Photo by Noel Benadom

Chokoloskee holiday rentals

We found holiday rentals — enter your dates for availability

Discover a selection of 7 homes and other holiday rentals in Chokoloskee that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the amenities that you need and want, which might include a hot tub and garden. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

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, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The waterfront setting of Chokoloskee is ready to explore

The island views and other outdoor surroundings create an inviting atmosphere in Chokoloskee. This relaxing and welcoming city is well known for its fishing, boating and seafood restaurants. 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

Whether you're an active traveller or just want to appreciate the scenery, Chokoloskee is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Chokoloskee Bay (2.2 mi / 3.6 km)
  • Gulf Coast Visitor Center (2.8 mi / 4.4 km)
  • Big Cypress National Preserve (21.4 mi / 34.4 km)
  • Fakahatchee Strand Preserve State Park (15.6 mi / 25.1 km)
  • Collier Seminole State Park (19.6 mi / 31.5 km)
  • Union Key (11.4 mi / 18.3 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Chokoloskee?
Mobile homes are the most popular kind of holiday home in Chokoloskee, according to our data. Even if you’ve got something a little different in mind, Stayz has holiday homes in loads of sizes and shapes. Look through our options to find your ideal fit.
How much does it cost to rent a holiday home in Chokoloskee?
Different factors affect what you’ll pay for a holiday home in Chokoloskee, like the season, type of property and length of stay. But, all of our holiday homes have something in common — unbeatable value. Just add your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Chokoloskee?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Click on your Chokoloskee travel dates to see your options on Stayz. Can’t live without a hot tub, or maybe a private pool? Use the filters to pick the features and amenities you want in your home.
Are there pet-friendly holiday homes in Chokoloskee?
Good news. There are. Pick from 11 holiday homes that allow pets in Chokoloskee on Stayz. Our furry kids need a break too, so simply use our search function for pet-friendly holiday homes to book a pad where your puppy dog can lap up the good times.
What are popular home amenities in Chokoloskee?
When it comes to home amenities that people are searching for in Chokoloskee, a garden, a barbecue grill and a nearby waterfront are at the top of the list. With Stayz holiday homes, you’ll enjoy options to suit your taste and style, whether you’re planning to get away with your partner, your family or even pets.
Are there large group holiday homes in Chokoloskee?
With five Chokoloskee properties that can accommodate a group of five or more people, you can invite a few extra friends or family members along. Whether you’re planning an informal get-together or a birthday party, we’ll help you find the perfect space to match the occasion.
Are there holiday homes in Chokoloskee that welcome kids?
Gather your whole crew for a fun-filled adventure in Chokoloskee at one of our 11 family-friendly holiday homes. A lot of these stays feature amenities that are just perfect for getaways with youngsters, like laundry facilities, living rooms and entertainment units. Simply check the “Properties good for families” filter box and pick out your favourite.
What are the top attractions for families in Chokoloskee?
Keep your kids occupied at these awesome family-friendly attractions in Chokoloskee:

  • Museum of the Everglades
  • Chokoloskee Bay
  • Gulf Coast Visitor Centre

Can I find two-bedroom holiday homes in Chokoloskee?
Pick from six two-bedroom homes in Chokoloskee. Give the kids the second room or fill it with a couple of your besties. There’s enough space for whoever’s lucky enough to be joining your adventure.
Are there holiday homes with WiFi in Chokoloskee?
Whether you’d like to stay in touch with the news, check emails or surf social media, there are five holiday homes with WiFi in Chokoloskee. Check the “WiFi” box when searching on Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Chokoloskee?
Chokoloskee has 10 holiday homes where you’ll be able to chill out in air-conditioned comfort. To book a stay on Stayz that has this amenity, enter your dates of travel and use the filters to select the “air conditioning” box.
How old do you have to be to rent a holiday home in Chokoloskee?
The minimum age allowed can differ across properties on Stayz, so be sure to look at the rules of the holiday home in Chokoloskee you want. But in general, it’s 16, 18 or 21.
How long can I rent a holiday home in Chokoloskee for?
The amount of time you can book a Chokoloskee holiday home for is down to each property. Simply put in your preferred travel dates to see available options that offer extended stays. They have everything you need to make your extended trip more enjoyable like kitchens and backyards. Some holiday homes might also offer weekly or monthly discounted prices, so you can stick around for longer for less.

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