Book Holiday Homes in St. Simons Island

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Featured Holiday Homes in St. Simons Island

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

Saint Simons Island
Book a stay at this family-friendly vacation home in St. Simons Island. Enjoy free WiFi, private pools, and a water park. Our guests praise the pool and the ...
Opens in a new windowAmazing Pool on East Beach, SPA, Short Walk to Beach, 3 Kings plus, Dog Friendly
Abundant Amenities! Pool, Bikes, Near to beach!

Abundant Amenities! Pool, Bikes, Near to beach!

Saint Simons Island
Book a stay at this family-friendly vacation home in St. Simons Island. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Driftwood ...
Opens in a new windowAbundant Amenities! Pool, Bikes, Near to beach!
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
Stay at this vacation home in St. Simons Island. Enjoy private pools, laundry facilities, and patios. Popular attractions Driftwood Beach and St. Simons Lighthouse ...
Opens in a new windowSassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!
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Beach House -optional BIKES - Walk 2 Shops & Fun

Beach House -optional BIKES - Walk 2 Shops & Fun

Saint Simons Island
The price is NZ$370 per night from 20 Nov to 21 Nov
NZ$370
20 Nov - 21 Nov
includes taxes & fees
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Our guests praise the helpful staff in our ...
Opens in a new windowBeach House -optional BIKES - Walk 2 Shops & Fun
Breathtaking, Newly Remodeled Top Floor Oceanfront Views - St. Simons Grand condo

Breathtaking, Newly Remodeled Top Floor Oceanfront Views - St. Simons Grand condo

Saint Simons Island
Book a stay at this beach vacation home in St. Simons Island. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Driftwood Beach and Massengale ...
Opens in a new windowBreathtaking, Newly Remodeled Top Floor Oceanfront Views - St. Simons Grand condo
New 2 Bedroom Beach Cottage! One block to Beach! By CrabDaddy's and Crab Trap!

New 2 Bedroom Beach Cottage! One block to Beach! By CrabDaddy's and Crab Trap!

St. Simons
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Driftwood Beach and Massengale Park are ...
Opens in a new windowNew 2 Bedroom Beach Cottage! One block to Beach! By CrabDaddy's and Crab Trap!
♥ of SSI Bungalow 2, Quick walk to beach and food ☼

♥ of SSI Bungalow 2, Quick walk to beach and food ☼

St. Simons Island
Stay at this vacation home in St. Simons Island. Enjoy 4 outdoor pickleball courts, laundry facilities, and tennis courts. Popular attractions Driftwood Beach ...
Opens in a new window♥ of SSI Bungalow 2, Quick walk to beach and food ☼
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 laundry facilities. Popular attractions Driftwood Beach and Saint Simons ...
Opens in a new windowOyster Shell Cottage
2BR Townhome w/Comm Pool | Patio | Grills | Stocked Kitchen | King Bed | Extended Stay Welcome

2BR Townhome w/Comm Pool | Patio | Grills | Stocked Kitchen | King Bed | Extended Stay Welcome

2 out of 5
St. Simons Island
Stay at this vacation home in St. Simons Island. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Driftwood Beach and Glynn Visual Arts ...
Opens in a new window2BR Townhome w/Comm Pool | Patio | Grills | Stocked Kitchen | King Bed | Extended Stay Welcome
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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
741 Holiday Homes
Lowest Price
NZ$155
Highest Price
NZ$370
Popular accommodation
Amazing Pool on East Beach, SPA, Short Walk to Beach, 3 Kings plus, Dog Friendly, Abundant Amenities! Pool, Bikes, Near to beach!, Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!, Beach House -optional BIKES - Walk 2 Shops & Fun, Breathtaking, Newly Remodeled Top Floor Oceanfront Views - St. Simons Grand condo, New 2 Bedroom Beach Cottage! One block to Beach! By CrabDaddy's and Crab Trap!, ♥ of SSI Bungalow 2, Quick walk to beach and food ☼, Oyster Shell Cottage, 2BR Townhome w/Comm Pool | Patio | Grills | Stocked Kitchen | King Bed | Extended Stay Welcome

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$203 per night from 1 Dec to 2 Dec
NZ$203
1 Dec - 2 Dec
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$155 per night from 30 Nov to 1 Dec
NZ$155
30 Nov - 1 Dec
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
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
The price is NZ$200 per night from 10 Nov to 11 Nov
NZ$200
10 Nov - 11 Nov
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 in our ...
Opens in a new windowHoliday Inn Express Saint Simons Island by IHG
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 NZ$256 per night from 4 Nov to 5 Nov
NZ$256
4 Nov - 5 Nov
includes taxes & fees
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 ...
Opens in a new windowSaint 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.