Chokoloskee, FL Cottage Rentals

Chokoloskee Cottage Rentals

Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.

Price Dropped

Cottage

Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.

10.0

Exceptional

(21 Reviews)

1 Bedroom 1 Bath 4 Guests 600 ft²

US $226/Night 7 Nights - US $1,581

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Highly Rated

Cottage

FIN and FUN-Chokoloskee

9.8

Exceptional

(50 Reviews)

1 Bedroom 1 Bath 2 Guests

US $169/Night 7 Nights - US $1,181

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Cottage

Chokoloskee Island Cottage

10.0

Exceptional

(14 Reviews)

4 Bedrooms 3 Baths 6 Guests

US $455/Night 7 Nights - US $3,186

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Amazing little fishing cabin on the water with a boat ramp in Everglades City

New

House

Amazing little fishing cabin on the water with a boat ramp in Everglades City

10.0

Exceptional

(1 Review)

2 Bedrooms 2 Baths 7 Guests 1000 ft²

US $245/Night 7 Nights - US $1,717

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Everglades City Apt Near Marina and National Park!

Apartment

Everglades City Apt Near Marina and National Park!

9.5

Exceptional

(2 Reviews)

3 Bedrooms 1 Bath 4 Guests 1496.18 ft²

US $235/Night 7 Nights - US $1,645

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Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands

Highly Rated

House

Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands

9.4

Exceptional

(112 Reviews)

1 Bedroom 1 Bath

US $201/Night 7 Nights - US $1,407

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Chokoloskee Dockside “end of the road” (Includes boat slip) with this rental

Highly Rated

House

Chokoloskee Dockside “end of the road” (Includes boat slip) with this rental

10.0

Exceptional

(60 Reviews)

1 Bedroom 1 Bath 4 Guests

US $241/Night 7 Nights - US $1,684

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Everglades City Cabin: Dock & Heated Pool!

House

Everglades City Cabin: Dock & Heated Pool!

8.3

Excellent

(3 Reviews)

1 Bedroom 1 Bath 4 Guests 699.65 ft²

US $283/Night 7 Nights - US $1,983

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Chucka Charmer Boat slip included. Chokoloskee

Highly Rated

House

Chucka Charmer Boat slip included. Chokoloskee

10.0

Exceptional

(53 Reviews)

2 Bedrooms 2 Baths 6 Guests

US $270/Night 7 Nights - US $1,887

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Everglades City Cabin with Boat Slip and Pool Access!

House

Everglades City Cabin with Boat Slip and Pool Access!

7.0

Very Good

(7 Reviews)

1 Bedroom 1 Bath 4 Guests 796.53 ft²

US $123/Night 7 Nights - US $861

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Waterfront 2 bedroom 1 bath with boat slip

Highly Rated

House

Waterfront 2 bedroom 1 bath with boat slip

10.0

Exceptional

(52 Reviews)

2 Bedrooms 1 Bath 4 Guests 399 ft²

US $278/Night 7 Nights - US $1,943

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Other

Chokoloskee Island RV Park

8.6

Fabulous

(33 Reviews)

12 Bedrooms 10 Baths 37 Guests

US $135/Night 7 Nights - US $944

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More Top-Rated Cottage Rentals in Chokoloskee Area

Why Choose Rent By Owner for your Chokoloskee Cottage Rentals?

What makes our Cottage Rentals special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Chokoloskee Cottage Rentals

Where are the best neighborhoods to stay in Chokoloskee?

When visiting Chokoloskee, Florida, you can explore neighborhoods that offer a peaceful and authentic experience close to nature. Choosing a location near the water provides easy access to local wildlife and scenic views, perfect for outdoor enthusiasts. Whether you prefer a quiet retreat or a lively community, these areas ensure a comfortable stay with dependable amenities tailored to your needs.

Big Cypress

In this part of the region, you can enjoy serene surroundings and immersive natural beauty, making it an ideal spot to stay when exploring the area’s unique landscape. The tranquil atmosphere here provides a perfect retreat for those seeking a peaceful getaway in Florida.

View 467+ Rentals in Big Cypress

Best Times to Visit Chokoloskee

When should you plan your Cottage Rentals stay?

To make the most of your stay in this destination, consider visiting during the shoulder seasons when the weather is still pleasant and the area is less crowded, ensuring a more relaxed experience while exploring the natural beauty and tranquility that makes here so unique for a memorable vacation.

Peak Season Highlights

March to May (Spring)

This is the most vibrant time to visit, with warm temperatures and abundant wildlife, perfect for outdoor activities.

Average Temperature Daytime: 78°F - Nighttime: 65°F

November to February (Winter)

Experience mild weather during these cooler months, ideal for exploring the area's natural beauty without the summer crowds.

Average Temperature Daytime: 70°F - Nighttime: 55°F

Off-Season Highlights

June to August (Summer)

Enjoy quieter surroundings as the region experiences hotter days and higher humidity, suitable for early morning adventures.

Average Temperature Daytime: 90°F - Nighttime: 75°F

September to October (Fall)

During this period, the area sees a slight drop in visitor numbers, with pleasant temperatures and fewer tourists.

Average Temperature Daytime: 82°F - Nighttime: 68°F

Weekly Weather Forecast for Chokoloskee

How to Book Your Chokoloskee Cottage Rentals

What's our booking process?

Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Chokoloskee

More Top-Rated Cottage Rentals in Chokoloskee Area

Common Cottage Rentals Amenities

What amenities can you expect?

Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

Fully-equipped kitchens with modern appliances
Comfortable living areas with flat-screen TVs
Free Wi-Fi for staying connected
Air conditioning and heating for year-round comfort
In-unit washers and dryers for convenience
Luxurious bedrooms with premium bedding
Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

Enjoy outdoor dining with a private patio or picnic area to savor meals amid the natural surroundings.
Relax in a shaded gazebo or covered seating area, perfect for unwinding after a day of exploration.
Take advantage of a spacious backyard or yard space for outdoor activities and family fun.
Make use of a boat dock or fishing pier to access nearby waterways and enjoy local fishing opportunities.
Benefit from a fully equipped outdoor BBQ grill to cook fresh catches or grilled favorites.
Explore landscaped gardens or lush lawn areas that enhance your stay in this coastal region.
Utilize outdoor shower facilities to rinse off after beach outings or watersport adventures.

Top Attractions Around Chokoloskee

What attractions are nearby?

In this charming region, you can enjoy a variety of outdoor activities such as fishing, boating, and wildlife viewing, all easily accessible from your cozy cottages, making it an ideal spot for nature enthusiasts looking to explore the diverse ecosystems nearby in Chokoloskee.

Family Activities

Everglades National Park Tour Experience a guided boat tour through the iconic Everglades, where you and your family can observe diverse wildlife and learn about the region’s unique ecosystem.
Fishing Adventures Enjoy a family-friendly fishing trip in the waters surrounding Chokoloskee, renowned for its abundant marine life and tranquil settings ideal for beginners and seasoned anglers alike.
Bird Watching Excursions Discover a variety of bird species native to this destination on a leisurely bird watching excursion, perfect for nature-loving families seeking outdoor exploration.
Wildlife Viewing Opportunities Explore the natural habitats here, where you can spot alligators, manatees, and other fascinating creatures in their native environment, providing memorable educational experiences for children.

Adult Activities

Fishing Excursions: Embark on guided fishing trips where you can try your hand at catching some of the region's renowned local species in the pristine waters surrounding here.
Kayaking Adventures: Explore the calm, scenic waterways by kayak to experience the area's rich wildlife and untouched natural beauty up close.
Wildlife Watching Tours: Join expert-led tours designed to showcase the diverse birdlife and marine creatures inhabiting this unique ecosystem.
Eco-Tours and Nature Walks: Discover the region’s vibrant flora and fauna through eco-friendly walks that highlight the ecological significance of this destination.

Other Places to Stay in Chokoloskee, FL

Chokoloskee Island

Explore 38 Properties

More Places to Stay Near Chokoloskee

Chokoloskee Travel Tips

How Can You Make the Most of Your Stay?

Explore Local Wildlife and Nature Take advantage of the region’s rich natural surroundings by engaging in wildlife viewing and outdoor activities that highlight the area's unique ecosystem.
Visit Nearby Waterways Make sure to enjoy the scenic water-based experiences, such as boating or kayaking, which are perfect in this area for immersing yourself in the local aquatic environment.
Plan Your Activities in Advance To maximize your time here, consider scheduling guided tours or wildlife excursions early during your stay for a seamless experience.
Choose a Comfortable Cottage Setting Book a well-located cottage through trusted platforms to ensure a relaxing and convenient base while exploring this destination’s natural beauty.

Transportation Options

Car Rentals: Renting a car offers the most flexibility for exploring the region and reaching your desired cottages comfortably.
Taxi Services: Local taxi services provide convenient and quick transportation options to and from key points around this destination.
Boat Transfers: Given the proximity to waterways, boat transfers can be an efficient way to access nearby islands and scenic areas.
Public Transit: Limited but available public transportation options serve the area, ideal for short trips within the region.

Local Customs Options

Cultural Heritage Celebrations: You can experience local festivals that highlight the region's rich history and traditions, offering a unique glimpse into the community’s roots.
Respect for Nature: The area's customs emphasize preserving the natural environment, encouraging visitors to engage in sustainable practices during their stay.
Seafood Traditions: Enjoy the local cuisine that reflects age-old fishing customs, with fresh seafood playing a central role in communal gatherings.
Community Hospitality: Visitors often notice the welcoming attitude of residents, who take pride in sharing their way of life and fostering a friendly atmosphere.

Chokoloskee Cottage Rentals Frequently Asked Questions

1. What are the top Cottages in Chokoloskee?

There are a lot of options in Chokoloskee. If you plan on staying in the Chokoloskee area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Chokoloskee:

2. How many Cottages are available in Chokoloskee?

Currently, the total number of properties listed by RBO in 2026 is over 3 in the Chokoloskee area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Chokoloskee. 

3. What is the cancellation policy for cottages in this area?

Cancellation policies vary by property, so it’s best to review the specific listing details when booking. For comprehensive information, you may contact the host directly to understand the terms related to cancellations and refunds.

4. Are there any amenities included with the cottages in this region?

Amenities differ from one cottage to another, but many offer essentials like Wi-Fi, kitchen facilities, and outdoor spaces. For a complete list of amenities, please check the individual listing or contact the property owner for clarification.

5. How do I find out about availability and book my stay?

Availability can be checked directly on the listing page. Once you select your dates, you can proceed with the booking process. If you need assistance, reaching out to the property owner can help ensure the dates are confirmed for your stay.

6. Is parking available at the cottages in this destination?

Most listings include parking options, but it's recommended to verify this by reviewing the property details. Contact the host if you require specific parking arrangements or have special needs.

7. What should I do if I need to modify or cancel my reservation?

Modifications or cancellations are subject to the individual property’s policies. It’s advised to read the cancellation policy carefully before booking, and you can also communicate directly with the owner to discuss any changes or concerns.