Chokoloskee Island Holiday Rentals

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Our top choices for Chokoloskee Island holiday rentals

Waterfront Everglades basecamp with dock, trailer parking, and direct bay access

Waterfront Everglades basecamp with dock, trailer parking, and direct bay access
Ochopee
9.8 out of 10, Exceptional, (21 reviews)
"Phenomenal place to stay. Enjoyed everyday we were there. "
United States
Devon G.
The price is AU$741
includes taxes & fees
9 June - 10 June
Waterfront Everglades basecamp with dock, trailer parking, and direct bay access

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$516
includes taxes & fees
9 June - 10 June
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, (294 reviews)
"Great stay!"
United States
Quentin
The price is AU$364
includes taxes & fees
8 June - 9 June
River Wilderness Waterfront Cabins

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$241
includes taxes & fees
7 June - 8 June
Naples Resort Retreat w/ Pool Access!

Pool Access: Everglades Resort Retreat!

Pool Access: Everglades Resort Retreat!
Naples
The price is AU$227
includes taxes & fees
7 June - 8 June
Pool Access: Everglades Resort Retreat!

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$218
includes taxes & fees
21 June - 22 June
POI Resort Studio Near Everglades NP: Swim + Sail

Naples Hideaway w/ Resort Amenities & Porch!

Naples Hideaway 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
7 June - 8 June
Naples Hideaway w/ Resort Amenities & Porch!

Everglades Getaway 15 Mi to NP: Sail + Swim!

Everglades Getaway 15 Mi to NP: Sail + Swim!
Naples
The price is AU$233
includes taxes & fees
9 June - 10 June
Everglades Getaway 15 Mi to NP: Sail + Swim!

Resort-Style Naples Studio w/ Marina Access!

Resort-Style Naples Studio w/ Marina Access!
Naples
The price is AU$227
includes taxes & fees
7 June - 8 June
Resort-Style Naples Studio w/ Marina Access!

Exclusive 10,000 Islands Access: Naples Studio

Exclusive 10,000 Islands Access: Naples Studio
Naples
The price is AU$241
includes taxes & fees
7 June - 8 June
Exclusive 10,000 Islands Access: Naples Studio

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$233
includes taxes & fees
7 June - 8 June
Access to 10,000 Islands: Resort-Style Naples Gem!

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$241
includes taxes & fees
7 June - 8 June
Everglades Escape w/ Outdoor Pool & Marina Access!

Dock, Pool & Tennis Courts: Naples Resort Retreat!

Dock, Pool & Tennis Courts: Naples Resort Retreat!
Naples
10.0 out of 10, Exceptional, (1 review)
"Super cute and updated. Pool was great. Short walk to beach. "
United States
Christy R.
The price is AU$241
includes taxes & fees
7 June - 8 June
Dock, Pool & Tennis Courts: Naples Resort Retreat!

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$238
includes taxes & fees
25 June - 26 June
Near the Everglades: Studio at Port of the Islands

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$241
includes taxes & fees
9 June - 10 June
Exclusive 10,000 Islands Access: Naples Condo

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$241
includes taxes & fees
7 June - 8 June
Bring Your Boat: Condo w/ Pool in Naples!

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$264
includes taxes & fees
7 June - 8 June
Resort-Style Studio 15 Mi to Everglades NP

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$603
includes taxes & fees
7 June - 8 June
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$218 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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