Book Holiday Homes in Cumberland Island
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Featured Holiday Homes in Cumberland Island

The Villas of Amelia Island

Studio Unit

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

1921 Osborne Suite 7 B

1 Bedroom Unit

The Breeze: NEW Pool + HotTub + Steps to Beach + Top Restaurants & King & Prince

Captain`s House A3-Ocean Views | 2 Bed, 2 Bath

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
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 | 1774 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | The Villas of Amelia Island, Studio Unit, Walk to Beach • 14 minute walk to Village • Outdoor Shower • Porch Swing, 1921 Osborne Suite 7 B, 1 Bedroom Unit, The Breeze: NEW Pool + HotTub + Steps to Beach + Top Restaurants & King & Prince, Captain`s House A3-Ocean Views | 2 Bed, 2 Bath, 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 |
Holiday Homes in Cumberland Island
More accommodations in Cumberland Island
Top trending hotels in Cumberland Island

Amelia Hotel at the Beach

Ocean Coast Hotel at the Beach Amelia Island

Omni Amelia Island Resort & Spa

Seaside Amelia Inn
More ways to explore Cumberland Island
Top picks
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^Subject to availability and chosen travel dates.