Photo by Noel Benadom

Chokoloskee Island Holiday Rentals

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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

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

9.6 out of 10, Exceptional, (124)
"Great place to stay. Very clean. Close to everything you need while down there!! "
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, (40)
"We had an excellent stay and enjoyed our visit to Chokoloskee very much. We appreciated having the boat right out the front door along with the grill and picnic table. The interior of the residence was very clean and nicely appointed. It had everything we needed. The neighbors were very friendly and bait/fuel, etc was only a short distance away. The host, Heather, is readily available, informative and a pleasure to talk to. Great place! "
Waterfront 2 bedroom 1 bath with boat slip

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, (248)
"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 AU$528
includes taxes & fees
27 Jan - 28 Jan
River Wilderness Waterfront Cabins

4-bedroom house with pool steps from the dock!

10.0 out of 10, Exceptional, (32)
"The house waa great the kids loved the bunk room and enjoyed the pool."
4-bedroom house with pool steps from the dock!

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 AU$411
includes taxes & fees
1 Feb - 2 Feb
Naples Marina Getaway Studio now freshly REMODELED!

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

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!"
Wood cabin with private dock

Cozy Cottage Goodland Fl.

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

Perfect Florida Cottage

9.8 out of 10, Exceptional, (47)
"Close to Great Cypress and Everglades parks. Also great fishing four hours caught over 50 fish. Lots of local restaurants."
Perfect Florida Cottage

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

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

9.8 out of 10, Exceptional, (20)
"We didn’t know what to expect, as we had never stayed on a boat. It was so fun. Chris and Tia were great. The accommodations were wonderful for family game time. we loved being on the water."
Extreme Naples Charters- "Comfort Zone"-Social Distancing at it's Best!

Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

9.6 out of 10, Exceptional, (4)
"Loved the actual condo. Exactly as described / shown. The actual resort is a bit lacking.. ton of potential. Location is great..close enough but far enough away. Thank you for allowing us to stay!"
The price is AU$503
includes taxes & fees
20 Jan - 21 Jan
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

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!

Naples Studio w/ Community Pool & Tennis Courts!

10.0 out of 10, Exceptional, (1)
"This place was so nice, my favorite on this trip we stayed at, everyone was so friendly "
Naples Studio w/ Community Pool & Tennis Courts!

Explore the Everglades!

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

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

Sunny hotel-style studio with pool, game room, sauna, tennis, restaurant, gym
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)
"Great place to stay. Very clean. Close to everything you need while down there!! "
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, (40)
"We had an excellent stay and enjoyed our visit to Chokoloskee very much. We appreciated having the boat right out the front door along with the grill and picnic table. The interior of the residence was very clean and nicely appointed. It had everything we needed. The neighbors were very friendly and bait/fuel, etc was only a short distance away. The host, Heather, is readily available, informative and a pleasure to talk to. Great place! "
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.