Book Holiday Homes in Chokoloskee

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Featured Holiday Homes in Chokoloskee

Waterfront home with kayaks, washer/dryer & fast WiFi

Waterfront home with kayaks, washer/dryer & fast WiFi

Goodland
Stay at this vacation home in Goodland. Enjoy cable/satellite TV service, an in-room coffeemaker, and air conditioning. Popular attractions Goodland Boating ...
Waterfront home with kayaks, washer/dryer & fast WiFi
Perfect Florida Cottage

Perfect Florida Cottage

Everglades City
Stay at this vacation home in Everglades City. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Museum of the Everglades and Gulf ...
Perfect Florida Cottage
Explore the Everglades!

Explore the Everglades!

Everglades City
Stay at this vacation home in Everglades City. Enjoy free WiFi, a garden, and patios. Popular attractions Museum of the Everglades and Gulf Coast Visitor Center ...
Explore the Everglades!
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4-bedroom house with pool steps from the dock!

4-bedroom house with pool steps from the dock!

Everglades City
Stay at this vacation home in Everglades City. Enjoy free WiFi, private pools, and a garden. Popular attractions Museum of the Everglades and Gulf Coast Visitor ...
4-bedroom house with pool steps from the dock!
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
Splendid studio with heated pool, game room, tennis, restaurant, sauna, gym, BBQ

Splendid studio with heated pool, game room, tennis, restaurant, sauna, gym, BBQ

Naples
Stay at this vacation home in Naples. Enjoy a water park, a fitness center, and tennis courts. Popular attractions Rookery Bay Reserve Lands and Marsh Trail ...
Splendid studio with heated pool, game room, tennis, restaurant, sauna, gym, BBQ
Upscale waterfront home with private dock, saltwater pool, lanai, grill, & W/D

Upscale waterfront home with private dock, saltwater pool, lanai, grill, & W/D

Naples
Stay at this vacation home in Naples. Enjoy private pools, a garden, and patios. Popular attractions Rookery Bay Reserve Lands and Marsh Trail Trailhead are ...
Upscale waterfront home with private dock, saltwater pool, lanai, grill, & W/D
Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door

Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door

Everglades City
Fully refundable
Stay at this vacation home in Everglades City. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Museum of the Everglades ...
Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door
Stilt Home in Paradise

Stilt Home in Paradise

Goodland
Stay at this vacation home in Goodland. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Goodland Boating Park and Rookery Bay National ...
Stilt Home in Paradise
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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.

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
69 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Waterfront home with kayaks, washer/dryer & fast WiFi, Perfect Florida Cottage, Explore the Everglades!, 4-bedroom house with pool steps from the dock!, Deep Water Access with a Panoramic View of Chokoloskee Bay, Splendid studio with heated pool, game room, tennis, restaurant, sauna, gym, BBQ, Upscale waterfront home with private dock, saltwater pool, lanai, grill, & W/D, Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door, Stilt Home in Paradise

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
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
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
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Chokoloskee-incredible fishing while enjoying Florida with friends and family.

Chokoloskee-incredible fishing while enjoying Florida with friends and family.

Ochopee
Stay at this vacation home in Chokoloskee. Enjoy patios and air conditioning. Popular attractions Chokoloskee Bay and Gulf Coast Visitor Center are located ...
Chokoloskee-incredible fishing while enjoying Florida with friends and family.
Don't see what you're looking for?
See all available properties in Chokoloskee
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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.