Book Holiday Homes in Summerland Key
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Featured Holiday Homes in Summerland Key
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Kelly's Kabin - Adorable Private Summerland Key Cottage
20 MINUTES TO KEY WEST , BOATERS PARADISE
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear
Latitudes - Ocean front with pool
Summerland Key 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 Summerland Key vacation homes are the perfect way for you to wing it.
Holiday houses in Summerland Key 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 Summerland Key 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 Summerland Key adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Summerland Key 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 Summerland Key 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.
Summerland Key Holiday Homes essential information
Accommodation | 283 Holiday Homes |
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Lowest Price | AU$207 |
Highest Price | AU$946 |
Popular accommodation | Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West, Kelly's Kabin - Adorable Private Summerland Key Cottage, 20 MINUTES TO KEY WEST , BOATERS PARADISE, WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS, COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!, Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West, Just 20 miles from Key West! Oceanfront, dockage, swimming pool, Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear, Latitudes - Ocean front with pool |
Holiday Homes in Summerland Key
Top Locations for Holiday Homes in Summerland Key
More accommodations in Summerland Key
Top trending hotels in Summerland Key
Parmer's Resort
Sugarloaf Key Hotel at KOA Resort
Looe Key Reef Resort
Sugar Loaf Lodge
More ways to explore Summerland Key
Top picks
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^Subject to availability and chosen travel dates.