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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Sea Island holiday homes

A living room with a sofa, a dining table with chairs, a TV, and a ceiling fan.

1. 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 £380
includes taxes & fees
4 Oct - 5 Oct
Demere House Condo #2 | Walk-to-Beach 2BR St. Simons Island Vacation Rental Near Pier Village
A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

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

Abundant Amenities! Pool, Bikes, Near to beach!
Saint Simons Island
9.8 out of 10, Exceptional, (183 reviews)
"Perfect place for a family vacation, very clean, close to many attractions, responsive hosts, highly recommend!"
United States
Kim A.
The price is £313
includes taxes & fees
31 Oct - 1 Nov
Abundant Amenities! Pool, Bikes, Near to beach!
A wooden table with a starfish decoration and a wooden sign spelling "Beach." A potted plant with long green leaves is beside the table. A ceiling fan is visible in the room.

3. 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
9.6 out of 10, Exceptional, (11 reviews)
"Nice place and location!"
United States
Ryan C.
The price is £190
includes taxes & fees
14 Oct - 15 Oct
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
A spacious living room with a sectional sofa, a coffee table, and a fireplace.

4. 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 £554
includes taxes & fees
4 Oct - 5 Oct
Pet-Friendly St. Simons Island Retreat with Splash Pool & Fire Pits
A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

5. 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 £139
includes taxes & fees
25 Oct - 26 Oct
Beach House -optional BIKES - Walk 2 Shops & Fun
A modern kitchen with a central island, white cabinetry, and a dishwasher.

6. 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 £389
includes taxes & fees
4 Oct - 5 Oct
Luxury Beach Retreat Near Pier Village | The Black Pearl on St. Simons Island
A covered porch with wicker chairs, a ceiling fan, and a view of a park with trees.

7. 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 £482
includes taxes & fees
4 Oct - 5 Oct
Put it in Park Cottage | Neptune Park St. Simons Island Walk-to-Pier Rental
A living room with two grey sofas, a white TV stand, a coffee table, and a large window with curtains.

8. 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 £260
includes taxes & fees
7 Oct - 8 Oct
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included
A spacious kitchen with a granite countertop, white cabinetry, and a large wall clock.

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

Coastal St. Simons Island Townhome Near Beaches, Dining & Shopping
Saint Simons Island
The price is £472
includes taxes & fees
4 Oct - 5 Oct
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.

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 £479
includes taxes & fees
4 Oct - 5 Oct
NEW LISTING! Seabreeze Cottage | Charming St. Simons Island Beach Cottage Near Pier Village
A beach with a wooden post labeled "MOUNT ELLIOTT ROAD" in the foreground.

11. ♥ 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, (40 reviews)
"Great property, great location!"
United States
Jessica O.
The price is £165
includes taxes & fees
6 Oct - 7 Oct
♥ of SSI Bungalow 2, Quick walk to beach and food ☼
A bedroom with a bed, a dresser, a television, and a ceiling fan.

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 £504
includes taxes & fees
4 Oct - 5 Oct
Stella's Retreat | Pet Friendly, Private Pool + Walk to the Village on St. Simons Island
A modern kitchen with white cabinetry, a central island, and a dining area with a round table.

13. New Luxury St. Simons Retreat | Golf, Beaches & Dining Nearby

New Luxury St. Simons Retreat | Golf, Beaches & Dining Nearby
Saint Simons Island
10.0 out of 10, Exceptional, (5 reviews)
"We loved the spaciousness of every room. The house was very clean. Would definitely stay there again!"
United States
Esther G.
New Luxury St. Simons Retreat | Golf, Beaches & Dining Nearby
A swimming pool with lounge chairs and a building in the background.

14. 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 £221
includes taxes & fees
8 Oct - 9 Oct
Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!
Exterior

15. 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 covered outdoor area with two blue chairs and a white lattice railing.

16. 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 £513
includes taxes & fees
26 Oct - 27 Oct
Coastal St. Simons Retreat | Private Patio + Bonus Suite
A coffee station with a coffee maker, mugs, and a coffee bar sign.

17. Beach GO BO-HO

Beach GO BO-HO
3.5 star property
Brunswick
7.4 out of 10, Good, (3 reviews)
"The owner was wonderful, the room was beautiful and the bed was heavenly. Will definitely be back again."
United States
Antinette
The price is £57
includes taxes & fees
14 Oct - 15 Oct
Beach GO BO-HO
A modern kitchen with a flat-screen TV, a dining area with a bar stool, and a cozy seating area with a coffee table.

18. The Retreat • Private Coastal Escape • Pool & Hot Tub

The Retreat • Private Coastal Escape • Pool & Hot Tub
Brunswick
The price is £183
includes taxes & fees
4 Oct - 5 Oct
The Retreat • Private Coastal Escape • Pool & Hot Tub
A covered outdoor area with a pool, white deck chairs, and a gazebo structure.

19. 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 £557
includes taxes & fees
4 Oct - 5 Oct
Fall Special! Coast Cottage home steps from beach!
A wooden deck with steps leading to a red door, a bicycle, and a covered area with a hanging plant.

20. 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 £506
includes taxes & fees
16 Oct - 17 Oct
Historic Cottage Under the Oaks | Walk to Pier Village | Porch + Loft
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 Sea Island Hotel Reviews

The Westin Jekyll Island Beach Resort

The Westin Jekyll Island Beach Resort

10/10 Excellent
"Hotel, Rooms and facilities all to a great standard. Ideal location with bikes available to go exploring. Staff all friendly and attentive, can’t wait to come back again!"
Iain 2-night trip
Posted 9 hours ago
The Westin Jekyll Island Beach Resort

Find out more about Sea Island

Sea Island Holiday Homes information

Number of reviews
669
Accommodation
1110 Holiday Homes
Lowest Price
£57
Highest Price
£557