Photo by Noel Benadom

Holiday Rentals in Chokoloskee

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Holiday Rentals in Chokoloskee

Deep Water Access with a Panoramic View of Chokoloskee Bay
10.0 out of 10, Exceptional, (48)
"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!"
Deep Water Access with a Panoramic View of Chokoloskee Bay
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
9.6 out of 10, Exceptional, (121)
"Great stay"
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
Waterfront 2 bedroom 1 bath with boat slip
10.0 out of 10, Exceptional, (37)
"The property is clean and well maintained. Boat slip as advertised. We enjoyed our stay very much "
Waterfront 2 bedroom 1 bath with boat slip
Chokoloskee-incredible fishing while enjoying Florida with friends and family.
10.0 out of 10, Exceptional, (1)
"The three of us fly fished for 3 days with local guides. This house is 3 minutes from the boat ramp. Plenty of room."
Chokoloskee-incredible fishing while enjoying Florida with friends and family.
Location, Hidden Gem, Fishing, Paradise, Sunsets, Relax on the Bay 1274 sq ft
10.0 out of 10, Exceptional, (5)
"Everything was perfect!!!!"
Location, Hidden Gem, Fishing, Paradise, Sunsets, Relax on the Bay 1274 sq ft
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise
10.0 out of 10, Exceptional, (7)
"Had an enjoyable stay with all the conveniences we needed. The owners communication was outstanding and made our stay even better. Many thanks. I would recommend this home to all my friends."
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise
River Wilderness Waterfront Cabins
2.5 star property
8.6 out of 10, Excellent, (247)
"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."
The price is €279
includes taxes & fees
23 Nov - 24 Nov
River Wilderness Waterfront Cabins
4-bedroom house with pool steps from the dock!
9.8 out of 10, Exceptional, (30)
"This house sleeps 12. And there were exactly 12 of us plus a four month old. We had plenty of room! The house was clean and very comfortable, perfect for a family. I would definitely rent this house again. Duane was an excellent landlord. he was available via text message and email and replied immediately whenever I contacted him."
4-bedroom house with pool steps from the dock!
Wood cabin with private dock
7.6 out of 10, Good, (9)
"We loved this place. It’s a little rustic but had everything you need, and the location is great for exploring the Everglades. I would certainly stay here again in ever back in the area. Thank you!"
The price is €230
includes taxes & fees
23 Nov - 24 Nov
Wood cabin with private dock
Waterfront home with kayaks, washer/dryer & fast WiFi
8.2 out of 10, Very good, (10)
"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...
Waterfront home with kayaks, washer/dryer & fast WiFi
Naples Marina Getaway Studio now freshly REMODELED!
9.6 out of 10, Exceptional, (10)
"If you like quiet and secluded this is the perfect place for you! Since there wasn’t a welcome book- Deb answered all my questions in timely manner. The restaurant was closed and the washer and dryers were broken - all of which was not Deb’s fault. The listing also had a hot tub and hairdryer which we weren’t present. However the pool and shower were wonderful!"
The price is €268
includes taxes & fees
24 Nov - 25 Nov
Naples Marina Getaway Studio now freshly REMODELED!
Home With Cottage Feel Offering Golf Cart, Kayaks, Bikes, Fishing
10.0 out of 10, Exceptional, (63)
"This makes my 3rd time staying here. It’s always a great time. Love the island feel. Great restaurants near by. Quiet neighborhood. Close to the Everglades. Love Tigertail beach. Be sure to book a boat tour out to the ten thousand islands. Lots of wildlife and beautiful scenery. We will be back again next year. Thank you for sharing you home with us. "
Home With Cottage Feel Offering Golf Cart, Kayaks, Bikes, Fishing
@cypresscottage
10.0 out of 10, Exceptional, (40)
"Location was great, just outside the park. The interior was stunning, as pictured, and comfortable. Amazing view of the waterway and alligators floating by. Very good communication with the owners. Thank you! "
@cypresscottage
Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door
9.2 out of 10, Wonderful, (15)
"Super convenient to park your boat and trailer right at your door! Decent food next door, all you need and everything we expected for our fishing trip. Will be back."
The price is €159
includes taxes & fees
23 Nov - 24 Nov
Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door
Getaway in the Everglades
10.0 out of 10, Exceptional, (32)
"This was an amazing place with old Florida charm."
Getaway in the Everglades
Extreme Naples Charters- "Comfort Zone"-Social Distancing at it's Best!
9.8 out of 10, Exceptional, (19)
"We had a great stay, & we were very comfortable. Owners were available for our questions when needed, the area was quiet at night, and the club amenities were a nice bonus."
Extreme Naples Charters- "Comfort Zone"-Social Distancing at it's Best!
The Everglades House
The Everglades House
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!
9.6 out of 10, Exceptional, (4)
"Loved the actual condo. Exactly as described / shown. The actual resort is a bit lacking.. ton of potential. Location is great..close enough but far enough away. Thank you for allowing us to stay!"
The price is €218
includes taxes & fees
25 Nov - 26 Nov
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!
Splendid studio with heated pool, game room, tennis, restaurant, sauna, gym, BBQ
Splendid studio with heated pool, game room, tennis, restaurant, sauna, gym, BBQ
Sunny hotel-style studio with pool, game room, sauna, tennis, restaurant, gym
Sunny hotel-style studio with pool, game room, sauna, tennis, restaurant, gym
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Chokoloskee you may be interested in

Deep Water Access with a Panoramic View of Chokoloskee Bay
10.0 out of 10, Exceptional, (48)
"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!"
Deep Water Access with a Panoramic View of Chokoloskee Bay
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
9.6 out of 10, Exceptional, (121)
"Great stay"
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
Waterfront 2 bedroom 1 bath with boat slip
10.0 out of 10, Exceptional, (37)
"The property is clean and well maintained. Boat slip as advertised. We enjoyed our stay very much "
Waterfront 2 bedroom 1 bath with boat slip
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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 Chokoloskee Bay 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.