A calm lake with a clear sky and scattered clouds, surrounded by dense green forest.

Chokoloskee Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Chokoloskee vacation rentals

Terrace/patio

1. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (297 reviews)
"Great stay!"
United States
Quentin
The price is ￥35,614
￥40,600 total
includes taxes & fees
Sep 6 - Sep 7
River Wilderness Waterfront Cabins
Terrace/patio

2. 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 ￥30,908
￥53,633 total
includes taxes & fees
Sep 6 - Sep 7
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.
Private kitchen

3. 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, (3 reviews)
"We had a fabulous stay."
United States
Christie
The price is ￥24,164
￥49,613 total
includes taxes & fees
Sep 14 - Sep 15
Amazing little fishing cabin on the water with a boat ramp in Everglades City
Living area

4. If you prefer wildlife over nightlife this is the place for you, Fakahatchee!

If you prefer wildlife over nightlife this is the place for you, Fakahatchee!
Copeland
10.0 out of 10, Exceptional, (5 reviews)
"Great place, the home and the fishing was phenomenal."
United States
Luke W.
The price is ￥31,220
￥62,869 total
includes taxes & fees
Sep 7 - Sep 8
If you prefer wildlife over nightlife this is the place for you, Fakahatchee!
Interior

5. 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 ￥8,898
￥25,994 total
includes taxes & fees
Sep 6 - Sep 7
Near the Everglades: Studio at Port of the Islands
Interior

6. 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 ￥12,176
￥29,945 total
includes taxes & fees
Sep 8 - Sep 9
Everglades Studio w/ Resort Amenities & Porch!
Property grounds

7. Sunrise Waterfront Cottage

Sunrise Waterfront Cottage
Marco Island
10.0 out of 10, Exceptional, (48 reviews)
"Nice place"
United States
samuel W
The price is ￥27,318
￥58,226 total
includes taxes & fees
Sep 8 - Sep 9
Sunrise Waterfront Cottage
Interior

8. 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 ￥9,678
￥26,860 total
includes taxes & fees
Sep 8 - Sep 9
POI Resort Studio Near Everglades NP: Swim + Sail
Beach

9. Marco Island Florida Family Vacation Home-heated pool, beach, Pet friendly

Marco Island Florida Family Vacation Home-heated pool, beach, Pet friendly
Marco Island
9.8 out of 10, Exceptional, (42 reviews)
"Pool was great. Good location. Comfortable beds!"
United States
Peter B.
The price is ￥22,635
￥91,116 total
includes taxes & fees
Sep 7 - Sep 8
Marco Island Florida Family Vacation Home-heated pool, beach, Pet friendly
Interior

10. Exclusive 10,000 Islands Access: Naples Studio

Exclusive 10,000 Islands Access: Naples Studio
Naples
The price is ￥9,678
￥26,860 total
includes taxes & fees
Sep 8 - Sep 9
Exclusive 10,000 Islands Access: Naples Studio
Interior

11. Pool Access: Everglades Resort Retreat!

Pool Access: Everglades Resort Retreat!
Naples
The price is ￥9,678
￥26,860 total
includes taxes & fees
Sep 17 - Sep 18
Pool Access: Everglades Resort Retreat!
Interior

12. Resort-Style Naples Studio w/ Marina Access!

Resort-Style Naples Studio w/ Marina Access!
Naples
The price is ￥8,898
￥25,994 total
includes taxes & fees
Sep 17 - Sep 18
Resort-Style Naples Studio w/ Marina Access!
Interior

13. 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 ￥9,678
￥26,860 total
includes taxes & fees
Sep 17 - Sep 18
Everglades Escape w/ Outdoor Pool & Marina Access!
Interior

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

Everglades Getaway 15 Mi to NP: Sail + Swim!
Naples
The price is ￥9,678
￥26,860 total
includes taxes & fees
Sep 17 - Sep 18
Everglades Getaway 15 Mi to NP: Sail + Swim!
Interior

15. 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 ￥8,586
￥25,648 total
includes taxes & fees
Sep 8 - Sep 9
Resort-Style Studio 15 Mi to Everglades NP
Interior

16. 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 ￥12,176
￥29,945 total
includes taxes & fees
Sep 8 - Sep 9
Dock, Pool & Tennis Courts: Naples Resort Retreat!
Interior

17. 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 ￥9,209
￥26,616 total
includes taxes & fees
Sep 6 - Sep 7
Naples Resort Retreat w/ Pool Access!
Interior

18. 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 ￥8,898
￥25,994 total
includes taxes & fees
Sep 8 - Sep 9
Bring Your Boat: Condo w/ Pool in Naples!
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

Everglades Adventures Hotel Suites by Ivey House

Everglades Adventures Hotel Suites by Ivey House

10/10 Excellent
"Clean room, quick easy check in."
Debra 1-night trip
Posted 2 hours ago
Everglades Adventures Hotel Suites by Ivey House

Find out more about Chokoloskee

Search for holiday rentals in Chokoloskee on Expedia! You can easily find your home rentals, villas, holiday apartments in Chokoloskee using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chokoloskee!

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?

Deep Water Access with a Panoramic View of Chokoloskee Bay: Visitors give good reviews to this Chokoloskee vacation home rental, which is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind. Another good choice for your trip to Chokoloskee is The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool.

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?

Big Cypress National Preserve and Everglades National Park are a couple of lovely local spots to get outside and enjoy nature. Chokoloskee Bay and Smallwood Store are other places to visit while you're in town.

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.