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Vacation rentals in Chokoloskee

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Top-rated vacation rentals in Chokoloskee

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

Superhost

Vacation home in Bonita Springs

4.81 out of 5 average rating, 104 reviews

Amazing home w canal views, a mile from the beach!

New&Amazing location Walk or bike riding distance from the best escape to the most beautiful beach locations in Southwest Florida . This 1-bedroom, 2-bed and fold up bed spacious home has an open floor to allow the family to enjoy time away from home. The porch has seating to watch the sunsets with canal views. Step outside to relax play board games or just enjoy the fireplace while you chat with the family. This great place with lots of room for fun. Short distance to Fort Myers, Naples.Miami2

Aug 25 – Sep 1

G$24,594 GYD per night
Superhost

Guesthouse in Naples

4.81 out of 5 average rating, 294 reviews

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.

Sep 16 – 23

G$19,981 GYD per night
Guest favorite

Cottage in Ochopee

4.99 out of 5 average rating, 106 reviews

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.

Nov 18 – 25

G$81,548 GYD per night

Popular amenities for Chokoloskee vacation rentals

Other great vacation rentals in Chokoloskee

Guest favorite

Cottage in Naples

4.95 out of 5 average rating, 137 reviews

Mango Tree Cottage close to Beach

Oct 6 – 13

G$28,426 GYD per night
Guest favorite

Farm stay in Naples

4.85 out of 5 average rating, 113 reviews

Happy Little Camper on Modern Farm #4

Jan 3 – 10

G$23,358 GYD per night
Guest favorite

Home in Fort Myers

4.85 out of 5 average rating, 585 reviews

Tiny house 5 miles from Sanibel / free amenities

Jul 14 – 21

G$23,912 GYD per night
Guest favorite

Condo in Marco Island

4.93 out of 5 average rating, 183 reviews

Marco Island Beach Club 310 1 bed/1 bath Renovated

Aug 12 – 19

G$43,310 GYD per night
Guest favorite

Guest suite in Naples

4.88 out of 5 average rating, 132 reviews

KING'S Cozy Guest Suite

May 11 – 18

G$18,477 GYD per night
Guest favorite

Guest suite in Naples

5.0 out of 5 average rating, 131 reviews

By the Beach and 5th - Studio Guest Home & Pool

Nov 6 – 13

G$36,141 GYD per night
Guest favorite

Cabin in Bonita Springs

4.91 out of 5 average rating, 274 reviews

Calming, relaxing cabin on the Imperial River

May 30 – Jun 6

G$21,688 GYD per night
Guest favorite

Guest suite in Naples

4.92 out of 5 average rating, 124 reviews

La Juanita

Sep 19 – 26

G$18,559 GYD per night
Guest favorite

Guest suite in East Naples

4.92 out of 5 average rating, 257 reviews

Garden Studio Just minutes to Naples Sandy Beaches

May 27 – Jun 3

G$29,000 GYD per night
Guest favorite

Home in Chokoloskee

5.0 out of 5 average rating, 30 reviews

Chokoloskee/Everglades City

May 22 – 29

G$57,316 GYD per night
Guest favorite

Home in Chokoloskee

5.0 out of 5 average rating, 54 reviews

The Reel'em Inn, Chokoloskee Island Paradise

Aug 22 – 29

G$78,328 GYD per night
Guest favorite

Home in Everglades City

5.0 out of 5 average rating, 35 reviews

3/2 House nestled in the Everglades National Park

Jan 11 – 18

G$43,630 GYD per night

Destinations to explore

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  2. United States
  3. Florida
  4. Collier County
  5. Chokoloskee