Vacation rentals in Chokoloskee

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chokoloskee

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

%{current} / %{total}1 / 1
Guest favourite
A spacious deck extends over the canal, surrounded by lush palm trees. Comfortable seating is arranged around a fire pit, with a paddleboard propped nearby. A BBQ grill is visible, inviting outdoor dining in a serene waterfront setting.
Home in Naples
4.95 out of 5 average rating, 130 reviews

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

Top guest favourite
Villa in Everglades City
5 out of 5 average rating, 16 reviews

Villa Serena - Tranquility Redefined

Nestled along the edge of the majestic Everglades, this refined luxury villa is a quiet sanctuary designed for those who seek both sophistication and serenity. It is fully equipped with everything you’ll need during your visit, a private dock, and easy access to restaurants and outdoor adventures. Whether you're here to visit Everglades National Park, go fishing, birdwatch, or just relax and unwind, Villa Serena offers a true retreat for the soul—this is Everglades living at its most refined.

Top guest favourite
A tranquil pool area is showcased, surrounded by lounge chairs and palm trees. The inviting water reflects the blue sky and waterfront views of lush greenery. The building nearby features a light exterior, complementing the serene atmosphere of the space.
Condo in Marco Island
4.99 out of 5 average rating, 136 reviews

Dolphin Pardise Waterview, Wildlife, Pool &Fishing

Unique Waterfront Condo & Gorgeous Intercoastal Views, Wildlife, Fishing, Boat Dock. 1 block from Snook Inn! Adjacent Pool Steps Away from Patio. NEWLY REMODELED! Pool & 2 Private Patios overlook Beautiful Waterfront, Dolphins, Manatees, Exotic Birds. Main Floor -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

Top guest favourite
Guest suite in Naples Park
4.82 out of 5 average rating, 220 reviews

#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!

Guest favourite
A wooden dock juts out over calm water, flanked by mangrove vegetation. Two adirondack chairs are positioned for relaxation, offering unobstructed views of the water. A cozy cottage is visible in the background, surrounded by palm trees, under a clear blue sky.
Cottage in Everglades City
4.98 out of 5 average rating, 172 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.

Top guest favourite
A stilt home is visible among lush tropical landscaping, featuring a mixture of palm and flowering plants. The entrance, framed by greenery, leads up a set of wooden steps. A clear blue sky is seen above, enhancing the serene atmosphere of the exterior.
Apartment in Naples
4.99 out of 5 average rating, 103 reviews

Aesthetic Lush Landscape, 3 Min to Town, King Bed

For Guests Who Love Privacy! Sunny Studio where Art is highlighted. French Doors to Lg Screened Porch for Outside Dining/Working. Peaceful. Stilt home (8 steps) in Safe, Quiet area w parking right outside. Backyard is yours w BBQ grill, table & chairs. Charmingly Furnished w Recliner, Heavenly King Bed, Convection/Microwave oven, Kitchen Aid stove top & Full Fridge. 624/34 Mbps at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

Top guest favourite
Cottage in Goodland
4.98 out of 5 average rating, 139 reviews

Waterfront View Cottage

Come and stay at the only location on the island with the one of a kind exceptional view of the Everglades. Step right out to the waters edge of the Goodland Bay, where you will be able watch the dolphins right from your porch and private patio. The cottage has great sliding glass doors that hold the magnificent view of the water, right from the living room. A freshly remodeled fully furnished, up to date, 1 bedroom cottage. Boat Parking, Dockage, kayaks, and bikes available.

Superhost
A heated swimming pool showcases clear, sparkling water reflecting sunlight. Surrounding the pool, a fenced area features several palm trees and lounge chairs. Lush greenery can be seen in the background, providing a serene setting for relaxation.
Cabin in Everglades City
4.82 out of 5 average rating, 71 reviews

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

Guest favourite
A well-maintained swimming pool is surrounded by palm trees and lounge chairs. The water reflects clear blue skies, creating a calming ambiance. A fenced area provides security and separation from the surrounding environment, enhancing the inviting look of this open space.
Condo in Everglades City
4.81 out of 5 average rating, 213 reviews

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.

Top guest favourite
The well-lit exterior of a residential building is visible, showcasing multiple balconies and floors. A swimming pool is framed by lounge chairs, creating an inviting gathering space, enhanced by the warm glow of outdoor lighting against the twilight sky.
Apartment in Marco Island
4.94 out of 5 average rating, 279 reviews

Best JW Marriott Alternative Prime~ Location~Pool

Retreat to the gorgeous 1BR 1Bath coastal oasis located across the street from JW Marriot, offering easy access just steps to the amazing beach on Marco Island. The condo's comforts, amenities, and wonderful location provide everything you need to relax, recharge, and have a perfect Gulf Coast stay! ✔ Large 1bd w King Bedroom ✔ Open Design Living ✔ Full Kitchen ✔ Balcony ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Community Amenities (Pool, Hot Tub, Free Designated Parking)

Top guest favourite
A spacious in-ground pool is presented, surrounded by lounge chairs and palm trees. The clear water reflects the blue sky, and a pathway of pavers leads to the pool area. Umbrellas provide shade, enhancing a relaxed atmosphere for guests.
Condo in Marco Island
4.94 out of 5 average rating, 243 reviews

Marco Island Beach Club 310 - Updated 1 bed/1 bath

Come enjoy the comforts of this clean, bright 3rd floor condo in Marco Island's Beach Club. Save money over high hotel rates and have all the amenities of home. Plenty of room in this 700sf condo for the perfect couples getaway or a family vacation. Located at Marco Island's south end, the Beach Club is at a very quiet part of the island. Just a three block walk to 6+ bars/restaurants, movie theater and mini-golf. The Marriott is one mile away.

Top guest favourite
Condo in Bonita Springs
4.83 out of 5 average rating, 234 reviews

Cozy studio 1.3 miles to Barefoot Beach

Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

Popular amenities for Chokoloskee vacation rentals

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