Book Holiday Homes in St. Simons Island

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Featured Holiday Homes in St. Simons Island

New 1250sqft stylish 2bd 2bth cottage AC/WiFi full kitch sunny St. Simons Island

New 1250sqft stylish 2bd 2bth cottage AC/WiFi full kitch sunny St. Simons Island

2 out of 5
St. Simons Island
With a stay at this vacation home in St. Simons Island (Saint Simons Heights), you'll be within a 15-minute walk of Mildred Huie Museum at Mediterranean House ...
New 1250sqft stylish 2bd 2bth cottage AC/WiFi full kitch sunny St. Simons Island
Beach Villa - Golf Cart and Bikes included!

Beach Villa - Golf Cart and Bikes included!

St. Simons Island
The price is AU$561 per night from 18 Nov to 19 Nov
AU$561
includes taxes & fees
18 Nov - 19 Nov
When you stay at this vacation home in St. Simons Island, you'll be by the sea, within a 15-minute walk of Demere Park and Glynn Visual Arts.
Beach Villa - Golf Cart and Bikes included!
BRAND New Luxury Beach Home

BRAND New Luxury Beach Home

St. Simons Island
When you stay at this vacation home in St. Simons Island, you'll be on the beach, within a 10-minute walk of World War II Home Front Museum and East Beach.
BRAND New Luxury Beach Home
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Cute, cozy, convenient!  1 mile from the beach & 1 mile from the village!

Cute, cozy, convenient! 1 mile from the beach & 1 mile from the village!

Saint Simons Island
Located in St. Simons Island, this vacation home is by the sea, within a 5-minute drive of Demere Park and Massengale Park.
Cute, cozy, convenient! 1 mile from the beach & 1 mile from the village!
Oyster Shell Cottage

Oyster Shell Cottage

St Simons Island
With a stay at this vacation home in St. Simons Island, you'll be on the beach, just a 2-minute walk from Neptune Park and 5 minutes by foot from St. Simons ...
Oyster Shell Cottage
Best pools on the island! Right off the Beach!

Best pools on the island! Right off the Beach!

St. Simons
Located in St. Simons Island, this vacation home is by the sea, within a 5-minute walk of World War II Home Front Museum and East Beach.
Best pools on the island! Right off the Beach!
The Oyster - East Beach-Saltwater Pool, Hot Tub, Fire Pit, Ping Pong & Corn Hole

The Oyster - East Beach-Saltwater Pool, Hot Tub, Fire Pit, Ping Pong & Corn Hole

St. Simons Island
With a stay at this vacation home in St. Simons Island (East Beach), you'll be a 3-minute walk from East Beach and 12 minutes by foot from World War II Home ...
The Oyster - East Beach-Saltwater Pool, Hot Tub, Fire Pit, Ping Pong & Corn Hole
Beautiful 5 bedroom home located in the Coast Cottages!

Beautiful 5 bedroom home located in the Coast Cottages!

Saint Simons Island
Located in St. Simons Island, this vacation home is by the sea, within a 5-minute walk of World War II Home Front Museum and East Beach.
Beautiful 5 bedroom home located in the Coast Cottages!
Lucy's Hideaway! Heated Pool & Spa, Dog Friendly and Newly Decorated Cottage Near the Village!

Lucy's Hideaway! Heated Pool & Spa, Dog Friendly and Newly Decorated Cottage Near the Village!

Saint Simons Island
Located in St. Simons Island (Kings Terrace), this vacation home is within a 5-minute drive of Neptune Park and St. Simons Lighthouse Museum.
Lucy's Hideaway! Heated Pool & Spa, Dog Friendly and Newly Decorated Cottage Near the Village!
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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.

St. Simons Island Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our St. Simons Island vacation homes are the perfect way for you to wing it.

Holiday houses in St. Simons Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of St. Simons Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local St. Simons Island adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in St. Simons Island with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of St. Simons Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

St. Simons Island Holiday Homes essential information

Accommodation
602 Holiday Homes
Lowest Price
AU$195
Highest Price
AU$561
Popular accommodation
New 1250sqft stylish 2bd 2bth cottage AC/WiFi full kitch sunny St. Simons Island, Beach Villa - Golf Cart and Bikes included!, BRAND New Luxury Beach Home, Cute, cozy, convenient! 1 mile from the beach & 1 mile from the village!, Oyster Shell Cottage, Best pools on the island! Right off the Beach!, The Oyster - East Beach-Saltwater Pool, Hot Tub, Fire Pit, Ping Pong & Corn Hole, Beautiful 5 bedroom home located in the Coast Cottages!, Lucy's Hideaway! Heated Pool & Spa, Dog Friendly and Newly Decorated Cottage Near the Village!

Top trending hotels in St. Simons Island

Sea Palms Resort

Sea Palms Resort

3.5 out of 5
515 North Windward Drive, St. Simons Island, GA
Fully refundableReserve now, pay when you stay
The price is AU$305 per night from 2 Dec to 3 Dec
AU$305
includes taxes & fees
2 Dec - 3 Dec
Located in St. Simons Island, Sea Palms Resort is within a 15-minute drive of Fort Frederica National Monument and St. Simons Lighthouse Museum.
Sea Palms Resort
Saint Simons Inn by the Lighthouse

Saint Simons Inn by the Lighthouse

3 out of 5
609 Beachview Drive, St. Simons Island, GA
Fully refundableReserve now, pay when you stay
The price is AU$195 per night from 18 Nov to 19 Nov
AU$195
includes taxes & fees
18 Nov - 19 Nov
When you stay at Saint Simons Inn by the Lighthouse in St. Simons Island, you'll be in a shopping district, just steps from St. Simons Lighthouse Museum and ...
Saint Simons Inn by the Lighthouse
Ocean Inn and Suites

Ocean Inn and Suites

2.5 out of 5
599 Beachview Drive, St. Simons Island, GA
Fully refundableReserve now, pay when you stay
The price is AU$210 per night from 25 Nov to 26 Nov
AU$210
includes taxes & fees
25 Nov - 26 Nov
When you stay at Ocean Inn and Suites in St. Simons Island, you'll be in the historical district, just steps from St. Simons Lighthouse Museum and 6 minutes ...
Ocean Inn and Suites
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The Inn by Sea Island

The Inn by Sea Island

3.5 out of 5
100 Salt Marsh Drive, St. Simons Island, GA
The price is AU$248 per night from 25 Nov to 26 Nov
AU$248
includes taxes & fees
25 Nov - 26 Nov
Located in St. Simons Island, The Inn by Sea Island is by the ocean, a 1-minute drive from Shops at Sea Island and 8 minutes from Bloody Marsh Battle Site.
The Inn by Sea Island
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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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^Subject to availability and chosen travel dates.