Book Holiday Homes in St. Simons Island

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Featured Holiday Homes in St. Simons Island

New Listing!! Dog Friendly, Steps away from the beach, Restaurants, Village, and Pier.

New Listing!! Dog Friendly, Steps away from the beach, Restaurants, Village, and Pier.

Saint Simons Island
With a stay at this vacation home, you'll be centrally located in St. Simons Island, within a 5-minute drive of Saint Simons Island Pier and Demere Park.
New Listing!! Dog Friendly, Steps away from the beach, Restaurants, Village, and Pier.
New Listing! Pet Friendly, Heated Private Pool, Poolside Cabana w/ Projection TV

New Listing! Pet Friendly, Heated Private Pool, Poolside Cabana w/ Projection TV

Saint Simons Island
With a stay at this vacation home in St. Simons Island, you'll be by the sea, within a 10-minute drive of Saint Simons Island Pier and Shops at Sea Island.
New Listing! Pet Friendly, Heated Private Pool, Poolside Cabana w/ Projection TV
 Pet friendly cottage w large fenced yard. Available weekly, monthly or nightly!

Pet friendly cottage w large fenced yard. Available weekly, monthly or nightly!

St Simons Island
With a stay at this vacation home in St. Simons Island (Kings Terrace), you'll be within a 5-minute drive of Saint Simons Island Pier and Demere Park.
Pet friendly cottage w large fenced yard. Available weekly, monthly or nightly!
Save an average of 15% on thousands of hotels when you're signed in
 Pet friendly Cottage with fenced yard!

Pet friendly Cottage with fenced yard!

St. Simons Island
With a stay at this vacation home in St. Simons Island (Kings Terrace), you'll be within a 5-minute drive of Saint Simons Island Pier and Demere Park.
Pet friendly Cottage with fenced yard!
Beach House -optional BIKES - Walk 2 Shops & Fun

Beach House -optional BIKES - Walk 2 Shops & Fun

Saint Simons Island
The price is AU$401 per night from 10 Apr to 11 Apr
AU$401
includes taxes & fees
10 Apr - 11 Apr
With a stay at this vacation home in St. Simons Island, you'll be within a 10-minute drive of Saint Simons Island Pier and Mildred Huie Museum at Mediterranean ...
Beach House -optional BIKES - Walk 2 Shops & Fun
Pet Friendly Cottage, One Block to the Sand!

Pet Friendly Cottage, One Block to the Sand!

St Simons
When you stay at this vacation home in St. Simons Island, you'll be by the sea, within a 15-minute walk of Saint Simons Island Pier and East Beach.
Pet Friendly Cottage, One Block to the Sand!
Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!

Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!

Saint Simons Island
With a stay at this vacation home in St. Simons Island, you'll be within a 10-minute walk of Saint Simons Island Pier and East Beach.
Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!
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, within a 5-minute drive of Saint Simons Island Pier and East Beach.
NEWLY RENOVATED!! Immaculate Beach Cottage, Walk to Beaches, Restaurants, Shopping!
Amazing Pool on East Beach, SPA, Short Walk to Beach, 3 Kings plus, Dog Friendly

Amazing Pool on East Beach, SPA, Short Walk to Beach, 3 Kings plus, Dog Friendly

St. Simons Island
With a stay at this vacation home in St. Simons Island (East Beach), you'll be within a 10-minute drive of Saint Simons Island Pier and East Beach.
Amazing Pool on East Beach, SPA, Short Walk to Beach, 3 Kings plus, Dog Friendly
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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
727 Holiday Homes
Lowest Price
AU$242
Highest Price
AU$520
Popular accommodation
New Listing!! Dog Friendly, Steps away from the beach, Restaurants, Village, and Pier., New Listing! Pet Friendly, Heated Private Pool, Poolside Cabana w/ Projection TV, Pet friendly cottage w large fenced yard. Available weekly, monthly or nightly!, Pet friendly Cottage with fenced yard!, Beach House -optional BIKES - Walk 2 Shops & Fun, Pet Friendly Cottage, One Block to the Sand!, Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!, NEWLY RENOVATED!! Immaculate Beach Cottage, Walk to Beaches, Restaurants, Shopping!, Amazing Pool on East Beach, SPA, Short Walk to Beach, 3 Kings plus, Dog Friendly

Top trending hotels in 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$288 per night from 14 Apr to 15 Apr
AU$288
includes taxes & fees
14 Apr - 15 Apr
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
The King and Prince Beach & Golf Resort

The King and Prince Beach & Golf Resort

3.5 out of 5
201 Arnold Rd, St. Simons Island, GA
Fully refundableReserve now, pay when you stay
The price is AU$520 per night from 3 Apr to 4 Apr
AU$520
includes taxes & fees
3 Apr - 4 Apr
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 ...
The King and Prince Beach & Golf Resort
Best Western Plus St. Simons

Best Western Plus St. Simons

2.5 out of 5
301 Main Street, St. Simons Island, GA
Fully refundableReserve now, pay when you stay
The price is AU$242 per night from 13 Apr to 14 Apr
AU$242
includes taxes & fees
13 Apr - 14 Apr
With a stay at Best Western Plus St. Simons in St. Simons Island, you'll be near the beach, within a 10-minute drive of Saint Simons Island Pier and Gascoigne ...
Best Western Plus St. Simons
Save an average of 15% on thousands of hotels when you're signed in
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$273 per night from 3 Apr to 4 Apr
AU$273
includes taxes & fees
3 Apr - 4 Apr
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
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.