
Vacation rentals in Chokoloskee
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Top-rated vacation rentals in Chokoloskee
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Waterfront View, Boat Dock, Pool Wildlife &Fishing
Unique Waterfront Condo & Gorgeous Intercoastal Views, Wildlife, Fishing, Boat Dock. One block from Snook Inn! Adjacent Pool Steps Away from Back Patio. NEWLY REMODELED! Pool & Patio Overlook Beautiful Waterfront, Dolphins, Manatees, Exotic Birds. Main Floor with no steps. If you love water and WILDLIFE, this place is for you! Fishing on the dock-Fishing Poles and Tack Supplied, pull your boat right to the back door. TONS of wildlife. Dock is lit at night, watch the sea life! NON SMOKING UNIT

Boaters Bayshore Bungalow w/HOT TUB view of water.
BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

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.

Sandy Cove Cottage/Sandy Cove Villa near the beach
Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!

Everglades Fishing Cabin
Escape to the heart of the Everglades in this serene waterfront cabin. This 1 bedroom 1 bath cabin is designed for anglers and nature lovers, with a private dock, fish cleaning station, and plenty of space to store your gear. No boat? No problem! Enjoy activities like shoreline fishing, air boating , kayaking or kick back and float in the heated pool. Whether you're a seasoned fisherman or just looking for a peaceful escape, this cabin offers the perfect blend of adventure and relaxation.

cabin2A screen room view of your dock nice view
come and fish relax heated pool cooking facilites for you bbq área with table and chairs you have your own dock park your trailer right in front of your cabin enjoy your stay please no smoking in our cabins tiky bar and restaurant acrooss your cabin note this are fishing cabins there are docks on deepwater basan not recomendado to bring children take advantage our cabins are super clean and our cleaning fee is only 30 others are100 and up save money be c0mfortable and clean

Everglade Isle Palms Condotel w/ Pool & Boat Ramp
It’s island time! Welcome to your home base for exploring the Florida Everglades. With all the comforts of home, our Condotel will be your ideal vacation spot. Explore Everglades National Park, the 10,000 islands, airboat tours, and more! Bring your boat or rent one for saltwater, brackish, & freshwater fishing- all from this unique & pristine area. Located in the heart of town, you’ll be in walking distance of several restaurants, ice cream parlors, and the grocery store.

The Reel'em Inn, Chokoloskee Island Paradise
Take in the tropical feel of Chokoloskee Island in an impeccably maintained 3 bedroom/2 bath single family stilt home nestled in the canopy of Royal Poinciana trees and palms. This fisherman's paradise is a unique find in a small fishing village in the heart of the Everglades National Park. Captain Brock Wagner is available for full day private fishing charters. After a day of fishing or kayaking simply relax in a rocking chair on the 600 sqft screen porch.

Chokoloskee/Everglades City
Enjoy this cozy stilted home on Chokoloskee Island, located in the Everglades. The double lot makes it easy to travel with your boat, trailer or RV. 2 boat ramps are located less than 5 minutes away. There is plenty to do such as exploring Everglades National Park, kayaking or fishing the Ten Thousand Islands, and enjoying the freshest seafood. 6 bikes are available to use. The entire property is fenced in making it great for pets.

Everglades City waterfront cabin
Bring your boat to this waterfront community in the heart of the Everglades and the 10,000 Islands. Across from Everglades National Park. Great fishing and boating community.. cozy cabin Sleeps up to 4 guests. Large outdoor living space. Community heated pool. 20$ boat launch fee to be paid next door at Glades store. Loft space and utility room are off limits to guests.

Everglades City Getaway - 2 BR Apartment
Escape from the big city to the little City of Everglades! Centrally located to explore the Everglades and other parks in Southwest Florida. This Airbnb accommodates 4 people and is within walking distance of boat tours and local restaurants. The base price is for 2 people. Additional guests over 2 are charged $15/ per person per night.

Cottage on the Bay Olde Florida
Located in Goodland Fl, A cozy, private cottage, nestled within a sleepy, little, historic, fishing village. 5 Miles from Marco Island. Come and experience an off the beat vibe, in a peaceful, relaxing part of the world. A kayaker’s dream, a bird watchers paradise! Expansive backyard view of the Everglades. A view like no other.
Popular amenities for Chokoloskee vacation rentals
Other great vacation rentals in Chokoloskee

Sunset Point, Bayfront Home on Chokoloskee Island

Naples Gem | 10Min Beach | BBQ | Patio | Parking

Little Gem By the Beach and 5th w/Patio Old Naples

Chokoloskee Dockside- “end of the road”

Naples Marina studio newly remodeled water views!

Waterfront Home on Chokoloskee a Fishermans Dream

Private modern Oasis - Studio w/ Kitchen + Parking

The Coral in Lely Resort 2 Kings-Heated Pool to 89
Destinations to explore
- Seminole Vacation rentals
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- Naples Beach
- Everglades National Park
- Clam Pass Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Esplanade Golf & Country Club of Naples
- Talis Park Golf Club
- Stonebridge Country Club
- Delnor-Wiggins Pass State Park
- Naples Botanical Gardens
- Naples Zoo at Caribbean Gardens




