A night sky with the Milky Way over a calm body of water and a rocky shoreline with wooden posts.

Chokoloskee Island Vacation Rentals

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Our top choices for Chokoloskee Island vacation rentals

1. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (301 reviews)
"Staff was accommodating. Perfect setting and location. We are a repeat customer."
United States
Tangela
$200 nightly
The price is $221
Oct 25 - Oct 26
Total with taxes and fees
River Wilderness Waterfront Cabins

2. Exclusive 10,000 Islands Access: Naples Studio

Exclusive 10,000 Islands Access: Naples Studio
3.0 star property
Naples
$152 nightly
The price is $169
Oct 26 - Oct 27
Total with taxes and fees
Exclusive 10,000 Islands Access: Naples Studio

3. POI Resort Studio Near Everglades NP: Swim + Sail

POI Resort Studio Near Everglades NP: Swim + Sail
3.0 star property
Naples
$152 nightly
The price is $169
Oct 26 - Oct 27
Total with taxes and fees
POI Resort Studio Near Everglades NP: Swim + Sail

4. Everglades Escape w/ Heated Pool & Marina Access!

Everglades Escape w/ Heated Pool & Marina Access!
3.0 star property
Naples
$152 nightly
The price is $169
Oct 26 - Oct 27
Total with taxes and fees
Everglades Escape w/ Heated Pool & Marina Access!

5. Heated Pool Access: Everglades Resort Retreat!

Heated Pool Access: Everglades Resort Retreat!
3.0 star property
Naples
$152 nightly
The price is $169
Oct 25 - Oct 26
Total with taxes and fees
Heated Pool Access: Everglades Resort Retreat!

6. Everglades Getaway 15 Mi to NP: Sail + Swim!

Everglades Getaway 15 Mi to NP: Sail + Swim!
3.0 star property
Naples
$152 nightly
The price is $169
Oct 25 - Oct 26
Total with taxes and fees
Everglades Getaway 15 Mi to NP: Sail + Swim!

7. Resort-style Studio 15 Mi to Everglades NP

Resort-style Studio 15 Mi to Everglades NP
3.0 star property
Naples
$169 nightly
The price is $188
Oct 24 - Oct 25
Total with taxes and fees
Resort-style Studio 15 Mi to Everglades NP

8. Near the Everglades: Studio at Port of the Islands

Near the Everglades: Studio at Port of the Islands
3.0 star property
Naples
$169 nightly
The price is $188
Oct 25 - Oct 26
Total with taxes and fees
Near the Everglades: Studio at Port of the Islands

9. Dock, Pool & Tennis Courts: Naples Resort Retreat!

Dock, Pool & Tennis Courts: Naples Resort Retreat!
3.0 star property
Naples
$170 nightly
The price is $189
Oct 26 - Oct 27
Total with taxes and fees
Dock, Pool & Tennis Courts: Naples Resort Retreat!

10. Bring Your Boat: Condo w/ Pool in Naples!

Bring Your Boat: Condo w/ Pool in Naples!
3.0 star property
Naples
$170 nightly
The price is $189
Oct 25 - Oct 26
Total with taxes and fees
Bring Your Boat: Condo w/ Pool in Naples!

11. Resort-style Naples Studio w/ Marina Access!

Resort-style Naples Studio w/ Marina Access!
3.0 star property
Naples
$170 nightly
The price is $189
Oct 25 - Oct 26
Total with taxes and fees
Resort-style Naples Studio w/ Marina Access!
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

Everything you need to know about Chokoloskee Island 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 Island 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 Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chokoloskee Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chokoloskee Island 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 $221 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 Island rentals

At Expedia, we put the best Chokoloskee Island 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 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 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 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.

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