Book Holiday Homes in St. Simons Island

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Featured Holiday Homes in St. Simons Island

Walk to Beach • 14 minute walk to Village • Outdoor Shower • Porch Swing

Walk to Beach • 14 minute walk to Village • Outdoor Shower • Porch Swing

St. Simons Island
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Saint Simons Island Pier and Driftwood ...
Walk to Beach • 14 minute walk to Village • Outdoor Shower • Porch Swing
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 Saint Simons Island ...
The Breeze: NEW Pool + HotTub + Steps to Beach + Top Restaurants & King & Prince
Easy walk to the Beach! Completely Renovated Beach Escape! Private Backyard!

Easy walk to the Beach! Completely Renovated Beach Escape! Private Backyard!

Saint Simons Island
Book a stay at this golf vacation home in St. Simons Island. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Saint Simons Island Pier ...
Easy walk to the Beach! Completely Renovated Beach Escape! Private Backyard!
Save an average of 15% on thousands of hotels when you're signed in
450 ft to East Beach • 2 Kings • Pet Friendly • Sleeps 6 • St. Simons Island

450 ft to East Beach • 2 Kings • Pet Friendly • Sleeps 6 • St. Simons Island

Saint Simons Island
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Saint Simons Island Pier and Driftwood ...
450 ft to East Beach • 2 Kings • Pet Friendly • Sleeps 6 • St. Simons Island
Heated Pool • Sleeps 12 • Pet Friendly • Walk to Village • 2 Kitchens

Heated Pool • Sleeps 12 • Pet Friendly • Walk to Village • 2 Kitchens

St Simons Island
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, private pools, and a water park. Popular attractions Saint Simons Island Pier and Driftwood ...
Heated Pool • Sleeps 12 • Pet Friendly • Walk to Village • 2 Kitchens
Lemon Tree in Sea Palms. Pet Friendly, Private Pool

Lemon Tree in Sea Palms. Pet Friendly, Private Pool

Saint Simons Island
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, private pools, and a water park. Popular attractions Saint Simons Island Pier and Sea Palms ...
Lemon Tree in Sea Palms. Pet Friendly, Private Pool
Home on East Beach with Elevator and Game Room!

Home on East Beach with Elevator and Game Room!

Saint Simons Island
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, laundry facilities, and a pool table. Popular attractions Saint Simons Island Pier and Driftwood ...
Home on East Beach with Elevator and Game Room!
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 Saint Simons Island Pier and Driftwood ...
Savannah Cottage- Charming Cottage on Saint Simons- Golf Cart Add-on Available!
Blue Skies Cottage! Fun South Island Beach Cottage, Fire Pit, Private Backyard Close to EVERYTHING!

Blue Skies Cottage! Fun South Island Beach Cottage, Fire Pit, Private Backyard Close to EVERYTHING!

St. Simons Island
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Saint Simons Island Pier and Driftwood ...
Blue Skies Cottage! Fun South Island Beach Cottage, Fire Pit, Private Backyard Close to EVERYTHING!
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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
748 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Walk to Beach • 14 minute walk to Village • Outdoor Shower • Porch Swing, The Breeze: NEW Pool + HotTub + Steps to Beach + Top Restaurants & King & Prince, Easy walk to the Beach! Completely Renovated Beach Escape! Private Backyard!, 450 ft to East Beach • 2 Kings • Pet Friendly • Sleeps 6 • St. Simons Island, Heated Pool • Sleeps 12 • Pet Friendly • Walk to Village • 2 Kitchens, Lemon Tree in Sea Palms. Pet Friendly, Private Pool, Home on East Beach with Elevator and Game Room!, Savannah Cottage- Charming Cottage on Saint Simons- Golf Cart Add-on Available!, Blue Skies Cottage! Fun South Island Beach Cottage, Fire Pit, Private Backyard Close to EVERYTHING!

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
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 ...
Ocean Inn and Suites
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
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. ...
The King and Prince Beach & Golf Resort
Holiday Inn Express Saint Simons Island by IHG

Holiday Inn Express Saint Simons Island by IHG

2.5 out of 5
299 Main St, St. Simons Island, GA
Fully refundable
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 in our ...
Holiday Inn Express Saint Simons Island by IHG
Save an average of 15% on thousands of hotels when you're signed in
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
Book a stay at this business-friendly hotel in St. Simons Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
Best Western Plus St. Simons
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.

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^Subject to availability and chosen travel dates.