Chokoloskee Holiday Rentals

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Check prices for these dates

Tonight
1 Dec - 2 Dec
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2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Holiday Rentals in Chokoloskee

Property grounds
Deep Water Access with a Panoramic View of Chokoloskee Bay

Holiday Home in Chokoloskee

10.0 out of 10, Exceptional, (57)
"Property was in great location Property owner was friendly "
United States
Michelle
Deep Water Access with a Panoramic View of Chokoloskee Bay
Property grounds
Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Mobile Home in Chokoloskee

9.6 out of 10, Exceptional, (7)
"Will book again"
United States
ME C.
Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park
Fridge, microwave, oven, stovetop
Location, Hidden Gem, Fishing, Paradise, Sunsets, Relax on the Bay 1274 sq ft

Condo in Chokoloskee

10.0 out of 10, Exceptional, (7)
"We enjoyed staying at this property. It has great water views and is extremely quiet. The condo is very roomy and offers everything you need while away from home. You couldnt ask for a better location."
United States
Michele H.
Location, Hidden Gem, Fishing, Paradise, Sunsets, Relax on the Bay 1274 sq ft
Fridge, microwave, oven, stovetop
The Ultimate Fishing Retreat- Comfortable and Convenient!

Holiday Home in Ochopee

2.0 star property
9.8 out of 10, Exceptional, (13)
"Great place"
United States
Matt
The price is HK$1,362
HK$3,563 total
includes taxes & fees
2 Dec - 3 Dec
The Ultimate Fishing Retreat- Comfortable and Convenient!
Interior
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands

Mobile Home in Chokoloskee

9.6 out of 10, Exceptional, (133)
"Well represented "
United States
Donald S.
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
Fridge, microwave, oven, stovetop
Waterfront 2 bedroom 1 bath with boat slip

Mobile Home in Chokoloskee

10.0 out of 10, Exceptional, (47)
"The house was perfect get away and very clean. It had everything you needed for your stay in Chokoloskee. If I was going back I would stay there again."
United States
Connie T.
Waterfront 2 bedroom 1 bath with boat slip
Outdoor dining
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise

Holiday Home in Chokoloskee

10.0 out of 10, Exceptional, (10)
"Great property! Amazing hosts!"
United States
Chris J.
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise
Outdoor dining
Attached Studio retreat with walking distance to the Dock 🐠

Apartment in Everglades City

9.4 out of 10, Exceptional, (54)
"Good location to visit surrounding areas."
United States
Shelley C.
Attached Studio retreat with walking distance to the Dock 🐠
Outdoor pool
River Wilderness Waterfront Cabins

Villa in Everglades City

2.5 star property
8.6 out of 10, Excellent, (269)
"Rooms are dated but clean and the kitchens are well outfiited with dishes and cooking supplies. Parking under the unit is awesome. Would recommend for motorcycle riders. Check in and out was really smooth and hasle free."
United States
Randy
The price is HK$2,154
HK$2,456 total
includes taxes & fees
2 Dec - 3 Dec
River Wilderness Waterfront Cabins
Property grounds
@cypresscottage

Holiday Home in Ochopee

10.0 out of 10, Exceptional, (48)
"Nice house to explore the Everglades. "
United States
Rachel N.
@cypresscottage
Marina
Naples Marina Getaway Studio DIRECT WATER VIEWS!

Apartment in Naples

9.6 out of 10, Exceptional, (14)
"Best stay I've had in a very long time. The place is awesome, great restaurant, nice and quiet, and close to everything. Will visit again!! "
United States
Rodney
The price is HK$740
HK$1,841 total
includes taxes & fees
31 Dec - 1 Jan 2026
Naples Marina Getaway Studio DIRECT WATER VIEWS!
Dining
Stay In Our 10,000 Island Guest Suite For A Special Everglades Retreat

Cottage in Everglades City

3.0 star property
9.0 out of 10, Wonderful, (6)
"This little cottage was nice and in a good location. Stayed with a group of five and had plenty of room. Owner's were very nice and responsive to any questions that I had. Would recommend this place for anyone who is looking for a nice comfortable place to stay in Everglades city."
United States
Judy A.
Stay In Our 10,000 Island Guest Suite For A Special Everglades Retreat
Outdoor pool, a heated pool
Extreme Naples Charters- "Comfort Zone"-Social Distancing at it's Best!

Houseboat in Naples

10.0 out of 10, Exceptional, (22)
"Everything was as advertised. We had great communication with the owner and he personally showed us the property at check in."
United States
Gerald B.
Extreme Naples Charters- "Comfort Zone"-Social Distancing at it's Best!
Fridge, microwave, oven, stovetop
Tarpon Tavern at Glades Villas-One bedroom Apartment

Apartment in Everglades City

9.4 out of 10, Exceptional, (10)
"Good place to stay. "
United States
Gary N.
Tarpon Tavern at Glades Villas-One bedroom Apartment
Terrace/patio
Newly remodeled 1 bedroom suite in Goodland Fl. fishing island of Marco Island

Apartment in Goodland

10.0 out of 10, Exceptional, (22)
"We enjoyed our stay. Location was nice on canal and near Marco Island and Everglades City planned events, especially the Sunday Fun Day in Goodland. Apartment was cute and comfortable. "
United States
Sandra C.
Newly remodeled 1 bedroom suite in Goodland Fl. fishing island of Marco Island
Fridge, microwave, oven, coffee/tea maker
Sunrise Waterfront Cottage

Apartment in Marco Island

10.0 out of 10, Exceptional, (44)
"The host always responded to my emails quickly and was very accommodating during my stay, she and her husband was great."
United States
Dean L.
The price is HK$1,506
HK$3,072 total
includes taxes & fees
2 Dec - 3 Dec
Sunrise Waterfront Cottage
Outdoor pool
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

Apartment in Naples

9.8 out of 10, Exceptional, (8)
"Perfect location. "
United States
Jennifer E.
The price is HK$779
HK$1,946 total
includes taxes & fees
2 Dec - 3 Dec
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!
Fridge, microwave, oven, stovetop
Goodland pet-friendly home w/ dock & kayaks

Holiday Home in Goodland

9.2 out of 10, Wonderful, (20)
"Had a pleasant stay in Goodland, will be back for sure! "
United States
Angi J.
Goodland pet-friendly home w/ dock & kayaks
Terrace/patio
Waterfront retreat with bay views, dog-friendly, & snowbird-ready

Holiday Home in Goodland

10.0 out of 10, Exceptional, (4)
"We had a very good stay at this house. It was clean, had everything we needed and was in a convenient location. We would definitely recommend. "
United States
Russell M.
Waterfront retreat with bay views, dog-friendly, & snowbird-ready
Smart TV, DVD player, books
Historic Home in the Heart of Everglades City

Holiday Home in Everglades City

Historic Home in the Heart of Everglades City
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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Top Chokoloskee Hotel Reviews

Ivey House Everglades Adventures Hotel

Ivey House Everglades Adventures Hotel

10/10 Excellent
"Extremely clean! Staff are very helpful…I asked one staff person who gave his time to show me how to work the TV. Fantastic!"
Diana L 2-night trip
Posted 4 days ago
Ivey House Everglades Adventures Hotel

Find out more about Chokoloskee

Search for holiday rentals in Chokoloskee on Expedia! You can easily find your home rentals, villas, holiday apartments in Chokoloskee using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chokoloskee!

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 games in this rental home to help you unwind. Another good choice for your trip to Chokoloskee is The Ultimate Fishing Retreat- Comfortable and Convenient!.

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 Smallwood Store and Chokoloskee Bay.

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.