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Chokoloskee Vacation Rentals

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Vacation Rentals in Chokoloskee

Deep Water Access with a Panoramic View of Chokoloskee Bay
10.0 out of 10, Exceptional, 47 reviews
"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, 117 reviews
"Wanted to bring the family down to experience the wilds of the Everglades and spend some time in a part of Florida that hadn’t been turned into a tourist trap. Chokoloskee and Big Blue came through spectacularly. The natural beauty and experiences here are something that will always stick with us. The host Walter was top notch in offering ideas of places to go and things to see, great in communicating with us. We had a snag with our plans on staying elsewhere the night before we were supposed...
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, 34 reviews
"Very nice place friendly owners and an amazing place to stay and explore the everglades. We were very happy we booked this stay!"
Waterfront 2 bedroom 1 bath with boat slip
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Two bedroom home fully furnished.
10.0 out of 10, Exceptional, 3 reviews
"Not much parking with a boat trailer. The people are very nice around there,and you can get fuel and bait and tackle all at the same place and don’t have to drive up town. Overall perfect location. I will keep coming back for sure."
Two bedroom home fully furnished.
Chokoloskee-incredible fishing while enjoying Florida with friends and family.
10.0 out of 10, Exceptional, 1 review
"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 reviews
"Everything was perfect!!!!"
Location, Hidden Gem, Fishing, Paradise, Sunsets, Relax on the Bay 1274 sq ft
River Wilderness Waterfront Cabins
2.5 star property
8.4 out of 10, Very good, 241 reviews
"Great view on the water - watched dophins swimming by and many birds. Very nice cabin. Had all we needed for our first visit to the area. comfortable beds. Kitchen well stocked. Convenient to all local attractions. Great staff - very friendly and helpful."
The price is CA $273
CA $311 total
includes taxes & fees
Jun 7 - Jun 8
River Wilderness Waterfront Cabins
4-bedroom house with pool steps from the dock!
9.8 out of 10, Exceptional, 29 reviews
"This is our second time staying with Duane at the Everglades home. We love it here. Our family has been fishing in EGC for more than 60 years and it is always a tradition for us. This home fits our family of 7 with room to spare. Having the pool after a long day of fishing was relaxing and cooling especially for the kiddos. Be prepared to scoop crabs out of the pool! (It became a fun morning activity with the kids) Great kitchen, comfy beds, big couch, really amazing place. There is a dock area...
4-bedroom house with pool steps from the dock!
Port of The Islands Naples Marina getaway!
9.6 out of 10, Exceptional, 10 reviews
"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 CA $164
CA $402 total
includes taxes & fees
Jun 1 - Jun 2
Port of The Islands Naples Marina getaway!
Wood cabin with private dock
9.0 out of 10, Wonderful, 6 reviews
"The cabin was as pictured But we had no check in info before we arrived just a note that we could check in early. So we had to email the owner/property manager for lock combo. Unsettling because there aren’t many options if we couldn’t get into our room in Everglades city. Fortunately he responded within 15-20 minutes Which seemed like forever. When we got in the ac was off. South Florida is hot in May… took most of the evening to cool off. Stay was uneventful, but again no instructions about...
The price is CA $150
CA $323 total
includes taxes & fees
Jun 16 - Jun 17
Wood cabin with private dock
Waterfront dog-friendly home with kayaks, washer/dryer & fast WiFi
8.6 out of 10, Excellent, 8 reviews
"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 dog-friendly home with kayaks, washer/dryer & fast WiFi
Home With Cottage Feel Offering Golf Cart, Kayaks, Bikes, Fishing
10.0 out of 10, Exceptional, 62 reviews
"Great vacation! House was very clean and conveniently located to the marina. 5 stars!"
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, 19 reviews
"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!
Marina Fish- Boat and Relax in this Paradise in Naples, Florida!
9.6 out of 10, Exceptional, 4 reviews
"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 CA $136
CA $368 total
includes taxes & fees
Jun 5 - Jun 6
Marina Fish- Boat and Relax in this Paradise in Naples, Florida!
Perfect Florida Cottage
9.8 out of 10, Exceptional, 43 reviews
"We had a great stay at this Everglades. It was as advertised, clean and tastefully decorated. The host was very helpful with timely responses to our questions. We will be back."
Perfect Florida Cottage
Sunny hotel-style studio with pool, game room, sauna, tennis, restaurant, gym
Sunny hotel-style studio with pool, game room, sauna, tennis, restaurant, gym
Splendid studio with heated pool, game room, tennis, restaurant, sauna, gym, BBQ
Splendid studio with heated pool, game room, tennis, restaurant, sauna, gym, BBQ
Unique pet-friendly waterfront home in Historic Goodland w/ dock & kayaks
9.2 out of 10, Wonderful, 15 reviews
"We had a large group of college friends stay here for a long weekend and it was exactly what we needed! Plenty of beds, large outdoor space, towels/showers. Also, walking distance to Stan's on Sundays and a short drive over to Marco Island. Would stay here again!"
Unique pet-friendly waterfront home in Historic Goodland w/ dock & kayaks
Naples Studio w/ Community Pool & Tennis Courts!
10.0 out of 10, Exceptional, 1 review
"This place was so nice, my favorite on this trip we stayed at, everyone was so friendly "
Naples Studio w/ Community Pool & Tennis Courts!
Hotel-style studio near marina with game room, sauna, pool, restaurant, tennis
8.0 out of 10, Very good, 1 review
"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 CA $69
CA $213 total
includes taxes & fees
Jun 1 - Jun 2
Hotel-style studio near marina with game room, sauna, pool, restaurant, tennis
Don't see what you're looking for?
See all available properties in Chokoloskee
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.

Chokoloskee Vacation Rental Travel Info

Number of vacation rentals
2
Popular accommodation
Chokoloskee private vacation homes
Known landmarks
Museum of the Everglades and Everglades City Hall
International airport
Fort Myers, FL (RSW-Southwest Florida Intl.)

Other types of properties in Chokoloskee you may be interested in

Deep Water Access with a Panoramic View of Chokoloskee Bay
10.0 out of 10, Exceptional, 47 reviews
"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, 117 reviews
"Wanted to bring the family down to experience the wilds of the Everglades and spend some time in a part of Florida that hadn’t been turned into a tourist trap. Chokoloskee and Big Blue came through spectacularly. The natural beauty and experiences here are something that will always stick with us. The host Walter was top notch in offering ideas of places to go and things to see, great in communicating with us. We had a snag with our plans on staying elsewhere the night before we were supposed...
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, 34 reviews
"Very nice place friendly owners and an amazing place to stay and explore the everglades. We were very happy we booked this stay!"
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.

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. 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.

Frequently asked questions

Can I find vacation rentals in Chokoloskee?

Yes, there are vacation rentals close to the most popular attractions in Chokoloskee, or you can choose a more secluded option if you're looking for relaxation. Chokoloskee is known for its waterfront and seafood restaurants.

What are some of the best vacation rentals that Chokoloskee has to offer?

Deep Water Access with a Panoramic View of Chokoloskee Bay: This Chokoloskee vacation home rental is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the books in this rental home to help you unwind.

How many vacation rentals are there in Chokoloskee?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Chokoloskee stay.

What can I see and do in Chokoloskee?

While you're exploring the area, Everglades National Park and Chokoloskee Bay are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Gulf Coast Visitor Center and Museum of the Everglades.

What are vacation rentals like in Chokoloskee?

Vacation rentals are private accommodations you can reserve for a short or long stay in Chokoloskee. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.

Recent reviews of Chokoloskee properties
Expedia verified reviews