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

Holiday houses in Chokoloskee 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 Chokoloskee 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 Chokoloskee adventures, obvs.

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

Chokoloskee Holiday Homes essential information

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Deep Water Access with a Panoramic View of Chokoloskee Bay, Waterfront 2 bedroom 1 bath with boat slip, Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands, Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Top trending hotels in Chokoloskee

Deep Water Access with a Panoramic View of Chokoloskee Bay

Deep Water Access with a Panoramic View of Chokoloskee Bay

Chokoloskee
Book a stay at this beach vacation home in Chokoloskee. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Chokoloskee Bay and Gulf Coast Visitor ...
Deep Water Access with a Panoramic View of Chokoloskee Bay
Waterfront 2 bedroom 1 bath with boat slip

Waterfront 2 bedroom 1 bath with boat slip

Chokoloskee
Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Chokoloskee Bay and Gulf Coast Visitor Center are located nearby.
Waterfront 2 bedroom 1 bath with boat slip
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands

Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands

Chokoloskee
Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Chokoloskee Bay and Gulf Coast Visitor Center are located nearby.
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
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Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Chokoloskee
Enjoy air conditioning. Popular attractions Chokoloskee Bay and Gulf Coast Visitor Center are located nearby.
Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park
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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.