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Chokoloskee Island Holiday Rentals

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Holiday Rentals in Chokoloskee Island

Our top choices for Chokoloskee Island holiday rentals

Deep Water Access with a Panoramic View of Chokoloskee Bay
Property grounds

Deep Water Access with a Panoramic View of Chokoloskee Bay

10.0 out of 10, Exceptional, (54)
"Property was in great location Property owner was friendly "
Deep Water Access with a Panoramic View of Chokoloskee Bay
The Ultimate Fishing Retreat- Comfortable and Convenient!
Fridge, microwave, oven, stovetop

The Ultimate Fishing Retreat- Comfortable and Convenient!

2.0 star property
9.8 out of 10, Exceptional, (11)
"Great place"
The price is HK$1,368
HK$3,577 total
includes taxes & fees
25 Aug - 26 Aug
The Ultimate Fishing Retreat- Comfortable and Convenient!
Waterfront 2 bedroom 1 bath with boat slip
Fridge, microwave, oven, stovetop

Waterfront 2 bedroom 1 bath with boat slip

10.0 out of 10, Exceptional, (46)
"We enjoyed our stay."
Waterfront 2 bedroom 1 bath with boat slip
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
Interior

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

9.6 out of 10, Exceptional, (131)
"Well represented "
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park
Property grounds

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

10.0 out of 10, Exceptional, (4)
"Will book again"
Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park
Chokoloskee-incredible fishing while enjoying Florida with friends and family.
Outdoor dining

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

10.0 out of 10, Exceptional, (3)
"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.
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise
Outdoor dining

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

10.0 out of 10, Exceptional, (9)
"Fantastic house, quiet ,extremely clean and well stock, we loved it and would love to come back in the near future .Thank you Maureen and Brock for this dream place Maria and Richard G"
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise
@cypresscottage
Property grounds

@cypresscottage

10.0 out of 10, Exceptional, (47)
"We had a great stat and would absolutely stay here again"
@cypresscottage
Cottage retreat with walking distance to the Dock 🐠
Outdoor dining

Cottage retreat with walking distance to the Dock 🐠

9.4 out of 10, Exceptional, (44)
"The owners were very nice and full of information. Great place to stay in the middle of the town minutes from everything!"
Cottage retreat with walking distance to the Dock 🐠
Naples Marina Getaway Studio now freshly REMODELED!
Marina

Naples Marina Getaway Studio now freshly REMODELED!

9.6 out of 10, Exceptional, (14)
"Best stay I've had in a very long time. The place is awesome, great restaurant, nice and quiet, and close to everything. Will visit again!! "
The price is HK$668
HK$1,687 total
includes taxes & fees
28 Aug - 29 Aug
Naples Marina Getaway Studio now freshly REMODELED!
Getaway in the Everglades
Outdoor dining

Getaway in the Everglades

10.0 out of 10, Exceptional, (38)
"This was an amazing place with old Florida charm."
Getaway in the Everglades
River Wilderness Waterfront Cabins
Outdoor pool

River Wilderness Waterfront Cabins

2.5 star property
8.6 out of 10, Excellent, (268)
"I would recommend this place for pure rest and relaxation "
The price is HK$1,641
HK$1,871 total
includes taxes & fees
25 Aug - 26 Aug
River Wilderness Waterfront Cabins
Cozy Cottage Goodland Fl.
Property grounds

Cozy Cottage Goodland Fl.

10.0 out of 10, Exceptional, (50)
"Positive"
Cozy Cottage Goodland Fl.
Sunrise Waterfront Cottage
Fridge, microwave, oven, coffee/tea maker

Sunrise Waterfront Cottage

10.0 out of 10, Exceptional, (44)
"The host always responded to my emails quickly and was very accommodating during my stay, she and her husband was great."
The price is HK$1,290
HK$2,844 total
includes taxes & fees
25 Aug - 26 Aug
Sunrise Waterfront Cottage
The Everglades House
Outdoor dining

The Everglades House

10.0 out of 10, Exceptional, (6)
"We relaxed and enjoyed the wonderful wildlife "
The Everglades House
Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door
1 bedroom, iron/ironing board, free WiFi

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

9.4 out of 10, Exceptional, (19)
"Great hosts "
The price is HK$742
HK$980 total
includes taxes & fees
25 Aug - 26 Aug
Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door
Naples Studio Retreat w/ Resort Pool!
Pool

Naples Studio Retreat w/ Resort Pool!

10.0 out of 10, Exceptional, (1)
"Excellent stay, nice location friendly staff, good accessibility for seniors. Only minor inconvenience was a small kitchen size. Would have been nice to have a toaster and blender, but breakfast was also offered."
Naples Studio Retreat w/ Resort Pool!
Quaint, Lakeside Queen Hotel Room
Pool

Quaint, Lakeside Queen Hotel Room

10.0 out of 10, Exceptional, (1)
"Comfortable beds nice location"
The price is HK$539
HK$755 total
includes taxes & fees
25 Aug - 26 Aug
Quaint, Lakeside Queen Hotel Room
Cozy Naples Retreat w/ Community Pool & Water View
A heated pool

Cozy Naples Retreat w/ Community Pool & Water View

7.8 out of 10, Good, (6)
"Love this area to stay, my second time. Will be back again! "
Cozy Naples Retreat w/ Community Pool & Water View
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!
Outdoor pool

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

9.8 out of 10, Exceptional, (8)
"It was a friendly neighborhood!"
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!
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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Top Chokoloskee Island Hotel Reviews

Cottage retreat with walking distance to the Dock 🐠

Cottage retreat with walking distance to the Dock 🐠

10/10 Excellent
"Perfect place to stay! My dad and I enjoyed this place thoroughly and would definitely stay here again if we are in the area. Dulce was super accommodating and quick to message back if and when we needed anything!"
Johnathan H. 2-night trip
Posted 3 days ago
Cottage retreat with walking distance to the Dock 🐠