Photo by Noel Benadom

Chokoloskee Island holiday lettings

We found 70 holiday rentals — enter your dates for availability

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Book a holiday rental for your Chokoloskee Island getaway

Learn about the unique charm of Chokoloskee Island with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Exploring the natural features in Chokoloskee Island

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Chokoloskee Island is a great place to get out in nature. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Gulf Coast Visitor Center (2.9 mi / 4.6 km)
  • Big Cypress National Preserve (21.3 mi / 34.3 km)
  • Chokoloskee Bay (2.4 mi / 3.8 km)
  • Fakahatchee Strand Preserve State Park (15.7 mi / 25.2 km)
  • Union Key (11.5 mi / 18.5 km)
  • Remuda Key (11.8 mi / 19 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in Chokoloskee Island?
Based on our data, houses are the most in-demand holiday rental type in Chokoloskee Island. But naturally, everyone’s idea of an epic trip can vary. Vrbo has holiday homes of all shapes, sizes and budgets, and we’ll help you discover the perfect fit for you.
How much does it cost to rent a holiday rental in Chokoloskee Island?
Length of stay, property type and season are some factors that can determine the price of a holiday home. Simply add your travel dates to find your perfect fit. From cosy cabins to expansive villas, all Vrbo holiday rentals offer amazing value.
How much does it cost to rent a beach house in Chokoloskee Island?
Prices for beach houses in Chokoloskee Island may vary depending on the size and style of the property and when you plan to travel. All you need to do is enter your travel dates into Vrbo and the number of guests to view available options and prices. From there you can use our filter tool to tailor your search by amenities, nearby activities, ratings and more.
What are popular rental amenities in Chokoloskee Island?
Some of the most popular rental amenities people prefer in Chokoloskee Island include off-street parking options, an oven and a microwave oven. Whether you’re on a trip with buddies, family or even pets, Vrbo holiday homes feature the best amenities for making new memories with the people you cherish the most.
Are there large group holiday rentals in Chokoloskee Island?
Take your pick of five Vrbo holiday homes in Chokoloskee Island that can accommodate a group of five or more guests. You’ll enjoy all the privacy and room you need to chill out with the people you’re holidaying with — and no one else.
Can I find two-bedroom holiday rentals in Chokoloskee Island?
Gather your nearest and dearest and enjoy peace, privacy and comfort in one of the six two-bedroom holiday properties Chokoloskee Island has to offer.
Are there holiday rentals with WiFi in Chokoloskee Island?
Whether you want to keep up with the latest headlines, send a few emails or update your social media, there are five holiday homes with WiFi in Chokoloskee Island. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How old do you have to be to rent a holiday rental in Chokoloskee Island?
The minimum age can differ across properties on Vrbo, so be sure to check the rules of the holiday rental in Chokoloskee Island you’re considering. But normally, it’s 16, 18 or 21.
How long can I rent a holiday rental in Chokoloskee Island for?
The length of time you can book a holiday rental in Chokoloskee Island is up to the property. Just enter your desired travel dates to view a list of options offering extended stays. With a range of creature comforts such as air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you’re sure to find a terrific place to call your home away from home in Chokoloskee Island.

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