Chokoloskee Holiday Rentals from €311: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Chokoloskee has to offer?

Deep Water Access with a Panoramic View of Chokoloskee Bay : This highly rated holiday home rental in Chokoloskee is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind.

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Holiday Rentals in Chokoloskee

"Wonderful place to stay. LM and GM are great hosts. Place was immaculate and sitting out at night looking at the oyster bars is an amazing experience. Choko is one of the last real Florida experiences left and this property exemplifies it. Thanks again!"

"This place is perfect for two old buddies or two couples fishing, sightseeing or whatever local adventures interest you. The host was outstanding n the place was very clean and accommodating! There is a marina with most supplies, ice, bait, lift launch and your boat is merely 30 steps from the door! Overall Very nice place n host all around "

"Great trip, "

"The three of us fly fished for 3 days with local guides. This house is 3 minutes from the boat ramp. Plenty of room."

"Very clean and comfortable venue. Most importantly, the location is perfect. An excellent place to stay while enjoying some fishing around Chokoloskee!"

"The smeĺl of dead fish knocked you over when you open the door. Just nauseating. "

"What a gem! We loved this place; perfect for the family. Right on the water and a wonderful retreat. The whole family agreed we would like to come back."

includes taxes & fees

15 Feb - 16 Feb

"Great place, clean, tidy and in a great location. "

"Great property on the water, but renters should be warned that Stan's bar is just across the canal, and the bands are really loud... all day long. The unit is could use upgrades throughout, especially in the master bath and kitchen. The photos in the listing make the space seem a lot newer and lighter than it is. Most screens had holes in them, so fresh air - especially in the evening when the mosquitoes were thick - was not an option. Not an issue in the summer, when AC 24/7 is the norm. But...

"Very clean and kitchen well stocked. Bed comfortable. "

"Perfect for our weekend getaway. Within walking distance of many restaurants.Centrally located, clean, easy check in and out."

"Close driving distance to all of our adventures. "

"The room was clean, they accepted dogs, the tv had lots of channels. But, the air conditioner was so loud that you can’t sleep. "

includes taxes & fees

3 Mar - 4 Mar

"Nice place to stay for short term."

"I recently stayed at a VRBO rental property, and unfortunately, my experience was far from satisfactory. Despite a certification sticker indicating recent cleaning, the room was unclean and unkempt. The bed sheets were visibly dirty and unchanged, giving the impression that someone had been lounging in them while watching TV. The bathroom was in a terrible state, with dirty towels strewn about and no toilet paper provided. To make matters worse, the toilet didn't flush at all (so my apologies...

includes taxes & fees

16 Feb - 17 Feb

"We stayed for three days and enjoyed it very much. Great location with Canal views. The screened in porch was the highlight. Would definitely return."

"Door does not lock making us feel unsafe Horrible smell from the bathroom Live Cockroaches inside the boat Unkempt conditions Ac that does not keep up with the FL heat 2 hours into stay were told that we need to bag our used toilet paper because the toilet clogs easily Told all of the above to owner who replied… this is a safe area and previous renter brought their own toilet paper which backed up the toilet and messed up the macerator It is obvious the owner does not visit the rental, his...

includes taxes & fees

18 Feb - 19 Feb

"The studio had everything we needed.The weather was cold our first week but the location allowed us to explore the Everglades. The boat tour from the marina was great. They were redoing to restaurant and did not heat the pool till the end of our visit. All in all it is a great studio."

includes taxes & fees

11 Mar - 12 Mar

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Other types of properties in Chokoloskee you may be interested in

"Wonderful place to stay. LM and GM are great hosts. Place was immaculate and sitting out at night looking at the oyster bars is an amazing experience. Choko is one of the last real Florida experiences left and this property exemplifies it. Thanks again!"

"Great trip, "

Find out more about Chokoloskee

Everything you need to know about Chokoloskee holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chokoloskee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chokoloskee holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chokoloskee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chokoloskee. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chokoloskee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chokoloskee holiday rentals we have selected for you start as low as €311 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chokoloskee rentals

At Expedia, we put the best Chokoloskee holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chokoloskee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chokoloskee holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chokoloskee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Chokoloskee properties

Cottage retreat with walking distance to the Dock 🐠

5/5 Excellent

"Great place, clean, tidy and in a great location. "

A verified traveller stayed at Cottage retreat with walking distance to the Dock 🐠

Posted 5 days ago

Port of the Islands Everglades Adventure Resort

5/5 Excellent

"I spent 9 nights here in January. I used it as a base for exploring and fishing the Everglades. It’s very clean and peaceful. There is a new restaurant about to open on site which will be a great addition. The pool area was clean and a great place to chill after a day in the sun. The staff were very nice and helpful. "

A verified traveller from PETERBOROUGH stayed at Port of the Islands Everglades Adventure Resort

Posted 10 days ago

Waterfront 2 bedroom 1 bath with boat slip

5/5 Excellent

Fishing Trip

"This place is perfect for two old buddies or two couples fishing, sightseeing or whatever local adventures interest you. The host was outstanding n the place was very clean and accommodating! There is a marina with most supplies, ice, bait, lift launch and your boat is merely 30 steps from the door! Overall Very nice place n host all around "

A verified traveller stayed at Waterfront 2 bedroom 1 bath with boat slip

Posted 1 month ago

The Ultimate Fishing Retreat- Comfortable and Convenient!

5/5 Excellent

Great spot on the island

"Very clean and comfortable venue. Most importantly, the location is perfect. An excellent place to stay while enjoying some fishing around Chokoloskee!"

A verified traveller stayed at The Ultimate Fishing Retreat- Comfortable and Convenient!

Posted 2 months ago

Frequently asked questions

Can I find holiday rentals in Chokoloskee?

Yes, there are holiday rentals close to the most popular sights in Chokoloskee, or you can select a more secluded option if you're looking for a relaxing stay. Chokoloskee is known for its waterfront and seafood restaurants.

What are some of the best holiday rentals that Chokoloskee has to offer?

Deep Water Access with a Panoramic View of Chokoloskee Bay: This highly rated holiday home rental in Chokoloskee is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in Chokoloskee?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Chokoloskee stay.

What can I see and do in Chokoloskee?

While exploring the area, visit family-friendly sights like Rookery Bay Reserve Lands, or get outside and enjoy nature at Everglades National Park. In the wider area, you’ll find Gulf Coast Visitor Center and Everglades City Hall.

What are holiday rentals like in Chokoloskee?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chokoloskee. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.

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Holiday Rentals in Chokoloskee

Plan, book, stay with confidence

Check prices for these dates

Holiday Rentals in Chokoloskee

Deep Water Access with a Panoramic View of Chokoloskee Bay

Deep Water Access with a Panoramic View of Chokoloskee Bay

Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Waterfront 2 bedroom 1 bath with boat slip

Waterfront 2 bedroom 1 bath with boat slip

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

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

Chokoloskee-incredible fishing while enjoying Florida with friends and family.

Chokoloskee-incredible fishing while enjoying Florida with friends and family.

The Ultimate Fishing Retreat- Comfortable and Convenient!

The Ultimate Fishing Retreat- Comfortable and Convenient!

Port Of The Islands Resort

Port Of The Islands Resort

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins

Cottage retreat with walking distance to the Dock 🐠

Cottage retreat with walking distance to the Dock 🐠

Waterfront home with kayaks, washer/dryer & fast WiFi

Waterfront home with kayaks, washer/dryer & fast WiFi

Cozy Cottage Goodland Fl.

Cozy Cottage Goodland Fl.

Perfect Florida Cottage

Perfect Florida Cottage

Explore the Everglades!

Explore the Everglades!

D153 - 2 Queen Size Beds

D153 - 2 Queen Size Beds

Everglades City Cabin: Dock & Heated Pool!

Everglades City Cabin: Dock & Heated Pool!

E160 - 1 Queen Cottage

E160 - 1 Queen Cottage

Newly remodeled 1 bedroom suite in Goodland Fl. fishing island of Marco Island

Newly remodeled 1 bedroom suite in Goodland Fl. fishing island of Marco Island

Romantic getaway

Romantic getaway

D155 - 2 Queen Cottage

D155 - 2 Queen Cottage

Naples Marina Getaway Studio now freshly REMODELED!

Naples Marina Getaway Studio now freshly REMODELED!

Other types of properties in Chokoloskee you may be interested in

Deep Water Access with a Panoramic View of Chokoloskee Bay

Deep Water Access with a Panoramic View of Chokoloskee Bay

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

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

Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Find out more about Chokoloskee

Find out more about Chokoloskee

Recent reviews of Chokoloskee properties

Recent reviews of Chokoloskee properties

Cottage retreat with walking distance to the Dock 🐠

Frequently asked questions