Book Holiday Homes in Chokoloskee
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Featured Holiday Homes in Chokoloskee

Waterfront home with kayaks, washer/dryer & fast WiFi

Waterfront retreat with bay views, dog-friendly, & snowbird-ready

Perfect Florida Cottage

Goodland pet-friendly home w/ dock & kayaks

Full 3-bedroom Canal Front home, in Goodland Fl

Home With Cottage Feel Offering Golf Cart, Kayaks, Bikes, Fishing

4-bedroom house with pool steps from the dock!

@cypresscottage

Everglades Getaway w/ Deck & Water Views!
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
Accommodation | 82 Holiday Homes |
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Lowest Price | NZ$818 |
Highest Price | NZ$818 |
Popular accommodation | Waterfront home with kayaks, washer/dryer & fast WiFi, Waterfront retreat with bay views, dog-friendly, & snowbird-ready, Perfect Florida Cottage, Goodland pet-friendly home w/ dock & kayaks, Full 3-bedroom Canal Front home, in Goodland Fl, Home With Cottage Feel Offering Golf Cart, Kayaks, Bikes, Fishing, 4-bedroom house with pool steps from the dock!, @cypresscottage, Everglades Getaway w/ Deck & Water Views! |
More accommodations in Chokoloskee
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Deep Water Access with a Panoramic View of Chokoloskee Bay

The Ultimate Fishing Retreat- Comfortable and Convenient!

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

Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
More ways to explore Chokoloskee
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^Subject to availability and chosen travel dates.