
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

#Blocks2Beach Lower Studio Palm Villa Close2 #RITZ
Gorgeous newly renovated private one King bedroom with en-suite bathroom. This 1st floor studio has modern updates with new furniture, comfortable mattress, fluffy pillows & luxury linens. Small refrigerator, microwave & Keurig in studio for guests to use. Just BLOCKS to the best beach where the sunsets are divine at Vanderbilt Beach. Easy walk to the Ritz Carlton Naples Beach Resort with the finest ocean front dining. Enjoy beach activities including shelling, SUP, fishing, kayaking & more!

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!

Chic Top-Floor Condo: Gulf & Sunrise Views
Escape to our chic, top-floor condo where you can swap the hustle for flip-flops and indulge in dolphin sightings. Immerse in relaxation at our heated pools or unwind in the hot tubs - all while savoring views of Factory Bay. Head over to Dolphin Cove Marina for a boat rental and venture out to fish or shell under the sun. Culinary delights await at 9 top-rated eateries within a stroll in Olde Marco. With beach access close by, our condo is your gateway to island amenities galore.

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.

Coastal Paradise! Kayaks+Bikes+Fishing+Boat Dock
Direct back bay access+ boat dock & lift+ kayaks + bikes. 1 mile to Everglades National Park! Minutes to shops & dining! Adorable spacious home- perfect for a seaside retreat!. Designed for dockside enjoyment: hammocks, swing chairs, outdoor dining - 5 minute boat ride to beach -12 minute car ride to beach -Walk to waterfront dining & live music -Kayak in the Everglades -Fish off the dock -Cool, rustic Old Florida vibe -Bring your boat or rent one

Gulf Water Views + 2 bikes, beach gear weekly stay
Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

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.
Popular amenities for Chokoloskee vacation rentals
Other great vacation rentals in Chokoloskee

Sunset Point, Bayfront Home on Chokoloskee Island

Camp Cocktail

Beachfront Views, Spacious 2bed/2bath Condo

Unique Charming Home 3 Min to Downtown! FAST WiFi

Naples Gem|Perfect for 2|10 Min Beach|Superhost

Naples Luxurious Resort Retreat with Lazy River

Beautiful Newly Renovated Condo

Chokoloskee Dockside- “end of the road”
Destinations to explore
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- Naples Beach
- Everglades National Park
- Marco Island Public Beach Access
- 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
- Big Cypress National Preserve
- Coconut Point
- Naples Botanical Gardens
- Ave Maria University
- Lely Resort Golf and Country Club
- East Naples Community Park
- Waterside Shops
- Barefoot Beach State Preserve
- The Naples Pier
- Lowdermilk Park
- Bonita Beach Park
- Cambier Park
- Seminole Casino Hotel Immokalee




