Chokoloskee Vacation Rentals

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Our top choices for Chokoloskee vacation rentals

The Ultimate Fishing Retreat- Comfortable and Convenient!

The Ultimate Fishing Retreat- Comfortable and Convenient!
Ochopee
9.8 out of 10, Exceptional, (18 reviews)
"Phenomenal place to stay. Enjoyed everyday we were there. "
United States
Devon G.
$456 nightly
The price is $500
May 12 - May 13
Total with taxes and fees
The Ultimate Fishing Retreat- Comfortable and Convenient!

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (287 reviews)
"Such a beautiful, cozy and relaxing stay! "
United States
Patrick
$235 nightly
The price is $260
May 9 - May 10
Total with taxes and fees
River Wilderness Waterfront Cabins

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

Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.
Ochopee
10.0 out of 10, Exceptional, (21 reviews)
"Cool place, beautiful inside"
United States
Sarah J
$314 nightly
The price is $345
May 10 - May 11
Total with taxes and fees
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.

Sunrise Waterfront Cottage

Sunrise Waterfront Cottage
Marco Island
10.0 out of 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
Dean L.
$366 nightly
The price is $402
May 11 - May 12
Total with taxes and fees
Sunrise Waterfront Cottage

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

Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!
Naples
9.8 out of 10, Exceptional, (11 reviews)
"Perfect location. "
United States
Jennifer E.
$210 nightly
The price is $231
May 9 - May 10
Total with taxes and fees
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

Exclusive 10,000 Islands Access: Naples Studio

Exclusive 10,000 Islands Access: Naples Studio
Naples
$172 nightly
The price is $187
May 11 - May 12
Total with taxes and fees
Exclusive 10,000 Islands Access: Naples Studio

Naples Marina Getaway Studio DIRECT WATER VIEWS!

Naples Marina Getaway Studio DIRECT WATER VIEWS!
Naples
9.6 out of 10, Exceptional, (24 reviews)
"Very nice room and property - and affordable! Clean and comfortable."
United States
Vickie W.
$218 nightly
The price is $239
May 11 - May 12
Total with taxes and fees
Naples Marina Getaway Studio DIRECT WATER VIEWS!

Resort-Style Studio 15 Mi to Everglades NP

Resort-Style Studio 15 Mi to Everglades NP
Naples
6.0 out of 10, (1 review)
"The room was not very clean. The price was good but you get what you pay for. I would not stay here again! "
United States
Jodie M.
$172 nightly
The price is $187
May 17 - May 18
Total with taxes and fees
Resort-Style Studio 15 Mi to Everglades NP
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 Hotel Reviews

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 $231 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.

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?

The Ultimate Fishing Retreat- Comfortable and Convenient!: Visitors give good reviews to this Chokoloskee vacation home rental, which is located on the waterfront and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Another good choice for your trip to Chokoloskee is Deep Water Access with a Panoramic View of Chokoloskee Bay.

How many vacation rentals are there in Chokoloskee?

With 7 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 exploring the area, visit family-friendly sights like Rookery Bay Reserve Lands, or get outside and enjoy nature at Everglades National Park. In the larger area, you’ll find Smallwood Store and Chokoloskee Bay.

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.