Photo by Noel Benadom

Holiday Homes in Chokoloskee Island

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Featured Holiday Homes in Chokoloskee Island

The Everglades House

The Everglades House

@cypresscottage

10.0 out of 10, Exceptional, (40)
"Location was great, just outside the park. The interior was stunning, as pictured, and comfortable. Amazing view of the waterway and alligators floating by. Very good communication with the owners. Thank you! "
@cypresscottage

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

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

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

9.2 out of 10, Wonderful, (15)
"Super convenient to park your boat and trailer right at your door! Decent food next door, all you need and everything we expected for our fishing trip. Will be back."
The price is AU$254
includes taxes & fees
25 Nov - 26 Nov
Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door

Explore the Everglades!

9.8 out of 10, Exceptional, (8)
"Close driving distance to all of our adventures. "
Explore the Everglades!

Lostman's Lodge -Everglades City, Sunset View,Pool

10.0 out of 10, Exceptional, (5)
"We absolutely enjoyed our stay. The house was more than adequately equipped. the pool was fantastic. The fishing was fantastic and the coach was a big help to our stay. Looking forward to our next trip there!"
Lostman's Lodge -Everglades City, Sunset View,Pool

4-bedroom house with pool steps from the dock!

9.8 out of 10, Exceptional, (30)
"This house sleeps 12. And there were exactly 12 of us plus a four month old. We had plenty of room! The house was clean and very comfortable, perfect for a family. I would definitely rent this house again. Duane was an excellent landlord. he was available via text message and email and replied immediately whenever I contacted him."
4-bedroom house with pool steps from the dock!

Deep Water Access with a Panoramic View of Chokoloskee Bay

10.0 out of 10, Exceptional, (48)
"Wonderful place to stay. LM and GM are great hosts. Place was immaculate and sitting out at night looking at the oyster bars is an amazing experience. Choko is one of the last real Florida experiences left and this property exemplifies it. Thanks again!"
Deep Water Access with a Panoramic View of Chokoloskee Bay

Waterfront home with kayaks, washer/dryer & fast WiFi

8.2 out of 10, Very good, (10)
"Great property on the water, but renters should be warned that Stan's bar is just across the canal, and the bands are really loud... all day long. The unit is could use upgrades throughout, especially in the master bath and kitchen. The photos in the listing make the space seem a lot newer and lighter than it is. Most screens had holes in them, so fresh air - especially in the evening when the mosquitoes were thick - was not an option. Not an issue in the summer, when AC 24/7 is the norm. But...
Waterfront home with kayaks, washer/dryer & fast WiFi

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

10.0 out of 10, Exceptional, (63)
"This makes my 3rd time staying here. It’s always a great time. Love the island feel. Great restaurants near by. Quiet neighborhood. Close to the Everglades. Love Tigertail beach. Be sure to book a boat tour out to the ten thousand islands. Lots of wildlife and beautiful scenery. We will be back again next year. Thank you for sharing you home with us. "
Home With Cottage Feel Offering Golf Cart, Kayaks, Bikes, Fishing

Sunny hotel-style studio with pool, game room, sauna, tennis, restaurant, gym

Sunny hotel-style studio with pool, game room, sauna, tennis, restaurant, gym

Goodland pet-friendly home w/ dock & kayaks

9.0 out of 10, Wonderful, (17)
"Property was accommodating for 6 adults. Great walking location to restaurants. Would recommend a thorough cleaning. But all was good and we enjoyed our stay."
Goodland pet-friendly home w/ dock & kayaks

Hotel-style studio near marina with game room, sauna, pool, restaurant, tennis

8.0 out of 10, Very good, (1)
"The place we stayed in Naples was god. The unit is in a resort-complex that was once a high-end facility with numerous amenities. It does show it's age. The pool is exceptionally large and beautiful. The units were located a 10 minute drive from 2 national/state parks where we saw manatees and a variety of native birds. Overall, it was a good deal for the price."
The price is AU$458
includes taxes & fees
25 Nov - 26 Nov
Hotel-style studio near marina with game room, sauna, pool, restaurant, tennis

Perfect Florida Cottage

9.8 out of 10, Exceptional, (45)
"Everything was as advertised, clean, comfortable and easy access to all things in the area. Good ole fashioned Florida town, where good fishing and eating are the topics for discussion. We went to see the skunk ape. We had a great time. Except for the skeeters , I would move there in a minute. But they are en masse. We knew when we came they are at the worst in June through September but we survived. Hope it’s not another 20 years before we go back to that area. You must drive Loop Road off...
Perfect Florida Cottage

Private Dock, Boats & Bikes Charming Canal-Side Condo w/ Screened Porch

8.6 out of 10, Excellent, (44)
"Clean and modern, plenty of supplies and especially towels. So quiet after 9 pm, slept wonderfully. The canal access allowed us to rent a boat for the week tied up out front. The only complaint would be that the bicycles are unusable. This neighborhood is wonderful for bikes, to and from the restaurants."
Private Dock, Boats & Bikes Charming Canal-Side Condo w/ Screened Porch

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

7.6 out of 10, Good, (10)
"Great location"
Upscale waterfront home with private dock, saltwater pool, lanai, grill, & W/D

Everglades Getaway w/ Deck & Water Views!

9.8 out of 10, Exceptional, (7)
"Everything was great! Kitchen was well stocked. Towels were plentiful. Cleanliness was perfect. We will be back next year. 3 couples. Plenty of room. Great location."
Everglades Getaway w/ Deck & Water Views!

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

10.0 out of 10, Exceptional, (1)
"The three of us fly fished for 3 days with local guides. This house is 3 minutes from the boat ramp. Plenty of room."
Chokoloskee-incredible fishing while enjoying Florida with friends and family.

Convenient hotel-style studio with game room, pool, tennis, kitchenette, BBQ, AC

Convenient hotel-style studio with game room, pool, tennis, kitchenette, BBQ, AC

Stilt Home in Paradise

10.0 out of 10, Exceptional, (2)
"We enjoyed the stay very much, took a 1/2 day fishing charter right from the boat launch (5 min walk), we liked having 4 decent restaurants within walking distance, several had live music! Nothing negative whatsoever to report!"
Stilt Home in Paradise
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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Other property types in Chokoloskee Island

Deep Water Access with a Panoramic View of Chokoloskee Bay

10.0 out of 10, Exceptional, (48)
"Wonderful place to stay. LM and GM are great hosts. Place was immaculate and sitting out at night looking at the oyster bars is an amazing experience. Choko is one of the last real Florida experiences left and this property exemplifies it. Thanks again!"
Deep Water Access with a Panoramic View of Chokoloskee Bay

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

9.6 out of 10, Exceptional, (121)
"Great stay"
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands

Waterfront 2 bedroom 1 bath with boat slip

10.0 out of 10, Exceptional, (37)
"The property is clean and well maintained. Boat slip as advertised. We enjoyed our stay very much "
Waterfront 2 bedroom 1 bath with boat slip
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.
Beautiful view of the beach with palm trees

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