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

Chokoloskee Island Holiday Rentals

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Our top choices for Chokoloskee Island holiday rentals

Amazing little fishing cabin on the water with a boat ramp in Everglades City

Amazing little fishing cabin on the water with a boat ramp in Everglades City
Everglades City
10.0 out of 10, Exceptional, (2 reviews)
"Cabin is well-maintained and location is quiet. Convenient to many activities. Roomy interior with many amenities."
United States
suzanne c.
The price is AU$497
includes taxes & fees
18 Aug - 19 Aug
Amazing little fishing cabin on the water with a boat ramp in Everglades City

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
The price is AU$495
includes taxes & fees
21 July - 22 July
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (295 reviews)
"Great stay!"
United States
Quentin
The price is AU$372
includes taxes & fees
21 July - 22 July
River Wilderness Waterfront Cabins

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)
"The host did a great jobThe resort was as advertised"
United States
Skip S.
The price is AU$333
includes taxes & fees
21 July - 22 July
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

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.
The price is AU$351
includes taxes & fees
21 July - 22 July
Naples Marina Getaway Studio DIRECT WATER VIEWS!

Near the Everglades: Studio at Port of the Islands

Near the Everglades: Studio at Port of the Islands
Naples
10.0 out of 10, Exceptional, (1 review)
"Very quiet, adjacent to marina with a nice pool. Staff was very friendly and responsive."
United States
Sally G.
The price is AU$273
includes taxes & fees
21 July - 22 July
Near the Everglades: Studio at Port of the Islands

Naples Resort Retreat w/ Pool Access!

Naples Resort Retreat w/ Pool Access!
Naples
6.6 out of 10, (4 reviews)
"Great potential needs work no bar restaurants as advertised "
United States
Mike S.
The price is AU$275
includes taxes & fees
22 July - 23 July
Naples Resort Retreat w/ Pool Access!

POI Resort Studio Near Everglades NP: Swim + Sail

POI Resort Studio Near Everglades NP: Swim + Sail
Naples
4.8 out of 10, (3 reviews)
"Room shown was still in use when we arrived then substituted for a non upgraded, dirty room. Heavy chemical cleaner smell, floors, kitchen, and bathroom not clean or anywhere near what was shown in listing pictures. Felt like a bait and switch. Emailed Evolve Travel upon checkout, a formal claim initiated by them. 5 days later still no resolution. "
United States
Liane H.
The price is AU$249
includes taxes & fees
22 July - 23 July
POI Resort Studio Near Everglades NP: Swim + Sail

Dock, Pool & Tennis Courts: Naples Resort Retreat!

Dock, Pool & Tennis Courts: Naples Resort Retreat!
Naples
6.0 out of 10, (2 reviews)
"Super cute and updated. Pool was great. Short walk to beach. "
United States
Christy R.
The price is AU$275
includes taxes & fees
22 July - 23 July
Dock, Pool & Tennis Courts: Naples Resort Retreat!

Everglades Studio w/ Resort Amenities & Porch!

Everglades Studio w/ Resort Amenities & Porch!
Naples
6.6 out of 10, (4 reviews)
"Nice place to spend for a short stay. Unit not really set up for a long stay."
United States
James L.
The price is AU$241
includes taxes & fees
27 July - 28 July
Everglades Studio w/ Resort Amenities & Porch!

Resort-Style Studio 15 Mi to Everglades NP

Resort-Style Studio 15 Mi to Everglades NP
Naples
7.0 out of 10, Good, (2 reviews)
"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.
The price is AU$273
includes taxes & fees
21 July - 22 July
Resort-Style Studio 15 Mi to Everglades NP

Everglades Escape w/ Outdoor Pool & Marina Access!

Everglades Escape w/ Outdoor Pool & Marina Access!
Naples
8.0 out of 10, Very good, (3 reviews)
"Great Stay!!!"
United States
Ryan S.
The price is AU$249
includes taxes & fees
21 July - 22 July
Everglades Escape w/ Outdoor Pool & Marina Access!

Access to 10,000 Islands: Resort-Style Naples Gem!

Access to 10,000 Islands: Resort-Style Naples Gem!
Naples
8.0 out of 10, Very good, (3 reviews)
"The room was clean. The host was responsive. The only downside we found is that it is far away from everything we wanted to do. Great place. "
United States
Vanessa O.
The price is AU$249
includes taxes & fees
22 July - 23 July
Access to 10,000 Islands: Resort-Style Naples Gem!

Everglades Getaway 15 Mi to NP: Sail + Swim!

Everglades Getaway 15 Mi to NP: Sail + Swim!
Naples
The price is AU$249
includes taxes & fees
21 July - 22 July
Everglades Getaway 15 Mi to NP: Sail + Swim!

Pool Access: Everglades Resort Retreat!

Pool Access: Everglades Resort Retreat!
Naples
The price is AU$249
includes taxes & fees
21 July - 22 July
Pool Access: Everglades Resort Retreat!

Bring Your Boat: Condo w/ Pool in Naples!

Bring Your Boat: Condo w/ Pool in Naples!
Naples
4.0 out of 10, (1 review)
"no restaurant open during the week "
United States
Robert S.
The price is AU$275
includes taxes & fees
21 July - 22 July
Bring Your Boat: Condo w/ Pool in Naples!

Exclusive 10,000 Islands Access: Naples Studio

Exclusive 10,000 Islands Access: Naples Studio
Naples
The price is AU$249
includes taxes & fees
21 July - 22 July
Exclusive 10,000 Islands Access: Naples Studio

Resort-Style Naples Studio w/ Marina Access!

Resort-Style Naples Studio w/ Marina Access!
Naples
The price is AU$275
includes taxes & fees
2 Aug - 3 Aug
Resort-Style Naples Studio w/ Marina Access!

Exclusive 10,000 Islands Access: Naples Condo

Exclusive 10,000 Islands Access: Naples Condo
Naples
2.0 out of 10, (1 review)
"Other guests were in our room when we arrived. Could not reach host with contact information. Property is poorly maintained."
United States
Mark K.
The price is AU$235
includes taxes & fees
21 July - 22 July
Exclusive 10,000 Islands Access: Naples Condo

Sunrise Waterfront Cottage

Sunrise Waterfront Cottage
Marco Island
10.0 out of 10, Exceptional, (47 reviews)
"Beautiful location on the water and nearby restaurants Bikes and kayaks available Our host was wonderful "
United States
Joseph W.
The price is AU$537
includes taxes & fees
21 July - 22 July
Sunrise Waterfront Cottage
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 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, cottages, cabins, 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 favourite 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 depend 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 AU$249 per night. Entering your travel dates in the search wizard might find you 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. 

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