Vacation rentals in Chokoloskee Island
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Chokoloskee Island
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation home in Bonita Springs
4.81 out of 5 average rating, 104 reviewsAmazing 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
Guest suite in Naples
5.0 out of 5 average rating, 131 reviewsBy 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!
Nov 6 – 13
Guesthouse in Naples
4.81 out of 5 average rating, 294 reviewsWaterfront 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
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chokoloskee Island vacation rentals
Other great vacation rentals in Chokoloskee Island
Cabin in Bonita Springs
4.91 out of 5 average rating, 274 reviewsCalming, relaxing cabin on the Imperial River
May 30 – Jun 6
Guest suite in Naples
4.87 out of 5 average rating, 158 reviewsPrivate 2 bedroom/ 2 bathroom living room/ ktchen
Nov 8 – 15
Condo in Marco Island
4.93 out of 5 average rating, 119 reviewsMarco Beach Ocean Resort 707
Oct 22 – 29
Apartment in Marco Island
4.94 out of 5 average rating, 219 reviewsBest JW Marriott Alternative Prime~ Location~Pool
Jul 27 – Aug 3
Farm stay in Naples
4.85 out of 5 average rating, 113 reviewsHappy Little Camper on Modern Farm #4
Jan 3 – 10
Apartment in Naples
4.92 out of 5 average rating, 123 reviewsAlana’s apartment The Estates of Naples,Florida
Jan 26 – Feb 2
Guest suite in Naples
4.92 out of 5 average rating, 257 reviewsGarden Studio Just minutes to Naples Sandy Beaches
May 27 – Jun 3
Bungalow in Naples
4.88 out of 5 average rating, 347 reviewsPrivate Cozy Coastal Bugalow
May 24 – 31
Home in Naples
5.0 out of 5 average rating, 120 reviewsPeaceful Gulf Access, Kayaks, Bikes, ebikes
Dec 1 – 8
Home in Chokoloskee
5.0 out of 5 average rating, 30 reviewsChokoloskee/Everglades City
May 22 – 29
Home in Chokoloskee
5.0 out of 5 average rating, 54 reviewsThe Reel'em Inn, Chokoloskee Island Paradise
Aug 22 – 29
Home in Everglades City
5.0 out of 5 average rating, 35 reviews3/2 House nestled in the Everglades National Park
Dec 13 – 20
Destinations to explore
- Naples Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- Key West Vacation rentals
- West Palm Beach Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Varadero Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom