Title: Holiday Rentals Chokoloskee Island from £201: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

[Chokoloskee Island Travel Guide](https://expedia.co.uk/Chokoloskee-Island.dx553248635976468286)[Hotels in Chokoloskee Island](https://expedia.co.uk/Chokoloskee-Island-Hotels.d553248635976468286.Travel-Guide-Hotels)[Flights to Chokoloskee Island](https://expedia.co.uk/Cheap-Flights-To-Chokoloskee-Island.d553248635976468286.Travel-Guide-Flights)[Chokoloskee Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chokoloskee-Island.d553248635976468286.Car-Hire-Guide)[Chokoloskee Island Holidays](https://expedia.co.uk/Chokoloskee-Island.d553248635976468286.Holidays-City-Breaks)

![The amazingly dark skies of Chokoloskee Island, FL provide great views of the night sky. While there, check out some of the boat tours and fishing charters. #beachtips #florida #chokoloskee #island #milkyway #astronomy #beach #ocean #BVSblue](https://images.trvl-media.com/place/3000430940/6a686070-6a7c-41a9-b800-f0b3cf385f24.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Noel Benadom

# Search Holiday Rentals in Chokoloskee Island

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## Check prices for these dates

In two weeks

[23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976468286&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[6 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976468286&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976468286&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[1 May - 3 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976468286&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chokoloskee Island holiday rentals

![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/b0c661b9.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)

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

### River Wilderness Waterfront Cabins

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

Everglades City

8.6/10

Excellent

(271)

"I would recommend this place for pure rest and relaxation "

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

Shodo

£234

includes taxes & fees

10 Jan - 11 Jan

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

![1 bedroom, 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)

![Towels, soap, shampoo, toilet paper](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/1783bce0.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)

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

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

Ochopee

9.6/10

Exceptional

(9)

"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

£263

includes taxes & fees

12 Jan - 13 Jan

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

![Marina](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/7552d3a2.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.co.uk/Naples-Hotels-Port-Of-The-Islands-Naples-Marina-Getaway.h95165998.Hotel-Information)

Naples

9.8/10

Exceptional

(16)

"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

£201

includes taxes & fees

19 Jan - 20 Jan

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

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

Naples

9.8/10

Exceptional

(9)

"Perfect location. "

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

Jennifer E.

£201

includes taxes & fees

16 Jan - 17 Jan

[](https://www.expedia.co.uk/Naples-Hotels-Marina-Fish-Boat-And-Relax-In-This-Paradise-In-Naples.h100401228.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.co.uk/Hotel-Search?startDate=2026-01-23&endDate=2026-01-24&regionId=553248635976468286&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Chokoloskee+Island%2C+Florida%2C+United+States+of+America&regionId=553248635976468286&latLong=25.812324%2C-81.359523&adults=2&startDate=2026-04-09&d1=2026-04-09&endDate=2026-04-12&d2=2026-04-12&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Chokoloskee+Island%2C+Florida%2C+United+States+of+America&regionId=553248635976468286&latLong=25.812324%2C-81.359523&adults=2&startDate=2026-04-09&d1=2026-04-09&endDate=2026-04-12&d2=2026-04-12&lodging=APARTMENT)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Chokoloskee+Island%2C+Florida%2C+United+States+of+America&regionId=553248635976468286&latLong=25.812324%2C-81.359523&adults=2&startDate=2026-04-09&d1=2026-04-09&endDate=2026-04-12&d2=2026-04-12&lodging=VILLA)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Chokoloskee+Island%2C+Florida%2C+United+States+of+America&regionId=553248635976468286&latLong=25.812324%2C-81.359523&adults=2&startDate=2026-04-09&d1=2026-04-09&endDate=2026-04-12&d2=2026-04-12&lodging=CONDO)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Chokoloskee+Island%2C+Florida%2C+United+States+of+America&regionId=553248635976468286&latLong=25.812324%2C-81.359523&adults=2&startDate=2026-04-09&d1=2026-04-09&endDate=2026-04-12&d2=2026-04-12&lodging=COTTAGE)

Houseboats

[](https://www.expedia.co.uk/Hotel-Search?destination=Chokoloskee+Island%2C+Florida%2C+United+States+of+America&regionId=553248635976468286&latLong=25.812324%2C-81.359523&adults=2&startDate=2026-04-09&d1=2026-04-09&endDate=2026-04-12&d2=2026-04-12&lodging=HOUSE_BOAT)

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## Top Chokoloskee Island Hotel Reviews

![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 booked last minute to travel plan changes. Would stay again."

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

![Captain's Table Hotel](https://images.trvl-media.com/lodging/74000000/73780000/73778400/73778356/18e0c390_y.jpg)

### Captain's Table Hotel

10/10 Excellent

"Always enjoy staying there. No issues, I seen many report the air conditioning was poor however it was already cold and I couldn’t tell if it was working good or not. I always get friendly staff check in and this is my 10th Tim staying there. No complaints here."

[](https://expedia.co.uk/Everglades-City-Hotels-Captains-Table-Hotel.h73778356.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

"Staff very nice people and helpful."

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

"Location was fantastic for exploring the Everglades, 10,000 Islands and Big Cypress. Best bed (firm!) that I have had in Florida. Very clean. "

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

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

### Everglades City Motel

10/10 Excellent

"There for the day, a nice drive from the East coast. Great, walkable area. Restaurant right next door. Everyone had a smile on!"

[](https://expedia.co.uk/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

"Stay was excellent "

[](https://expedia.co.uk/Naples-Hotels-Everglades-Adventures-Hotel-Suites.h57918264.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

"The owner is very accommodating and friendly. "

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

![Deep Water Access with a Panoramic View of Chokoloskee Bay](https://images.trvl-media.com/lodging/30000000/29630000/29623500/29623408/a4bd5fde_y.jpg)

### Deep Water Access with a Panoramic View of Chokoloskee Bay

10/10 Excellent

"We used this as a jump off point to kayak the waterway, wonderful position and stay"

[](https://expedia.co.uk/Chokoloskee-Hotels-Deep-Water-Access-With-A-Panoramic-View-Of-Chokoloskee-Bay.h29623408.Hotel-Information)

![Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/444a5cc1_y.jpg)

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

10/10 Excellent

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

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

## Find out more about Chokoloskee Island

**Everything you need to know about** **Chokoloskee Island** **holiday rentals**

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chokoloskee Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... 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 Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Chokoloskee Island holiday rentals: An excellent choice for every season**

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chokoloskee Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Chokoloskee Island holiday rentals we have selected for you start as low as £201 per night. Entering your travel dates in the search wizard you might find even better deals!

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

At Expedia, we put the best Chokoloskee Island holiday 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 Island 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 Island holiday.

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 Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

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Hotels

- [Hotels in Anna Maria Island](https://expedia.co.uk/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)
- [International Drive District Hotels](https://expedia.co.uk/International-Drive-District-Orlando-Hotels.0-n6034244-0.Travel-Guide-Filter-Hotels)
- [Hotels in Miami Beach](https://expedia.co.uk/Miami-Beach-Hotels.d8833.Travel-Guide-Hotels)
- [Hotels in Clearwater Beach](https://expedia.co.uk/Clearwater-Beach-Hotels.d10759.Travel-Guide-Hotels)
- [Hotels near Walt Disney World® Resort](https://expedia.co.uk/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels)
- [Beach Resorts & Hotels in Central East Coast Florida](https://expedia.co.uk/Central-East-Coast-Florida-Hotels-Beach-Hotels.0-0-d6047879-tBeachHotels.Travel-Guide-Filter-Hotels)
- [South Beach Hotels](https://expedia.co.uk/South-Beach-Miami-Hotels.0-n6138745-0.Travel-Guide-Filter-Hotels)
- [Hotels in Kissimmee](https://expedia.co.uk/Kissimmee-Hotels.d7927.Travel-Guide-Hotels)

Flights

- [Cheap Flights to Fort Walton Beach - Destin](https://expedia.co.uk/Cheap-Flights-To-Fort-Walton-Beach-Destin.d6023392.Travel-Guide-Flights)
- [Cheap Flights to Anna Maria Island](https://expedia.co.uk/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)

Cars

- [Car hire in Orlando](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Orlando-Intl.d5194573.Car-Hire-Guide)
- [Car hire in International Drive District](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-International-Drive-District.d6034244.Car-Hire-Guide)
- [Car hire in Miami](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Miami-Intl.d4278605.Car-Hire-Guide)
- [Car hire in Walt Disney World® Resort](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Walt-Disney-World-Resort.d6034120.Car-Hire-Guide)
- [Car hire in Melbourne](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Orlando-Melbourne-Intl.d4344909.Car-Hire-Guide)
- [Car hire in Port Canaveral](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Port-Canaveral.d6127851.Car-Hire-Guide)
- [Car hire in Tampa](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Tampa-Intl.d4280404.Car-Hire-Guide)

Activities

- [Things to do in South Florida](https://expedia.co.uk/Things-To-Do-In-South-Florida.d6233792.Travel-Guide-Activities)
- [Things to do in Lakeland - Winter Haven](https://expedia.co.uk/Things-To-Do-In-Lakeland-Winter-Haven.d6048230.Travel-Guide-Activities)

Packages

- [Anna Maria Island Holidays](https://expedia.co.uk/Anna-Maria-Island.d553248622847118534.Holidays-City-Breaks)
- [Sanibel Captiva Island Holidays](https://expedia.co.uk/Sanibel-Captiva-Island.d6326115.Holidays-City-Breaks)
- [International Drive District Holidays](https://expedia.co.uk/International-Drive-District.d6034244.Holidays-City-Breaks)
- [Walt Disney World® Resort](https://expedia.co.uk/Walt-Disney-World-Resort-Orlando.d6034120.Attraction)
- [Fort Walton Beach - Destin Holidays](https://expedia.co.uk/Fort-Walton-Beach-Destin.d6023392.Holidays-City-Breaks)
- [Miami Beach Holidays](https://expedia.co.uk/Miami-Beach.d8833.Holidays-City-Breaks)

Holiday Rentals

- [Anna Maria Island Holiday Rentals](https://expedia.co.uk/Anna-Maria-Island-Holiday-Rentals.d553248622847118534.Travel-Guide-HolidayRentals)

General

- [Visit Florida Panhandle](https://expedia.co.uk/Florida-Panhandle.dx6048212)
- [Visit Southeast Florida](https://expedia.co.uk/Southeast-Florida.dx6047949)
- [Visit Downtown Miami](https://expedia.co.uk/Miami-Downtown-Miami.dx800070)
- [Visit Northern Florida](https://expedia.co.uk/Northern-Florida.dx6233767)

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