk to Pier!
St Simons
10.0 out of 10, Exceptional, (187 reviews)
"Beautiful well maintained villa! Perfect in every way! They said we wouldn’t be disappointed and they were right! "
United States
Andrew B.
The price is HK$2,823
HK$6,175 total
includes taxes & fees
16 Sept - 17 Sept
Gorgeous Upscale Villa, 2 minute walk to Beach and short walk to Pier!

3. King & Prince Oceanfront North Villa

King & Prince Oceanfront North Villa
St Simons Island
9.6 out of 10, Exceptional, (193 reviews)
"Lovely place to stay and beautiful views. Nice beach and everything you need to cook. Lovely shops and restaurants super close by also."
United States
Suzanne B.
The price is HK$1,561
HK$3,512 total
includes taxes & fees
2 Oct - 3 Oct
King & Prince Oceanfront North Villa

4. Cozy condo sleeps 4-5. Convenient to beach, shopping and all restaurants.

Cozy condo sleeps 4-5. Convenient to beach, shopping and all restaurants.
St. Simons Island
9.6 out of 10, Exceptional, (68 reviews)
"We've stayed here numerous years and it never disappoints. The place is clean and well supplied for beach or pool days. Definitely recommend for a relaxing vacation getaway."
United States
toteclipse69
The price is HK$1,372
HK$3,274 total
includes taxes & fees
19 Sept - 20 Sept
Cozy condo sleeps 4-5. Convenient to beach, shopping and all restaurants.

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, (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 HK$918
HK$2,623 total
includes taxes & fees
20 Sept - 21 Sept
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included

6. Free Golf Cart! Walk to Beach & Village. Heated Pool! 2 Kings, 1Queen, 2 Doubles

Free Golf Cart! Walk to Beach & Village. Heated Pool! 2 Kings, 1Queen, 2 Doubles
St. Simons Island
9.8 out of 10, Exceptional, (68 reviews)
"The property was great. The host was always accessible when we had questions. The location to the beach was perfect. It was a wonderful week with great friends…"
United States
Susan B.
The price is HK$3,866
HK$11,484 total
includes taxes & fees
16 Sept - 17 Sept
Free Golf Cart! Walk to Beach & Village. Heated Pool! 2 Kings, 1Queen, 2 Doubles

7. Water View - optional BIKES - Walk 2 Pier Village

Water View - optional BIKES - Walk 2 Pier Village
St. Simons Island
10.0 out of 10, Exceptional, (151 reviews)
"Such a lovely property, neighborhood & place to stay. We would definitely stay here again!"
United States
Malloree
The price is HK$776
HK$2,180 total
includes taxes & fees
30 Sept - 1 Oct
Water View - optional BIKES - Walk 2 Pier Village

8. East Beach Cottage and Guest House

East Beach Cottage and Guest House
East Beach
10.0 out of 10, Exceptional, (88 reviews)
"Great Place. Great Stay!"
United States
Gordon O.
The price is HK$3,969
HK$8,548 total
includes taxes & fees
16 Sept - 17 Sept
East Beach Cottage and Guest House

9. Emily's Beach House | St. Simons Island Condo Near Pier Village & Beach

Emily's Beach House | St. Simons Island Condo Near Pier Village & Beach
St Simons Island
9.8 out of 10, Exceptional, (92 reviews)
"Location Location Location. Being right next to the public beach access and an easy walk to the downtown pier area."
United States
Tiffany J.
The price is HK$1,421
HK$4,610 total
includes taxes & fees
16 Sept - 17 Sept
Emily's Beach House | St. Simons Island Condo Near Pier Village & Beach

10. One Bedroom just across the street from the Beach!

One Bedroom just across the street from the Beach!
Saint Simons Island
10.0 out of 10, Exceptional, (9 reviews)
"It was a great stay. Perfect location - walkable to EVERYTHING! The only thing missing was ceiling fans, especially in the bedroom."
United States
Marikay B.
The price is HK$1,119
HK$2,318 total
includes taxes & fees
21 Sept - 22 Sept
One Bedroom just across the street from the Beach!

11. Newly remodeled Spacious quiet all ground floor gated condo. Large pool tennis

Newly remodeled Spacious quiet all ground floor gated condo. Large pool tennis
Saint Simons Heights
9.8 out of 10, Exceptional, (23 reviews)
"Everything was nice!! Great place to stay. We will definitely rent this place again. "
United States
Kasey M.
The price is HK$1,020
HK$3,027 total
includes taxes & fees
16 Sept - 17 Sept
Newly remodeled Spacious quiet all ground floor gated condo. Large pool tennis

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 HK$1,570
HK$5,555 total
includes taxes & fees
19 Sept - 20 Sept
Stella's Retreat | Pet Friendly, Private Pool + Walk to the Village on St. Simons Island

13. Rachel's Beach House | East Beach St. Simons Island Condo Near Pier Village

Rachel's Beach House | East Beach St. Simons Island Condo Near Pier Village
saint simons island
9.6 out of 10, Exceptional, (107 reviews)
"Great stay. Easy access across the street from the beach."
United States
Eric J.
The price is HK$1,180
HK$4,371 total
includes taxes & fees
16 Sept - 17 Sept
Rachel's Beach House | East Beach St. Simons Island Condo Near Pier Village

14. Coastal Comfort

Coastal Comfort
Saint Simons Heights
10.0 out of 10, Exceptional, (21 reviews)
"Great location, lots of room for our family, and fully equipped with everything we needed and more!"
United States
DeAnn S.
The price is HK$1,059
HK$2,791 total
includes taxes & fees
20 Sept - 21 Sept
Coastal Comfort

15. Sandy Toes. Cozy 2 Bedroom 2 Full bath. Sleeps 6. 30 day rental rates available

Sandy Toes. Cozy 2 Bedroom 2 Full bath. Sleeps 6. 30 day rental rates available
Saint Simons Heights
10.0 out of 10, Exceptional, (9 reviews)
"The apartment looked exactly like the pictures. We had a wonderful weekend."
United States
Alicia
The price is HK$847
HK$2,632 total
includes taxes & fees
20 Sept - 21 Sept
Sandy Toes. Cozy 2 Bedroom 2 Full bath. Sleeps 6. 30 day rental rates available

16. King & Prince Oceanfront South Villa

King & Prince Oceanfront South Villa
St Simons Island
9.8 out of 10, Exceptional, (156 reviews)
"The whole experience was wonderful! The view is gorgeous the location on property is so convenient to everything. Not to mention the beds were so comfy! We had such a fabulous time!"
United States
Beth K.
The price is HK$1,796
HK$3,702 total
includes taxes & fees
7 Oct - 8 Oct
King & Prince Oceanfront South Villa

17. Coastal Condo with Partial Ocean View | Walk to East Beach | Pool + Grills

Coastal Condo with Partial Ocean View | Walk to East Beach | Pool + Grills
East End
10.0 out of 10, Exceptional, (1 review)
"Clean room and the hosts were great!"
United States
Keara E.
The price is HK$1,270
HK$4,566 total
includes taxes & fees
16 Oct - 17 Oct
Coastal Condo with Partial Ocean View | Walk to East Beach | Pool + Grills

18. *New Listing* Oceanfront Gem - 3BD/3BA "Sea-renity"

*New Listing* Oceanfront Gem - 3BD/3BA "Sea-renity"
East End
10.0 out of 10, Exceptional, (3 reviews)
"Very nice condo!! Wish we had more time there."
United States
Connie R.
The price is HK$2,518
HK$4,795 total
includes taxes & fees
16 Sept - 17 Sept
*New Listing* Oceanfront Gem - 3BD/3BA "Sea-renity"

19. 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 HK$1,177
HK$2,497 total
includes taxes & fees
8 Oct - 9 Oct
Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!

20. T13 Ocean Walk downstairs king bed pool pickleball

T13 Ocean Walk downstairs king bed pool pickleball
St. Simons Island
9.4 out of 10, Exceptional, (6 reviews)
"Clean, great location"
United States
Lisa L.
The price is HK$1,276
HK$2,547 total
includes taxes & fees
18 Sept - 19 Sept
T13 Ocean Walk downstairs king bed pool pickleball
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

Find out more about St. Simons Island

Search for holiday rentals in St. Simons Island on Expedia! You can easily find your home rentals, villas, holiday apartments in St. Simons Island using one of the methods below:

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Look no further and take a look at our great range of rental properties in St. Simons Island!

Frequently asked questions

Are there holiday rentals in St. Simons Island?

Yes, there are holiday rentals in St. Simons Island close to Neptune Park, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to St. Simons Island speak positively about the scenic seaside and top-notch restaurants in this destination. Make sure you have time to check out the churches and golf courses during your trip.

What are some of the best holiday rentals that St. Simons Island has to offer?

♥ of SSI Bungalow 2, Quick walk to beach and food ☼: This highly rated holiday home rental in St. Simons Island offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other homes for rent in St. Simons Island include Summer Wind: Poolside Retreat Near the Beach & Village and Swim, bike, relax: South Side Condo near East Beach with 4 bikes included.

How many holiday rentals are there in St. Simons Island?

With 778 Expedia holiday rentals, you're guaranteed to find just the right place for your St. Simons Island stay.

What’s there to see and do in St. Simons Island?

Enjoy the outdoors at East Beach and Demere Park, or simply take in cultural attractions like St. Simons Lighthouse Museum and Mildred Huie Museum at Mediterranean House. Sea Island Golf Club and Shops at Sea Island are other places to visit while you're in town.

What’s a holiday rental in St. Simons Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in St. Simons Island. Holiday rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for small groups.