Photo by Noel Benadom

Holiday Rentals in Chokoloskee Island

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Holiday Rentals 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

Waterfront 2 bedroom 1 bath with boat slip

10.0 out of 10, Exceptional, (38)
"This is our 2nd time renting this house. Location is perfect. Wake up, walk outside, get in your boat, and go! Will definitely stay here again and again. "
Waterfront 2 bedroom 1 bath with boat slip

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

9.6 out of 10, Exceptional, (124)
"Third time staying at this property. Great location with easy access to the park and Gulf. Boat slip included nearby. Clean, spacious well equipped unit with modern kitchen. Hosts very attentive. Looking forward to my next visit. Thanks Walter. "
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands

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.

Location, Hidden Gem, Fishing, Paradise, Sunsets, Relax on the Bay 1274 sq ft

10.0 out of 10, Exceptional, (5)
"Everything was perfect!!!!"
Location, Hidden Gem, Fishing, Paradise, Sunsets, Relax on the Bay 1274 sq ft

The Reel'em Inn, Chokoloskee Island Fisherman's Paradise

10.0 out of 10, Exceptional, (7)
"Had an enjoyable stay with all the conveniences we needed. The owners communication was outstanding and made our stay even better. Many thanks. I would recommend this home to all my friends."
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise

River Wilderness Waterfront Cabins

2.5 star property
8.6 out of 10, Excellent, (247)
"What a gem! We loved this place; perfect for the family. Right on the water and a wonderful retreat. The whole family agreed we would like to come back."
The price is €316
includes taxes & fees
29 Jan - 30 Jan
River Wilderness Waterfront Cabins

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!

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

Perfect Florida Cottage

9.8 out of 10, Exceptional, (46)
"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

Wood cabin with private dock

7.6 out of 10, Good, (9)
"We loved this place. It’s a little rustic but had everything you need, and the location is great for exploring the Everglades. I would certainly stay here again in ever back in the area. Thank you!"
The price is €229
includes taxes & fees
20 Jan - 21 Jan
Wood cabin with private dock

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

Naples Marina Getaway Studio now freshly REMODELED!

9.6 out of 10, Exceptional, (10)
"If you like quiet and secluded this is the perfect place for you! Since there wasn’t a welcome book- Deb answered all my questions in timely manner. The restaurant was closed and the washer and dryers were broken - all of which was not Deb’s fault. The listing also had a hot tub and hairdryer which we weren’t present. However the pool and shower were wonderful!"
The price is €284
includes taxes & fees
4 Jan - 5 Jan
Naples Marina Getaway Studio now freshly REMODELED!

Explore the Everglades!

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

Cozy Cottage Goodland Fl.

10.0 out of 10, Exceptional, (43)
"Close to all the local activities."
Cozy Cottage Goodland Fl.

Everglades City Cabin: Dock & Heated Pool!

8.8 out of 10, Excellent, (11)
"Good place to stay for visiting Everglades"
Everglades City Cabin: Dock & Heated Pool!

Paradise on the Bay

10.0 out of 10, Exceptional, (11)
"The apartment is very nice, cozy, super clean and with everything you need to make your stay enjoyable. The sunrise is beautiful. Very quiet area. I would come back again without hesitation."
Paradise on the 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 Getaway with Fire Pit & Grill!

10.0 out of 10, Exceptional, (1)
Naples Getaway with Fire Pit & Grill!

Extreme Naples Charters- "Comfort Zone"-Social Distancing at it's Best!

9.8 out of 10, Exceptional, (20)
"We had a great stay, & we were very comfortable. Owners were available for our questions when needed, the area was quiet at night, and the club amenities were a nice bonus."
Extreme Naples Charters- "Comfort Zone"-Social Distancing at it's Best!
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 types of properties in Chokoloskee Island you may be interested in

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, (124)
"Third time staying at this property. Great location with easy access to the park and Gulf. Boat slip included nearby. Clean, spacious well equipped unit with modern kitchen. Hosts very attentive. Looking forward to my next visit. Thanks Walter. "
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, (38)
"This is our 2nd time renting this house. Location is perfect. Wake up, walk outside, get in your boat, and go! Will definitely stay here again and again. "
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.