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Vacation rentals in Chokoloskee

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Top-rated holiday rentals in Chokoloskee

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest suite in Naples
By the Beach and 5th - Studio Guest Home & Pool
Great location! Newly renovated! A studio guest home with your own private entrance & your own full kitchen & bath! A non-smoking home only 1 mile from the beach, 5th Ave dining and shops, the mall, the zoo, beautiful Baker Park, and that's not all- Only steps away are local restaurants and shops! Bikes and beach equipment included! Did we mention the pool? Or that you can sing along to your fave tunes in the shower via a Bluetooth shower speaker? This home is 350 square feet of clean cuteness!
19–26 Aug
$252 NZD per night
5.0 out of 5 average rating, 130 reviews
Superhost
Guesthouse in Naples
Waterfront Sea Cottage
*Newly rebuilt after Hurricane Ian. Expect some construction within the main home. Enjoy Naples in this private waterfront tiny cottage conveniently located on the Gordon River with gulf access near the heart of Downtown 5th Avenue. Our cottage is only 1.5 miles (2.4 km) from the beach and is located within walking distance to parks, shopping, bars, restaurants, and many outdoor activities. Located in a safe, vibrant, and transitioning community full of life and the true flavor of old Naples.
1–8 Jul
$185 NZD per night
4.81 out of 5 average rating, 294 reviews
Guest favourite
Cottage in Ochopee
The Cypress Cottage!
Welcome to the Cypress Cottage! A home designed with sportsmen & nature enthusiast in mind. Whether you are exploring inland in Big Cypress or Navigating through the Everglades & Ten-Thousand Islands you'll have a comfortable place to re-charge with panoramic views of mangrove jungle. Cypress Cottage offers parking for (4) vehicles with room left over for your boat or kayak trailer. Our dock offers the perfect place to keep your boat so you can make the most of your Everglades Adventure.
18–25 Aug
$702 NZD per night
4.99 out of 5 average rating, 105 reviews

Popular amenities for Chokoloskee holiday rentals

Other great holiday rentals in Chokoloskee

Guest favourite
Farm stay in Naples
Happy Little Camper on Modern Farm #4
29 Jul – 5 Aug
$143 NZD per night
4.85 out of 5 average rating, 113 reviews
Guest favourite
Apartment in Naples
Beach Vacation Getaway
19–26 May
$240 NZD per night
4.99 out of 5 average rating, 120 reviews
Guest favourite
Cottage in Goodland
Quiet Olde Florida Cottage on the Bay
22–29 Dec
$492 NZD per night
4.89 out of 5 average rating, 219 reviews
Guest favourite
Guest suite in Naples
La Juanita
24–31 Jan
$176 NZD per night
4.92 out of 5 average rating, 124 reviews
Guest favourite
Cottage in Naples
Sandy Cove Cottage/Sandy Cove Villa near the beach
7–14 Jun
$314 NZD per night
4.99 out of 5 average rating, 161 reviews
Guest favourite
Home in Chokoloskee
Chokoloskee/Everglades City
21–28 Oct
$526 NZD per night
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Chokoloskee
The Reel'em Inn, Chokoloskee Island Paradise
28 Jun – 5 Jul
$705 NZD per night
5.0 out of 5 average rating, 52 reviews
Guest favourite
Home in Everglades City
3/2 House nestled in the Everglades National Park
1–8 May
$402 NZD per night
5.0 out of 5 average rating, 34 reviews
Superhost
Cabin in Everglades City
Waterfront Cozy Cabin w/Boat Slip, Dock and Pool
14–21 Jan
$431 NZD per night
4.8 out of 5 average rating, 15 reviews
Guest favourite
Apartment in Everglades City
BlueCrab in CrabVille (Apt 2 Bedroom w/1 Bath)
7–14 Feb
$492 NZD per night
4.93 out of 5 average rating, 14 reviews
Guest favourite
Home in Everglades
Lostman's Lodge -Everglades City, Sunset View,Pool
11–18 Jul
$1,600 NZD per night
4.88 out of 5 average rating, 8 reviews
Guest favourite
Cottage in Naples
Moninanu - Modern Wooded Cottage in North Naples
4–11 Jun
$266 NZD per night
4.97 out of 5 average rating, 31 reviews

Destinations to explore

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