Book Holiday Homes in St. Simons Island

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Featured Holiday Homes in St. Simons Island

NEWLY RENOVATED!! Immaculate Beach Cottage, Walk to Beaches, Restaurants, Shopping!

NEWLY RENOVATED!! Immaculate Beach Cottage, Walk to Beaches, Restaurants, Shopping!

St. Simons Island
With a stay at this vacation home, you'll be centrally located in St. Simons Island, just a 4-minute walk from East Beach and 6 minutes by foot from Demere ...
Opens in a new windowNEWLY RENOVATED!! Immaculate Beach Cottage, Walk to Beaches, Restaurants, Shopping!
Big Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Quiet Street GR8 Locati

Big Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Quiet Street GR8 Locati

Saint Simons Island
Located in St. Simons Island, this vacation home is within a 5-minute drive of Shops at Sea Island and Mildred Huie Museum at Mediterranean House.
Opens in a new windowBig Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Quiet Street GR8 Locati
The Breeze: NEW Pool + HotTub + Steps to Beach + Top Restaurants & King & Prince

The Breeze: NEW Pool + HotTub + Steps to Beach + Top Restaurants & King & Prince

2 out of 5
St. Simons Island
With a stay at this vacation home in St. Simons Island, you'll be by the sea, just a 2-minute walk from Massengale Park and 5 minutes by foot from East ...
Opens in a new windowThe Breeze: NEW Pool + HotTub + Steps to Beach + Top Restaurants & King & Prince
Save an average of 15% on thousands of hotels when you're signed in
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
When you stay at this vacation home in St. Simons Island, you'll be by the sea, within a 10-minute walk of Glynn Visual Arts and East Beach.
Opens in a new windowLet Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!
Awesome 4 bed/3.5 bath pup-friendly South End Home

Awesome 4 bed/3.5 bath pup-friendly South End Home

Saint Simons Island
With a stay at this vacation home in St. Simons Island, you'll be a 2-minute walk from Demere Park and 7 minutes by foot from Massengale Park.
Opens in a new windowAwesome 4 bed/3.5 bath pup-friendly South End Home
Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi

Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi

St. Simons Island
With a stay at this vacation home in St. Simons Island, you'll be by the sea, just a 2-minute walk from East Beach and 11 minutes by foot from Massengale ...
Opens in a new windowDog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi
The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!

The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!

St Simons
The price is AU$1,838 per night from 17 Sept to 18 Sept
AU$1,838
17 Sept - 18 Sept
includes taxes & fees
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 ...
Opens in a new windowThe Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!
Savannah Cottage- Charming Cottage on Saint Simons- Golf Cart Add-on Available!

Savannah Cottage- Charming Cottage on Saint Simons- Golf Cart Add-on Available!

St. Simons Island
The price is AU$1,454 per night from 19 Sept to 20 Sept
AU$1,454
19 Sept - 20 Sept
includes taxes & fees
Located in St. Simons Island, this vacation home is next to a golf course, within a 5-minute walk of World War II Home Front Museum and East Beach.
Opens in a new windowSavannah Cottage- Charming Cottage on Saint Simons- Golf Cart Add-on Available!
Classic coastal home with game room & private hot tub - walk to beaches

Classic coastal home with game room & private hot tub - walk to beaches

St. Simons Island
A stay at this vacation home places you in the heart of St. Simons Island, steps from East Beach and 5 minutes by foot from Massengale Park.
Opens in a new windowClassic coastal home with game room & private hot tub - walk to beaches
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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
763 Holiday Homes
Lowest Price
AU$143
Highest Price
AU$1,838
Popular accommodation
NEWLY RENOVATED!! Immaculate Beach Cottage, Walk to Beaches, Restaurants, Shopping!, Big Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Quiet Street GR8 Locati, The Breeze: NEW Pool + HotTub + Steps to Beach + Top Restaurants & King & Prince, Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!, Awesome 4 bed/3.5 bath pup-friendly South End Home, Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi, The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!, Savannah Cottage- Charming Cottage on Saint Simons- Golf Cart Add-on Available!, Classic coastal home with game room & private hot tub - walk to beaches

Top trending hotels in St. Simons Island

Hampton Inn St. Simons Island

Hampton Inn St. Simons Island

2.5 out of 5
2204 Demere Rd, St. Simons Island, GA
Fully refundableReserve now, pay when you stay
The price is AU$196 per night from 27 Sept to 28 Sept
AU$196
27 Sept - 28 Sept
includes taxes & fees
With a stay at Hampton Inn St. Simons Island in St. Simons Island (Saint Simons Heights), you'll be within a 15-minute walk of Mildred Huie Museum at Mediterranean ...
Opens in a new windowHampton Inn St. Simons Island
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$143 per night from 21 Sept to 22 Sept
AU$143
21 Sept - 22 Sept
includes taxes & fees
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 ...
Opens in a new windowOcean Inn and Suites
The Inn by Sea Island

The Inn by Sea Island

3.5 out of 5
100 Salt Marsh Drive, St. Simons Island, GA
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.
Opens in a new windowThe Inn by Sea Island
Save an average of 15% on thousands of hotels when you're signed in
The King and Prince Beach & Golf Resort

The King and Prince Beach & Golf Resort

4 out of 5
201 Arnold Rd, St. Simons Island, GA
Fully refundableReserve now, pay when you stay
The price is AU$254 per night from 28 Sept to 29 Sept
AU$254
28 Sept - 29 Sept
includes taxes & fees
Located in St. Simons Island, The King and Prince Beach & Golf Resort is by the ocean, within a 5-minute drive of Glynn Visual Arts and World War II Home Front ...
Opens in a new windowThe King and Prince Beach & Golf Resort
Don't see what you're looking for?
See all available properties in St. Simons 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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.