Chokoloskee Island Vacation Rentals

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Our top choices for Chokoloskee Island vacation rentals

The Ultimate Fishing Retreat- Comfortable and Convenient!

The Ultimate Fishing Retreat- Comfortable and Convenient!
Ochopee
9.8 out of 10, Exceptional, (16 reviews)
"Phenomenal place to stay. Enjoyed everyday we were there. "
United States
Devon G.
The price is CA $296
CA $709 total
includes taxes & fees
Apr 11 - Apr 12
The Ultimate Fishing Retreat- Comfortable and Convenient!

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (283 reviews)
"Such a beautiful, cozy and relaxing stay! "
United States
Patrick
The price is CA $382
CA $436 total
includes taxes & fees
Mar 29 - Mar 30
River Wilderness Waterfront Cabins

Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.

Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.
Ochopee
9.8 out of 10, Exceptional, (16 reviews)
"Spotless room, nice kitchen and private location. Great deck with fire pit overlooking a tidal creek. "
United States
Paul
The price is CA $274
CA $481 total
includes taxes & fees
Mar 29 - Mar 30
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.

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

Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!
Naples
9.8 out of 10, Exceptional, (11 reviews)
"Cozy and confortable. Parking was sometimes sketchy but we got out sreps in!"
United States
Kim D.
The price is CA $187
CA $408 total
includes taxes & fees
Apr 9 - Apr 10
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

Naples Marina Getaway Studio DIRECT WATER VIEWS!

Naples Marina Getaway Studio DIRECT WATER VIEWS!
Naples
9.4 out of 10, Exceptional, (23 reviews)
"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!! "
United States
Rodney
The price is CA $132
CA $339 total
includes taxes & fees
Apr 20 - Apr 21
Naples Marina Getaway Studio DIRECT WATER VIEWS!

Exclusive 10,000 Islands Access: Naples Studio

Exclusive 10,000 Islands Access: Naples Studio
Naples
The price is CA $128
CA $282 total
includes taxes & fees
Mar 29 - Mar 30
Exclusive 10,000 Islands Access: Naples Studio

Sunrise Waterfront Cottage

Sunrise Waterfront Cottage
Marco Island
10.0 out of 10, Exceptional, (46 reviews)
"The host always responded to my emails quickly and was very accommodating during my stay, she and her husband was great."
United States
Dean L.
The price is CA $380
CA $692 total
includes taxes & fees
Apr 19 - Apr 20
Sunrise Waterfront Cottage

Resort-Style Studio 15 Mi to Everglades NP

Resort-Style Studio 15 Mi to Everglades NP
Naples
The price is CA $128
CA $282 total
includes taxes & fees
Mar 29 - Mar 30
Resort-Style Studio 15 Mi to Everglades NP
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

Find out more about Chokoloskee Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chokoloskee Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.