Title: Chokoloskee Vacation Rentals from CA $338: Short-Term Rentals for 2026 | Expedia.ca

[Hotels in Chokoloskee](https://expedia.ca/Chokoloskee-Hotels.d3000430940.Travel-Guide-Hotels)[Things to do in Chokoloskee](https://expedia.ca/Things-To-Do-In-Chokoloskee.d3000430940.Travel-Guide-Activities)[Chokoloskee Car Rentals](https://expedia.ca/Car-Rentals-In-Chokoloskee.d3000430940.Car-Rental-Guide)[Chokoloskee Vacation Packages](https://expedia.ca/Chokoloskee.d3000430940.Destination-Travel-Guides)

![Chokoloskee Bay in the Ten Thousand Islands of southwest Florida USA](https://images.trvl-media.com/place/3000430940/45c1f71e-4080-4de3-a99a-47252e083e3f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/3000430940/45c1f71e-4080-4de3-a99a-47252e083e3f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=3000430940&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=3000430940&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=3000430940&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=3000430940&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chokoloskee vacation rentals

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/37223624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/a5de6200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/5adc4fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/a31c8c9a_edited_39e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ultimate Fishing Retreat- Comfortable and Convenient!

[](https://www.expedia.ca/Chokoloskee-Hotels-Our-Little-Slice-Of-Paradise.h106814514.Hotel-Information)

Ochopee

9.8/10

Exceptional

(16 reviews)

"Phenomenal place to stay. Enjoyed everyday we were there. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Devon G.

CA $296

CA $709 total

includes taxes & fees

Apr 11 - Apr 12

[](https://www.expedia.ca/Chokoloskee-Hotels-Our-Little-Slice-Of-Paradise.h106814514.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/89cf0350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/b3dd9c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/54212fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/b7d5390c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Naples-Hotels-Marina-Fish-Boat-And-Relax-In-This-Paradise-In-Naples.h100401228.Hotel-Information)

Naples

9.8/10

Exceptional

(11 reviews)

"Cozy and confortable. Parking was sometimes sketchy but we got out sreps in!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kim D.

CA $193

CA $412 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Naples-Hotels-Marina-Fish-Boat-And-Relax-In-This-Paradise-In-Naples.h100401228.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/a7719f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/074e072e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/1ce92cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/1783bce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Ochopee-Hotels-Charming-1-Bedroom-Cottage-With-AC-And-WiFi-On-A-Creek-With-Private-Deck-Dock.h112867210.Hotel-Information)

Ochopee

9.8/10

Exceptional

(16 reviews)

"Spotless room, nice kitchen and private location. Great deck with fire pit overlooking a tidal creek. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul

CA $303

CA $516 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Ochopee-Hotels-Charming-1-Bedroom-Cottage-With-AC-And-WiFi-On-A-Creek-With-Private-Deck-Dock.h112867210.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/b0c661b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Twin Bed Cabin | Living area](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/f7ce4054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/2b620275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Two Bedroom Cabin](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/c0a6b7e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Wilderness Waterfront Cabins

[](https://www.expedia.ca/Naples-Hotels-River-Wilderness-Waterfront-Cabins.h4816075.Hotel-Information)

Everglades City

8.6/10

Excellent

(283 reviews)

"Such a beautiful, cozy and relaxing stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patrick

CA $382

CA $436 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Naples-Hotels-River-Wilderness-Waterfront-Cabins.h4816075.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356328/5704ff1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356328/c64e1f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356328/4bd51c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356328/8c86bd3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Exclusive 10,000 Islands Access: Naples Studio

[](https://www.expedia.ca/Naples-Hotels-Exclusive-10.h121356328.Hotel-Information)

Naples

CA $128

CA $281 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Naples-Hotels-Exclusive-10.h121356328.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/75af697d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/5d94ab5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/f32c4bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/7552d3a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Naples Marina Getaway Studio DIRECT WATER VIEWS!

[](https://www.expedia.ca/Naples-Hotels-Port-Of-The-Islands-Naples-Marina-Getaway.h95165998.Hotel-Information)

Naples

9.4/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rodney

CA $131

CA $338 total

includes taxes & fees

Apr 20 - Apr 21

[](https://www.expedia.ca/Naples-Hotels-Port-Of-The-Islands-Naples-Marina-Getaway.h95165998.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/w1242h931x0y1-a57d0d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/36b55c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/f3b55701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/586438b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunrise Waterfront Cottage 

[](https://www.expedia.ca/Goodland-Hotels-Quiet.h42035406.Hotel-Information)

Marco Island

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dean L.

CA $380

CA $692 total

includes taxes & fees

Apr 19 - Apr 20

[](https://www.expedia.ca/Goodland-Hotels-Quiet.h42035406.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356333/43456bc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356333/4051b1c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356333/d0acf168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356333/4fb40d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Resort-Style Studio 15 Mi to Everglades NP

[](https://www.expedia.ca/Naples-Hotels-Resort-Style-Studio-15-Mi-To-Everglades-NP.h121356333.Hotel-Information)

Naples

CA $128

CA $281 total

includes taxes & fees

Apr 21 - Apr 22

[](https://www.expedia.ca/Naples-Hotels-Resort-Style-Studio-15-Mi-To-Everglades-NP.h121356333.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-09&endDate=2026-04-10&regionId=3000430940&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Chokoloskee%2C+Florida%2C+United+States+of+America&regionId=3000430940&latLong=25.81288%2C-81.362022&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=VACATION_HOME)

Apartments

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chokoloskee%2C+Florida%2C+United+States+of+America&regionId=3000430940&latLong=25.81288%2C-81.362022&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Chokoloskee%2C+Florida%2C+United+States+of+America&regionId=3000430940&latLong=25.81288%2C-81.362022&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Chokoloskee%2C+Florida%2C+United+States+of+America&regionId=3000430940&latLong=25.81288%2C-81.362022&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=CONDO)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Chokoloskee%2C+Florida%2C+United+States+of+America&regionId=3000430940&latLong=25.81288%2C-81.362022&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=HOUSE_BOAT)

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## Top Chokoloskee Hotel Reviews

![Everglades City Motel](https://images.trvl-media.com/lodging/17000000/16210000/16202000/16201972/b4975d0b_y.jpg)

### Everglades City Motel

10/10 Excellent

"Inside remodeling is amazing. Love the big shower with great water pressure"

[](https://expedia.ca/Naples-Hotels-Everglades-City-Motel-Everglades-Adventures-Inn.h16201972.Hotel-Information)

![Everglades Adventures Hotel Suites by Ivey House](https://images.trvl-media.com/lodging/58000000/57920000/57918300/57918264/aecfbdd5_y.jpg)

### Everglades Adventures Hotel Suites by Ivey House

10/10 Excellent

"Stayed here by mistake, but it turned out to be a great surprise. The place was beautiful, clean, and very comfortable, and the staff were friendly and welcoming. I’d happily stay here again."

[](https://expedia.ca/Naples-Hotels-Everglades-Adventures-Hotel-Suites.h57918264.Hotel-Information)

![Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park](https://images.trvl-media.com/lodging/112000000/111310000/111307100/111307025/7f693b2d_y.jpg)

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

10/10 Excellent

"The property is as advertised. The RV has a few miles on it, but was clean and everything worked. One sleeping area has a great view of the Glades. The porch is covered and also faces the Park. Boat slip has easy access to the Everglades and there is spacious parking for boat trailer and vehicle(s). My 12 yr old grandson and I created some great memories. This is about as “natural old Florida” as is possible to experience. Wildlife, natural beauty, stargazing and Fishing, fishing, fishing. Oh, and GREAT sunsets.Thanks for maintaining this place for us to enjoy."

[](https://expedia.ca/Chokoloskee-Hotels-Waterfront-RV-With-Boat-Slip-In-ChokoloskeSurrounded-By-Everglades-Natl-Park.h111307025.Hotel-Information)

![Captain's Table Hotel](https://images.trvl-media.com/lodging/74000000/73780000/73778400/73778356/c766a001_y.jpg)

### Captain's Table Hotel

10/10 Excellent

"Clean and quiet room, friendly staff, no breakfast."

[](https://expedia.ca/Everglades-City-Hotels-Captains-Table-Hotel.h73778356.Hotel-Information)

![Extreme Naples Charters- "Comfort Zone"-Social Distancing at it's Best!](https://images.trvl-media.com/lodging/61000000/60390000/60386500/60386493/9fbdf193_y.jpg)

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

8/10 Good

"Neat experience and very clean with comfy master bed but a bit crowded for 5 people. Could use a little updating (new AC)"

[](https://expedia.ca/Naples-Hotels-Social-Distancing-Boat-Vacation-Beaches.h60386493.Hotel-Information)

![River Wilderness Waterfront Cabins](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/b0c661b9_y.jpg)

### River Wilderness Waterfront Cabins

8/10 Good

"Great location . Place is a little old and could use some minor upgrades . Everyone at this property was very friendly and helpful ."

[](https://expedia.ca/Naples-Hotels-River-Wilderness-Waterfront-Cabins.h4816075.Hotel-Information)

![Ivey House Everglades Adventures Hotel](https://images.trvl-media.com/lodging/2000000/1800000/1796600/1796579/92457090_y.jpg)

### Ivey House Everglades Adventures Hotel

10/10 Excellent

"Room was clean, comfortable and quiet. Would not hesitate to stay again!"

[](https://expedia.ca/Naples-Hotels-Ivey-House-Everglades-Adventures-Hotel.h1796579.Hotel-Information)

![@cypresscottage](https://images.trvl-media.com/lodging/69000000/68030000/68024300/68024286/2e872dbc_y.jpg)

### @cypresscottage

10/10 Excellent

"Neat place in quiet less busy town!"

[](https://expedia.ca/Naples-Hotels-Cypresscottage.h68024286.Hotel-Information)

![Stay In Our 10,000 Island Guest Suite For A Special Everglades Retreat ](https://images.trvl-media.com/lodging/19000000/18800000/18790500/18790493/4fd1fbe7_y.jpg)

### Stay In Our 10,000 Island Guest Suite For A Special Everglades Retreat 

8/10 Good

"Was good for what we needed. Had my son with on this trip was nice to have the extra bed. Kitchen was nice/small and bathroom was good. Porch was nice but did not know it was a shared cottage so you will see and hear kids and other people attached. Please check batteries in deadbolt and remotes had issues with locking door and using large tv. We did have extra batteries with us. Never used the washer and dryer but was nice to have. Across from Camillas cafe which is one of the best spots on island for food."

[](https://expedia.ca/Everglades-City-Hotels-Stay-In-Our-10.h18790493.Hotel-Information)

## Find out more about Chokoloskee

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.   

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- [Apartments in Chokoloskee ](https://expedia.ca/Chokoloskee-Apartments.d3000430940-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Chokoloskee ](https://expedia.ca/Chokoloskee-Private-Vacation-Homes.d3000430940-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Chokoloskee ](https://expedia.ca/Chokoloskee-Condos.d3000430940-aaCondos.Travel-Guide-Accommodation)
- [Cottages in Chokoloskee ](https://expedia.ca/Chokoloskee-Cottages.d3000430940-aaCottages.Travel-Guide-Accommodation)
- [Villas in Chokoloskee ](https://expedia.ca/Chokoloskee-Villas.d3000430940-aaVillas.Travel-Guide-Accommodation)
- [Houseboats in Chokoloskee ](https://expedia.ca/Chokoloskee-Houseboats.d3000430940-aaHouseboats.Travel-Guide-Accommodation)
- [Motels in Chokoloskee ](https://expedia.ca/Chokoloskee-Motels.d3000430940-aaMotels.Travel-Guide-Accommodation)
- [RV Parks in Chokoloskee ](https://expedia.ca/Chokoloskee-RV-Parks.d3000430940-aaRVParks.Travel-Guide-Accommodation)
- [Resorts in Chokoloskee ](https://expedia.ca/Chokoloskee-Resort-Hotels.d3000430940-aaResortHotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Chokoloskee ](https://expedia.ca/Chokoloskee-Cabins.d3000430940-aaCabins.Travel-Guide-Accommodation)

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