Book Holiday Homes in St. Simons Island

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Featured Holiday Homes in St. Simons Island

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
Book a stay at this family-friendly vacation home in St. Simons Island. Enjoy free WiFi, private pools, and a garden. Popular attractions Driftwood Beach and ...
Opens in a new windowThe Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!
Golden Hour! The Perfect Beach Home, Private Heated Pool, Steps to Beach and Marsh, Sleeps 12

Golden Hour! The Perfect Beach Home, Private Heated Pool, Steps to Beach and Marsh, Sleeps 12

Saint Simons Island
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, private pools, and a water park. Popular attractions Driftwood Beach and World War II Home ...
Opens in a new windowGolden Hour! The Perfect Beach Home, Private Heated Pool, Steps to Beach and Marsh, Sleeps 12
NEWLY RENOVATED!! Immaculate Beach Cottage, Walk to Beaches, Restaurants, Shopping!

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

St. Simons Island
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, private pools, and a water park. Popular attractions Driftwood Beach and Demere Park are located ...
Opens in a new windowNEWLY RENOVATED!! Immaculate Beach Cottage, Walk to Beaches, Restaurants, Shopping!
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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
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Driftwood Beach and Shops at Sea Island ...
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
Book a stay at this family-friendly vacation home in St. Simons Island. Enjoy free WiFi, private pools, and a water park. Popular attractions Driftwood Beach ...
Opens in a new windowThe Breeze: NEW Pool + HotTub + Steps to Beach + Top Restaurants & King & Prince
Updated Family Home, Steps to Beach, Private Heated Pool

Updated Family Home, Steps to Beach, Private Heated Pool

Saint Simons Island
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Driftwood Beach and World War II ...
Opens in a new windowUpdated Family Home, Steps to Beach, Private Heated Pool
 Pet friendly Cottage with fenced yard!

Pet friendly Cottage with fenced yard!

St Simons Island
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Driftwood Beach and Glynn Visual Arts ...
Opens in a new window Pet friendly Cottage with fenced yard!
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
Book a stay at this golf vacation home in St. Simons Island. Enjoy free WiFi, a water park, and a garden. Popular attractions Driftwood Beach and World War II ...
Opens in a new windowSavannah Cottage- Charming Cottage on Saint Simons- Golf Cart Add-on Available!
Newly Renovated Oceanfront Luxury Home - Pool, Putting Green & Steps to Village!

Newly Renovated Oceanfront Luxury Home - Pool, Putting Green & Steps to Village!

St. Simons Island
Book a stay at this beach vacation home in St. Simons Island. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Driftwood Beach and Saint ...
Opens in a new windowNewly Renovated Oceanfront Luxury Home - Pool, Putting Green & Steps to 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
751 Holiday Homes
Lowest Price
NZ$145
Highest Price
NZ$360
Popular accommodation
The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!, Golden Hour! The Perfect Beach Home, Private Heated Pool, Steps to Beach and Marsh, Sleeps 12, 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, Updated Family Home, Steps to Beach, Private Heated Pool, Pet friendly Cottage with fenced yard!, Savannah Cottage- Charming Cottage on Saint Simons- Golf Cart Add-on Available!, Newly Renovated Oceanfront Luxury Home - Pool, Putting Green & Steps to Village!

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 NZ$219 per night from 27 Sept to 28 Sept
NZ$219
27 Sept - 28 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in St. Simons Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
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 NZ$145 per night from 19 Oct to 20 Oct
NZ$145
19 Oct - 20 Oct
includes taxes & fees
Book a stay at this business-friendly hotel in St. Simons Island. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
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
Stay at this 3.5-star beach hotel in St. Simons Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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 NZ$360 per night from 21 Sept to 22 Sept
NZ$360
21 Sept - 22 Sept
includes taxes & fees
Stay at this 4-star beach hotel in St. Simons Island. Enjoy 5 outdoor pools, a beach locale, and a golf course. Our guests praise the helpful staff in our reviews. ...
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.