Holiday Rentals in St. Simons Island

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Our top choices for St. Simons Island holiday rentals

Little Live Oak Cottage 1-bedroom cottage on Saint Simons

Little Live Oak Cottage 1-bedroom cottage on Saint Simons
Saint Simons Heights
10.0 out of 10, Exceptional, (1 review)
"It was nice and cozy"
United States
Cory S.
The price is €217
includes taxes & fees
24 Jul - 25 Jul
Little Live Oak Cottage 1-bedroom cottage on Saint Simons

Clyde's Beach Bunkhouse | Pet-Friendly Studio Near Pier Village & Beach

Clyde's Beach Bunkhouse | Pet-Friendly Studio Near Pier Village & Beach
St Simons
9.8 out of 10, Exceptional, (77 reviews)
"Loved the location, nice private location and very walkable to the pier and beach. Comfortable place, would definitely stay here again. "
United States
Dana S.
The price is €447
includes taxes & fees
24 Jun - 25 Jun
Clyde's Beach Bunkhouse | Pet-Friendly Studio Near Pier Village & Beach

Beach Cottage -optional BIKES - Walk 2 Shops & Fun

Beach Cottage -optional BIKES - Walk 2 Shops & Fun
Saint Simons Island
9.8 out of 10, Exceptional, (131 reviews)
"Great host and place to stay!"
United States
Alex V.
The price is €155
includes taxes & fees
5 Jul - 6 Jul
Beach Cottage -optional BIKES - Walk 2 Shops & Fun

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage
Saint Simons Island
9.8 out of 10, Exceptional, (154 reviews)
"Fantastic location, lots of activities, very near multiple restaurants, ocean, and shops"
United States
DAVID M.
The price is €193
includes taxes & fees
1 Jul - 2 Jul
Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

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, (36 reviews)
"Excellent communication with host regarding check-in. Incredibly comfortable beds. Great stay!"
United States
Melissa
The price is €414
includes taxes & fees
29 Jun - 30 Jun
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included

♥ 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, (25 reviews)
"Great location, very clean and comfortable!"
United States
Charles F.
♥ of SSI Bungalow 2, Quick walk to beach and food ☼

Beach Air -optional BIKES-Pool-Walk 2 Pier Village

Beach Air -optional BIKES-Pool-Walk 2 Pier Village
St Simons
10.0 out of 10, Exceptional, (148 reviews)
"It was a awesome place to stay "
United States
Dilara L.
The price is €226
includes taxes & fees
12 Jul - 13 Jul
Beach Air -optional BIKES-Pool-Walk 2 Pier Village

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 €623
includes taxes & fees
28 Jun - 29 Jun
NEW LISTING! Sea Palms Golf Course Home | 3BR St. Simons Island Vacation Rental

Original island cottage 3 bedroom well maintained

Original island cottage 3 bedroom well maintained
Kings Terrace
9.0 out of 10, Wonderful, (4 reviews)
"We love the property because is close to the beach ,restaurants the pier it is only 18 minutes away from the house we loved!! the house was really cozy we had a grate vacation "
United States
Jessica
The price is €391
includes taxes & fees
7 Jul - 8 Jul
Original island cottage 3 bedroom well maintained

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
9.0 out of 10, Wonderful, (6 reviews)
"Nice place and location!"
United States
Ryan C.
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Coastal Escape for 2 | Pool, Fire Pit & Beach Access

Coastal Escape for 2 | Pool, Fire Pit & Beach Access
Saint Simons Island
10.0 out of 10, Exceptional, (3 reviews)
"Solid location and rental property. Short walk to the beach and nice pool."
United States
stephen Y.
The price is €434
includes taxes & fees
24 Jun - 25 Jun
Coastal Escape for 2 | Pool, Fire Pit & Beach Access

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, (142 reviews)
"Such a lovely property, neighborhood & place to stay. We would definitely stay here again!"
United States
Malloree
The price is €253
includes taxes & fees
1 Jul - 2 Jul
Water View - optional BIKES - Walk 2 Pier Village

Beach Square 3 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!

Beach Square 3 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!
Saint Simons Heights
9.4 out of 10, Exceptional, (3 reviews)
"Property was awesome and very clean. "
United States
Josh R.
The price is €234
includes taxes & fees
16 Jul - 17 Jul
Beach Square 3 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!

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, (18 reviews)
"Great space for my husband and me (and our dog, Lou). Great location! Very comfortable for our 4 day getaway!! Hope to visit again soon!"
United States
Jerianne P.
Pet-Friendly St. Simons Island Beach Rental | The Blue Pearl

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
10.0 out of 10, Exceptional, (91 reviews)
"Host was very communicative and helpful. It was a great place to stay"
United States
Michelle G.
The price is €217
includes taxes & fees
7 Jul - 8 Jul
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Ocean Tabby | St. Simons Island Village Condo Near Pier & Beach

Ocean Tabby | St. Simons Island Village Condo Near Pier & Beach
Downtown St. Simons Island
9.2 out of 10, Wonderful, (77 reviews)
"Terrific property! Great location, right in town. He parked the car and walked everywhere for our stay. Would love to stay again!"
United States
Barbara R.
The price is €535
includes taxes & fees
15 Jul - 16 Jul
Ocean Tabby | St. Simons Island Village Condo Near Pier & Beach

Summer Special – Condo Steps to Pier & Shops

Summer Special – Condo Steps to Pier & Shops
St Simons Island
9.4 out of 10, Exceptional, (18 reviews)
"Everything was absolutely perfect "
United States
Christina H.
The price is €283
includes taxes & fees
13 Jul - 14 Jul
Summer Special – Condo Steps to Pier & Shops

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)
"Great location. Very clean and host was great!!!"
United States
Sean M.
The price is €199
includes taxes & fees
5 Jul - 6 Jul
Beach House -optional BIKES - Walk 2 Shops & Fun

La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!
Saint Simons Heights
9.8 out of 10, Exceptional, (23 reviews)
"Nice place to stay close to all"
United States
Clay W.
The price is €228
includes taxes & fees
9 Jul - 10 Jul
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

Coastal St. Simons Retreat | Private Patio + Bonus Suite

Coastal St. Simons Retreat | Private Patio + Bonus Suite
Saint Simons Island
Coastal St. Simons Retreat | Private Patio + Bonus Suite
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

Everything you need to know about St. Simons Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the St. Simons Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect St. Simons Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

St. Simons Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in St. Simons Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A St. Simons Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of St. Simons Island holiday rentals we have selected for you start as low as €199 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on St. Simons Island rentals

At Expedia, we put the best St. Simons Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top St. Simons Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream St. Simons Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around St. Simons Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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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 Charming Bungalow suite in Peaceful Sea Palms and New Listing! Summer 2026 -Stunning 6BR Dog-Friendly home with pool and a short walk to the village.

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

With 772 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.