Title: Chokoloskee Vacation Rentals from $310: Search Short-Term Rentals | Expedia.com

[Chokoloskee Travel Guide](https://expedia.com/Chokoloskee.dx3000430940)[Hotels in Chokoloskee](https://expedia.com/Chokoloskee-Hotels.d3000430940.Travel-Guide-Hotels)[Flights to Chokoloskee](https://expedia.com/Cheap-Flights-To-Chokoloskee.d3000430940.Travel-Guide-Flights)[Things to do in Chokoloskee](https://expedia.com/Things-To-Do-In-Chokoloskee.d3000430940.Travel-Guide-Activities)[Car Rentals in Chokoloskee](https://expedia.com/Car-Rentals-In-Chokoloskee.d3000430940.Car-Rental-Guide)[Chokoloskee Vacation Packages](https://expedia.com/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

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=3000430940&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=3000430940&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/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 four months

[Jun 19 - Jun 21](https://www.expedia.com/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)

## Our top choices for Chokoloskee vacation rentals

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/a7719f47.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)

![Interior](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/074e072e.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.com/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

(13 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

$316 nightly

$347 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/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)

![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/05f388f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Two Bedroom Cabin | 1 bedroom, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/c0a6b7e5.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)

### River Wilderness Waterfront Cabins

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

Everglades City

8.6/10

Excellent

(277 reviews)

"Staff was very helpful. Room was clean and comfortable. Setting is very nice. "

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

Martin

$285 nightly

$315 total

Mar 3 - Mar 4

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/b7d5390c.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 dining](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/c12b1cc8.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.com/Naples-Hotels-Marina-Fish-Boat-And-Relax-In-This-Paradise-In-Naples.h100401228.Hotel-Information)

Naples

9.8/10

Exceptional

(11 reviews)

"Perfect location. "

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

Jennifer E.

$282 nightly

$310 total

Feb 27 - Feb 28

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/2f3ffe82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Naples Marina Getaway Studio DIRECT WATER VIEWS!

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

Naples

9.4/10

Exceptional

(22 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

$298 nightly

$328 total

Mar 3 - Mar 4

Total with taxes and fees

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

![Exterior detail](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356333/b6aad401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356333/7d74cbaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356333/10db9240.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/c2d6a8dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Naples

$188 nightly

$204 total

Mar 4 - Mar 5

Total with taxes and fees

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

![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)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/d48de0de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunrise Waterfront Cottage 

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

Marco Island

10/10

Exceptional

(44 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.

$466 nightly

$511 total

Feb 26 - Feb 27

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356328/b8f1d8b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356328/487eef7f.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)

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

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

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

Naples

$188 nightly

$204 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Naples-Hotels-Exclusive-10.h121356328.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.com/Hotel-Search?startDate=2026-03-11&endDate=2026-03-12&regionId=3000430940&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chokoloskee%2C+Florida%2C+United+States+of+America&regionId=3000430940&latLong=25.81288%2C-81.362022&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VACATION_HOME)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Chokoloskee%2C+Florida%2C+United+States+of+America&regionId=3000430940&latLong=25.81288%2C-81.362022&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VILLA)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chokoloskee%2C+Florida%2C+United+States+of+America&regionId=3000430940&latLong=25.81288%2C-81.362022&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chokoloskee%2C+Florida%2C+United+States+of+America&regionId=3000430940&latLong=25.81288%2C-81.362022&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chokoloskee%2C+Florida%2C+United+States+of+America&regionId=3000430940&latLong=25.81288%2C-81.362022&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CONDO)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Chokoloskee%2C+Florida%2C+United+States+of+America&regionId=3000430940&latLong=25.81288%2C-81.362022&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=HOUSE_BOAT)

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## Top Chokoloskee Hotel Reviews

![4-bedroom house with pool steps from the dock!](https://images.trvl-media.com/lodging/78000000/77110000/77106000/77105944/4a538c91_y.jpg)

### 4-bedroom house with pool steps from the dock!

10/10 Excellent

"Perfect home for o fun weekend of Seafood Fest!"

[](https://expedia.com/Everglades-City-Hotels-4-Bedroom-House-With-Pool-Steps-From-The-Dock.h77105944.Hotel-Information)

![Port of the Islands Everglades Adventure Resort](https://images.trvl-media.com/lodging/2000000/1150000/1144200/1144178/b0f8ae7a_y.jpg)

### Port of the Islands Everglades Adventure Resort

10/10 Excellent

"Cool little spot. Needs some love but it's a little gem. Owner was very nice and I would book with them again. Being able to look out on the marina was nice."

[](https://expedia.com/Naples-Hotels-Port-Of-The-Islands-Everglades-Adventure-Resort.h1144178.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

"Spacious room with up to date kitchen facilities and bathroom. Felt very clean and well taken care of. Quiet. The front desk personnel were very friendly and helpful. "

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

![Ivey House Everglades Adventures Hotel](https://images.trvl-media.com/lodging/2000000/1800000/1796600/1796579/4f3ed09f_y.jpg)

### Ivey House Everglades Adventures Hotel

10/10 Excellent

"Room was clean staff was very accommodating "

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

![Naples Marina Getaway Studio DIRECT WATER VIEWS!](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/db4560ae_y.jpg)

### Naples Marina Getaway Studio DIRECT WATER VIEWS!

10/10 Excellent

"We had a very nice time. The room was clean and comfortable. Beautiful sunrises. The host was friendly and accommodating."

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

![River Wilderness Waterfront Cabins](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/05f388f0_y.jpg)

### River Wilderness Waterfront Cabins

10/10 Excellent

"It is a lovely cabin in a lovely place. A peaceful piece of Old Florida."

[](https://expedia.com/Naples-Hotels-River-Wilderness-Waterfront-Cabins.h4816075.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 

10/10 Excellent

"Well maintained, clean, and cozy. Location was excellent for exploring Everglades city. Would stay again!"

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

![Cottage retreat with walking distance to the Dock 🐠](https://images.trvl-media.com/lodging/110000000/109440000/109434400/109434329/c38d7e88_y.jpg)

### Cottage retreat with walking distance to the Dock 🐠

10/10 Excellent

"Very cute little place. Walking distance to some restaurants. Check-in easy. Place was very clean. On a quiet road in Everglades City. Would come back again."

[](https://expedia.com/Everglades-City-Hotels-Cottage-Retreat-With-Walking-Distance-To-The-Dock.h109434329.Hotel-Information)

![Everglades City Motel](https://images.trvl-media.com/lodging/17000000/16210000/16202000/16201972/6fb45e63_y.jpg)

### Everglades City Motel

10/10 Excellent

"Would stay here again"

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

## Find out more about Chokoloskee

**Everything you need to know about Chokoloskee vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chokoloskee vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chokoloskee vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chokoloskee vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chokoloskee. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chokoloskee in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $310 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Chokoloskee rentals**

At Expedia, we put the best Chokoloskee vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chokoloskee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chokoloskee vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chokoloskee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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

## Frequently asked questions

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Hotels

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Cars

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Packages

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General

- [Visit Santa Rosa Beach](https://expedia.com/Santa-Rosa-Beach.dx183118)

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