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
Book a stay at this golf vacation home in St. Simons Island. Enjoy free WiFi, a water park, and tennis courts. Popular attractions Saint Simons Island Pier and ...
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 NZ$667 per night from 24 Nov to 25 Nov
NZ$667
includes taxes & fees
24 Nov - 25 Nov
Book a stay at this family-friendly vacation home in St. Simons Island. Enjoy free WiFi, a garden, and patios. Popular attractions Saint Simons Island Pier and ...
Beach Villa - Golf Cart and Bikes included!
BRAND New Luxury Beach Home

BRAND New Luxury Beach Home

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 Saint Simons Island Pier ...
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
Book a stay at this family-friendly vacation home in St. Simons Island. Enjoy a water park, a garden, and patios. Popular attractions Saint Simons Island Pier ...
Cute, cozy, convenient! 1 mile from the beach & 1 mile from the village!
Oyster Shell Cottage

Oyster Shell Cottage

St Simons Island
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, a beach locale, and patios. Popular attractions Saint Simons Island Pier and Driftwood Beach ...
Oyster Shell Cottage
Best pools on the island! Right off the Beach!

Best pools on the island! Right off the Beach!

St. Simons
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Saint Simons Island ...
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
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 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
Stay at this vacation home in St. Simons Island. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Saint Simons Island ...
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
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 ...
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
NZ$253
Highest Price
NZ$667
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

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$253 per night from 24 Nov to 25 Nov
NZ$253
includes taxes & fees
24 Nov - 25 Nov
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
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 NZ$286 per night from 2 Dec to 3 Dec
NZ$286
includes taxes & fees
2 Dec - 3 Dec
Book a stay at this golf hotel in St. Simons Island. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff and the clean rooms ...
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 NZ$253 per night from 24 Nov to 25 Nov
NZ$253
includes taxes & fees
24 Nov - 25 Nov
Stay at this 3-star hotel in St. Simons Island. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff ...
Saint Simons Inn by the Lighthouse
Save an average of 15% on thousands of hotels when you're signed in
The Inn by Sea Island

The Inn by Sea Island

3.5 out of 5
100 Salt Marsh Drive, St. Simons Island, GA
Fully refundableReserve now, pay when you stay
The price is NZ$273 per night from 25 Nov to 26 Nov
NZ$273
includes taxes & fees
25 Nov - 26 Nov
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 ...
The Inn by Sea Island
Don't see what you're looking for?
See all available properties in St. Simons Island
View all properties
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.