Title: Chokoloskee Island Vacation Rentals from CA $339: Short-Term Rentals for 2025 | Expedia.ca

  

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Photo by Noel Benadom

# Chokoloskee Island Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 10 - Nov 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2025-11-10&endDate=2025-11-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 11 - Nov 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2025-11-11&endDate=2025-11-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976468286&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Chokoloskee Island

![Property grounds](https://images.trvl-media.com/lodging/112000000/111310000/111307100/111307025/7f693b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/112000000/111310000/111307100/111307025/8f61618c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, stovetop, paper towels](https://images.trvl-media.com/lodging/112000000/111310000/111307100/111307025/c94bcac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111310000/111307100/111307025/1c4f907b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Chokoloskee

10/10

Exceptional

(5)

"A great property with a million dollar location, great headquarters for my 3 day stay.."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Randy L.

[](https://www.expedia.ca/Chokoloskee-Hotels-Waterfront-RV-With-Boat-Slip-In-ChokoloskeSurrounded-By-Everglades-Natl-Park.h111307025.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/30000000/29630000/29623500/29623408/a4bd5fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29630000/29623500/29623408/1412e246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/30000000/29630000/29623500/29623408/96276711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29630000/29623500/29623408/fb8fbc9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deep Water Access with a Panoramic View of Chokoloskee Bay

Chokoloskee

10/10

Exceptional

(57)

"This home is an ideal destination for a fishing trip. My two brothers and I had a great time."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Spencer H.

[](https://www.expedia.ca/Chokoloskee-Hotels-Deep-Water-Access-With-A-Panoramic-View-Of-Chokoloskee-Bay.h29623408.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/19000000/18840000/18839500/18839426/786dc039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18840000/18839500/18839426/9207e892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18840000/18839500/18839426/3e99b375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18840000/18839500/18839426/658d3573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands

Chokoloskee

9.6/10

Exceptional

(132)

"Stayed for 11 days to do some fishing and get away from the northern US cold weather. Nice place for relaxing."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kimberly B.

[](https://www.expedia.ca/Chokoloskee-Hotels-Everglades-Chokoloskee-3-Bdrm-Home-W-Dock.h18839426.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/f1e11f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/a5de6200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/37223624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/5adc4fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ultimate Fishing Retreat- Comfortable and Convenient!

Ochopee

9.8/10

Exceptional

(13)

"Great place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matt

CA $246

CA $651 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Chokoloskee-Hotels-Our-Little-Slice-Of-Paradise.h106814514.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78040000/78036700/78036644/0e17e563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78040000/78036700/78036644/cb73a341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/79000000/78040000/78036700/78036644/fe773699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78040000/78036700/78036644/edfca3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront 2 bedroom 1 bath with boat slip

Chokoloskee

10/10

Exceptional

(47)

"We enjoyed our stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Peter B.

[](https://www.expedia.ca/Chokoloskee-Hotels-Waterfront-2-Bedroom-1-Bath-With-Boat-Slip.h78036644.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/80000000/79450000/79443400/79443326/28038b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/80000000/79450000/79443400/79443326/a3618a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/80000000/79450000/79443400/79443326/a6045466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/80000000/79450000/79443400/79443326/f9b93b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Reel'em Inn, Chokoloskee Island Fisherman's Paradise

Chokoloskee

10/10

Exceptional

(10)

"This place had everything you need or would want if your planning a fishing trip! Close to the boat ramp as well. House was clean and just as pictured."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Justin P.

[](https://www.expedia.ca/Chokoloskee-Hotels-The-Reelem-Inn.h79443326.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98950000/98946800/98946779/bdfdcdd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/99000000/98950000/98946800/98946779/9bdd263b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/99000000/98950000/98946800/98946779/1ec8610c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/99000000/98950000/98946800/98946779/b198f36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chokoloskee-incredible fishing while enjoying Florida with friends and family.

Ochopee

10/10

Exceptional

(3)

"The property was a great fit for our fishing trip! We were 4 guys and having the four bedrooms worked great. The additional refrigerators also made storing food and drink very easy. We were 3-4 minutes from marina which was perfect."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dean B.

[](https://www.expedia.ca/Chokoloskee-Hotels-Multi-Family-Friendly-House-Wlots-Of-Parking.h98946779.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/05f388f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/06b66d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/ac13ec89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Twin Bed Cabin | Living area](https://images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/f7ce4054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Wilderness Waterfront Cabins

Everglades City

8.6/10

Excellent

(269)

"I would recommend this place for pure rest and relaxation "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shodo

CA $320

CA $365 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Naples-Hotels-River-Wilderness-Waterfront-Cabins.h4816075.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68030000/68024300/68024286/2e872dbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68030000/68024300/68024286/02e0e277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/69000000/68030000/68024300/68024286/206a3d03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68030000/68024300/68024286/37277766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### @cypresscottage

Ochopee

10/10

Exceptional

(47)

"We would stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Whitney M.

[](https://www.expedia.ca/Naples-Hotels-Cypresscottage.h68024286.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109440000/109434400/109434329/c38d7e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109440000/109434400/109434329/f0729320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109440000/109434400/109434329/d67fe91e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109440000/109434400/109434329/bd5b8289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage retreat with walking distance to the Dock 🐠

Everglades City

9.4/10

Exceptional

(51)

"Good location to visit surrounding areas."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shelley C.

[](https://www.expedia.ca/Everglades-City-Hotels-Cottage-Retreat-With-Walking-Distance-To-The-Dock.h109434329.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/db4560ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/5d94ab5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/3195c2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/f32c4bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Naples Marina Getaway Studio DIRECT WATER VIEWS!

Naples

9.6/10

Exceptional

(14)

"Port of the islands is one of my favorite spots; very laid back and relaxing. Deborah's place was very cute, clean, and comfortable. Perfect for a weekend getaway!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie D.

CA $133

CA $339 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Naples-Hotels-Port-Of-The-Islands-Naples-Marina-Getaway.h95165998.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/19000000/18800000/18790500/18790493/4fd1fbe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathtub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/19000000/18800000/18790500/18790493/156a9571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18800000/18790500/18790493/73358c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18800000/18790500/18790493/1c326541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stay In Our 10,000 Island Guest Suite For A Special Everglades Retreat

Everglades City

9.0/10

Wonderful

(6)

"This little cottage was nice and in a good location. Stayed with a group of five and had plenty of room. Owner's were very nice and responsive to any questions that I had. Would recommend this place for anyone who is looking for a nice comfortable place to stay in Everglades city."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Judy A.

[](https://www.expedia.ca/Everglades-City-Hotels-Stay-In-Our-10.h18790493.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120280000/120279600/120279502/54b992d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120280000/120279600/120279502/3f03de70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120280000/120279600/120279502/ec22ac78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120280000/120279600/120279502/a95e1d7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom cottage in superb Marco Island with AC

Marco Island

[](https://www.expedia.ca/Goodland-Hotels-Charming-2-Bedroom-Cottage-In-Superb-Marco-Island-With-AC.h120279502.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/78000000/77110000/77106000/77105944/4a538c91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77110000/77106000/77105944/a2a7c956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/78000000/77110000/77106000/77105944/635fe96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77110000/77106000/77105944/782d14ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4-bedroom house with pool steps from the dock!

Everglades City

10/10

Exceptional

(41)

"We enjoyed our stay very much. Perfect location and clean!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert L.

[](https://www.expedia.ca/Everglades-City-Hotels-4-Bedroom-House-With-Pool-Steps-From-The-Dock.h77105944.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/c99fa7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/074e072e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/42241b8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112870000/112867300/112867210/c4b665b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Ochopee

9.6/10

Exceptional

(7)

"We enjoyed our visit "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Armando T.

CA $281

CA $493 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Ochopee-Hotels-Charming-1-Bedroom-Cottage-With-AC-And-WiFi-On-A-Creek-With-Private-Deck-Dock.h112867210.Hotel-Information)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/120000000/119510000/119506300/119506242/eb7c4571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119510000/119506300/119506242/c67b62d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/120000000/119510000/119506300/119506242/8256cd70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119510000/119506300/119506242/425dc3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Home in the Heart of Everglades City

Everglades City

[](https://www.expedia.ca/Everglades-City-Hotels-History-Home-In-The-Heart-Of-Everglades-City.h119506242.Hotel-Information)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/d48de0de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/234827f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/f3b55701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42040000/42035500/42035406/w1242h931x0y1-a57d0d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunrise Waterfront Cottage

Marco Island

10/10

Exceptional

(44)

"Exception host. Very nice to have all the little extras on hand waiting for you. Great location for exploring the Everglades & Marco Island beaches."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Myra S.

CA $272

CA $558 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Goodland-Hotels-Quiet.h42035406.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/444a5cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/b7d5390c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/89cf0350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/c12b1cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Naples

9.8/10

Exceptional

(8)

"It was a friendly neighborhood!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary K.

CA $140

CA $348 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Naples-Hotels-Marina-Fish-Boat-And-Relax-In-This-Paradise-In-Naples.h100401228.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/88000000/87570000/87568200/87568112/6683c88c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87570000/87568200/87568112/8410dc99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/88000000/87570000/87568200/87568112/0a491e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87570000/87568200/87568112/f5b38080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upscale waterfront home with private dock, saltwater pool, lanai, grill, & W/D

Naples

7.8/10

Good

(13)

"Dock, pool and had everything we needed. Local manager Mandy was excellent for any questions."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

charles z.

[](https://www.expedia.ca/Naples-Hotels-Upscale-Waterfront-Home-With-Private-Dock.h87568112.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103710000/103701000/103700985/8dafa180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103710000/103701000/103700985/390da78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103710000/103701000/103700985/08529e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103710000/103701000/103700985/d0c0459f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront retreat with bay views, dog-friendly, & snowbird-ready

Goodland

10/10

Exceptional

(4)

"This was our first time staying on Goodland. This home was super clean, well managed and had everything we could need. Beds were super comfortable. The tiny screened in porch was nice to be outside without bugs! We rented kayaks and took them out each morning to go check out the surrounding islands. Would definitely stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susie A.

[](https://www.expedia.ca/Goodland-Hotels-Waterfront-Retreat-With-Bay-Views.h103700985.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-24&endDate=2025-11-25&regionId=553248635976468286&adults=2&sort=RECOMMENDED&openPlayBack=true)

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChokoloskee-Island-Vacation-Rentals.d553248635976468286.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChokoloskee-Island-Vacation-Rentals.d553248635976468286.Travel-Guide-VacationRentals)

## Top Chokoloskee Island Hotel Reviews

![Captain's Table Hotel](//images.trvl-media.com/lodging/74000000/73780000/73778400/73778356/18e0c390_y.jpg)

### Captain's Table Hotel

10/10 Excellent

" staff was very pleasant and easy to work with. thanks"

[](https://expedia.ca/Everglades-City-Hotels-Captains-Table-Hotel.h73778356.Hotel-Information)

![Everglades Adventures Hotel Suites by Ivey House](//images.trvl-media.com/lodging/58000000/57920000/57918300/57918264/aecfbdd5_y.jpg)

### Everglades Adventures Hotel Suites by Ivey House

10/10 Excellent

"The room and bathroom were clean and spacious with a nice kitchenette and at a very reasonable price. We would definitely stay there again."

[](https://expedia.ca/Naples-Hotels-Everglades-Adventures-Hotel-Suites.h57918264.Hotel-Information)

![Cottage retreat with walking distance to the Dock 🐠](//images.trvl-media.com/lodging/110000000/109440000/109434400/109434329/c38d7e88_y.jpg)

### Cottage retreat with walking distance to the Dock 🐠

10/10 Excellent

"Just what I expected from description and photos. Quality linen and towels. Cozy, and I loved the orchids!"

[](https://expedia.ca/Everglades-City-Hotels-Cottage-Retreat-With-Walking-Distance-To-The-Dock.h109434329.Hotel-Information)

![Deep Water Access with a Panoramic View of Chokoloskee Bay](//images.trvl-media.com/lodging/30000000/29630000/29623500/29623408/a4bd5fde_y.jpg)

### Deep Water Access with a Panoramic View of Chokoloskee Bay

10/10 Excellent

"Awesome place! Very clean, private, beautiful area. We definitely plan on coming back!"

[](https://expedia.ca/Chokoloskee-Hotels-Deep-Water-Access-With-A-Panoramic-View-Of-Chokoloskee-Bay.h29623408.Hotel-Information)

![Everglades City Motel](//images.trvl-media.com/lodging/17000000/16210000/16202000/16201972/6fb45e63_y.jpg)

### Everglades City Motel

10/10 Excellent

"Clean room and staff was very friendly. "

[](https://expedia.ca/Naples-Hotels-Everglades-City-Motel-Everglades-Adventures-Inn.h16201972.Hotel-Information)

![River Wilderness Waterfront Cabins](//images.trvl-media.com/lodging/5000000/4820000/4816100/4816075/05f388f0_y.jpg)

### River Wilderness Waterfront Cabins

10/10 Excellent

"Rooms are dated but clean and the kitchens are well outfiited with dishes and cooking supplies. Parking under the unit is awesome. Would recommend for motorcycle riders. Check in and out was really smooth and hasle free."

[](https://expedia.ca/Naples-Hotels-River-Wilderness-Waterfront-Cabins.h4816075.Hotel-Information)

![Ivey House Everglades Adventures Hotel](//images.trvl-media.com/lodging/2000000/1800000/1796600/1796579/4f3ed09f_y.jpg)

### Ivey House Everglades Adventures Hotel

10/10 Excellent

"Clean room, staff was great! Make sure you take OFF mosquito spray with you. They are bad but, that's the Everglades. "

[](https://expedia.ca/Naples-Hotels-Ivey-House-Everglades-Adventures-Hotel.h1796579.Hotel-Information)

![The Ultimate Fishing Retreat- Comfortable and Convenient!](//images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/f1e11f2e_y.jpg)

### The Ultimate Fishing Retreat- Comfortable and Convenient!

10/10 Excellent

"Excellent...can't wait to come back"

[](https://expedia.ca/Chokoloskee-Hotels-Our-Little-Slice-Of-Paradise.h106814514.Hotel-Information)

![Port of the Islands Everglades Adventure Resort](//images.trvl-media.com/lodging/2000000/1150000/1144200/1144178/b0f8ae7a_y.jpg)

### Port of the Islands Everglades Adventure Resort

10/10 Excellent

"Tom was excellent, rooms were clean, the staff was friendly and the price was fair."

[](https://expedia.ca/Naples-Hotels-Port-Of-The-Islands-Everglades-Adventure-Resort.h1144178.Hotel-Information)

## 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](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/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 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chokoloskee Island vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chokoloskee Island vacation rentals we have selected for you start as low as CA $339 per night. Entering your travel dates in the search wizard 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. 

## Explore a world of travel with Expedia

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-   [Apartments in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-Apartments.d553248635976468286-aaApartments.Travel-Guide-Accommodation)
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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)