Book Holiday Homes in Summerland Key
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Featured Holiday Homes in Summerland Key
Old Florida Style, wrap around porch, boat basin for dockage, open water
Beachside @ Torchview Waterfront Retreat
3 night minimum! Spectacular Ocean Views!
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Lower Keys paradise
Ocean Front - Private 56' Dock
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 | 273 Holiday Homes |
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Lowest Price | AU$311 |
Highest Price | AU$1,459 |
Popular accommodation | Old Florida Style, wrap around porch, boat basin for dockage, open water, Beachside @ Torchview Waterfront Retreat , 3 night minimum! Spectacular Ocean Views!, Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security, Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5, COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!, Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Lower Keys paradise, Ocean Front - Private 56' Dock |
Holiday Homes in Summerland Key
Top Locations for Holiday Homes in Summerland Key
Top trending hotels in Summerland Key
Looe Key Reef Resort
Parmer's Resort
Sugar Loaf Lodge
Sugarloaf Key Hotel at KOA Resort
More ways to explore Summerland Key
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.