Book Holiday Homes in Summerland Key
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Featured Holiday Homes in Summerland Key

Sugarloaf Key RV Resort & Cottages

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Old Florida Style, wrap around porch, boat basin for dockage, open water

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out

SAVE BIG $$$ APRIL! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Tranquility Bayview House-Ocean Front with pool, boat basin and boat ramp

OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS
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 | 380 Holiday Homes |
|---|---|
Lowest Price | NZ$319 |
Highest Price | NZ$1,384 |
Popular accommodation | Sugarloaf Key RV Resort & Cottages, Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West, Old Florida Style, wrap around porch, boat basin for dockage, open water, Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!, Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill, Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out, SAVE BIG $$$ APRIL! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!, Tranquility Bayview House-Ocean Front with pool, boat basin and boat ramp, OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS |
Top trending hotels in Summerland Key

Parmer's Resort

Sugarloaf Key Hotel at KOA Resort

Sugar Loaf Lodge

Sugarloaf Key RV Resort & Cottages
More ways to explore Summerland Key
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
