Book Holiday Homes in Cumberland Island

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Featured Holiday Homes in Cumberland Island

Studio Unit

Studio Unit

Fernandina Beach
When you stay at this vacation home in Fernandina Beach, you'll be near the beach, within a 10-minute walk of Seaside Park and Fernandina Beach.
Studio Unit
Anchors Away on Jekyll Island | 3 Bed, 2 Bath

Anchors Away on Jekyll Island | 3 Bed, 2 Bath

Jekyll Island
With a stay at this vacation home in Jekyll Island, you'll be by the sea, within a 5-minute drive of Driftwood Beach and Americana Beach.
Anchors Away on Jekyll Island | 3 Bed, 2 Bath
Walk to Ferry/ Private Pool/ Dogs ok!/ Fenced Yard/ Entire Home

Walk to Ferry/ Private Pool/ Dogs ok!/ Fenced Yard/ Entire Home

St. Marys
With a stay at this vacation home in St. Marys, you'll be within a 15-minute drive of Naval Submarine Base Kings Bay and Cumberland Island National ...
Walk to Ferry/ Private Pool/ Dogs ok!/ Fenced Yard/ Entire Home
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Garden Cottage 01  Sand, Sun and Summertime...  THE COTTAGES AT JEKYLL ISLAND...

Garden Cottage 01 Sand, Sun and Summertime... THE COTTAGES AT JEKYLL ISLAND...

Jekyll Island
With a stay at this vacation home in Jekyll Island, you'll be within a 5-minute drive of Driftwood Beach and Americana Beach.
Garden Cottage 01 Sand, Sun and Summertime... THE COTTAGES AT JEKYLL ISLAND...
Pet Friendly | Ocean Views | Across the Road from the Beach | The Round House

Pet Friendly | Ocean Views | Across the Road from the Beach | The Round House

Fernandina Beach
With a stay at this vacation home in Fernandina Beach, you'll be by the sea, just a 1-minute walk from Fernandina Beach and 10 minutes by foot from Egan's Creek ...
Pet Friendly | Ocean Views | Across the Road from the Beach | The Round House
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
With a stay at this vacation home in St. Simons Island (Saint Simons Heights), you'll be within a 10-minute drive of Saint Simons Island Pier and Mildred Huie ...
New 1250sqft stylish 2bd 2bth cottage AC/WiFi full kitch sunny St. Simons Island
Southern Charm meets Modern Island Living Family Vacation Home

Southern Charm meets Modern Island Living Family Vacation Home

Fernandina Beach
Located in Fernandina Beach, this vacation home is within a 5-minute drive of Island Falls Golf and Seaside Park.
Southern Charm meets Modern Island Living Family Vacation Home
Newly Updated 2 Bed/1.5 Bath Townhome-3 Minute Walk to Beach-Best Deal Around!!

Newly Updated 2 Bed/1.5 Bath Townhome-3 Minute Walk to Beach-Best Deal Around!!

Fernandina Beach
With a stay at this vacation home, you'll be centrally located in Fernandina Beach, just a 4-minute walk from Fernandina Beach and 10 minutes by foot from Seaside ...
Newly Updated 2 Bed/1.5 Bath Townhome-3 Minute Walk to Beach-Best Deal Around!!
Historic 5 Bedroom Home, Walk To Cumberland Island Ferry

Historic 5 Bedroom Home, Walk To Cumberland Island Ferry

St Marys
With a stay at this vacation home, you'll be centrally located in St. Marys, within a 15-minute drive of Naval Submarine Base Kings Bay and St. Marys Welcome ...
Historic 5 Bedroom Home, Walk To Cumberland Island Ferry
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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.

Cumberland 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 Cumberland Island vacation homes are the perfect way for you to wing it.

Holiday houses in Cumberland 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 Cumberland 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 Cumberland Island adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cumberland 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 Cumberland 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.

Cumberland Island Holiday Homes essential information

Accommodation
1432 Holiday Homes
Lowest Price
AU$139
Highest Price
AU$340
Popular accommodation
Studio Unit, Anchors Away on Jekyll Island | 3 Bed, 2 Bath, Walk to Ferry/ Private Pool/ Dogs ok!/ Fenced Yard/ Entire Home , Garden Cottage 01 Sand, Sun and Summertime... THE COTTAGES AT JEKYLL ISLAND..., Pet Friendly | Ocean Views | Across the Road from the Beach | The Round House, New 1250sqft stylish 2bd 2bth cottage AC/WiFi full kitch sunny St. Simons Island, Southern Charm meets Modern Island Living Family Vacation Home, Newly Updated 2 Bed/1.5 Bath Townhome-3 Minute Walk to Beach-Best Deal Around!!, Historic 5 Bedroom Home, Walk To Cumberland Island Ferry

Top trending hotels in Cumberland Island

Amelia Hotel at the Beach

Amelia Hotel at the Beach

2.5 out of 5
1997 S Fletcher Ave, Fernandina Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 12 Nov to 13 Nov
AU$139
includes taxes & fees
12 Nov - 13 Nov
When you a stay at Amelia Hotel at the Beach in Fernandina Beach, you'll be in the historical district, just steps from Seaside Park and Fernandina Beach.
Amelia Hotel at the Beach
Omni Amelia Island Resort

Omni Amelia Island Resort

4 out of 5
39 Beach Lagoon Road, Fernandina Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$340 per night from 30 Nov to 1 Dec
AU$340
includes taxes & fees
30 Nov - 1 Dec
With a stay at Omni Amelia Island Resort in Fernandina Beach, you'll be 3.3 mi (5.3 km) from Fort George Island Cultural State Park and 11.4 mi (18.3 km) from ...
Omni Amelia Island Resort
Ocean Coast Hotel at the Beach Amelia Island

Ocean Coast Hotel at the Beach Amelia Island

3 out of 5
2707 Sadler Road, Fernandina Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$189 per night from 18 Nov to 19 Nov
AU$189
includes taxes & fees
18 Nov - 19 Nov
Located in Fernandina Beach, Ocean Coast Hotel at the Beach Amelia Island is by the ocean, within a 5-minute walk of Seaside Park and Fernandina Beach.
Ocean Coast Hotel at the Beach Amelia Island
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The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
8 Amelia Village Circle, Amelia Island, Fernandina Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$339 per night from 6 Dec to 7 Dec
AU$339
includes taxes & fees
6 Dec - 7 Dec
With a stay at The Villas of Amelia Island in Fernandina Beach, you'll be 1.3 mi (2 km) from Fort George Island Cultural State Park and 10 mi (16 km) from Fort ...
The Villas of Amelia Island
Don't see what you're looking for?
See all available properties in Cumberland 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.