Chokoloskee Bay in the Ten Thousand Islands of southwest Florida USA

Chokoloskee Holiday Rentals

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Our top choices for Chokoloskee holiday rentals

Waterfront Everglades basecamp with dock, trailer parking, and direct bay access

Waterfront Everglades basecamp with dock, trailer parking, and direct bay access
Ochopee
9.8 out of 10, Exceptional, (21 reviews)
"Phenomenal place to stay. Enjoyed everyday we were there. "
United States
Devon G.
The price is NZ$940
includes taxes & fees
1 July - 2 July
Waterfront Everglades basecamp with dock, trailer parking, and direct bay access

Pool Access: Everglades Resort Retreat!

Pool Access: Everglades Resort Retreat!
Naples
The price is NZ$297
includes taxes & fees
30 June - 1 July
Pool Access: Everglades Resort Retreat!

POI Resort Studio Near Everglades NP: Swim + Sail

POI Resort Studio Near Everglades NP: Swim + Sail
Naples
4.8 out of 10, (3 reviews)
"Room shown was still in use when we arrived then substituted for a non upgraded, dirty room. Heavy chemical cleaner smell, floors, kitchen, and bathroom not clean or anywhere near what was shown in listing pictures. Felt like a bait and switch. Emailed Evolve Travel upon checkout, a formal claim initiated by them. 5 days later still no resolution. "
United States
Liane H.
The price is NZ$297
includes taxes & fees
1 July - 2 July
POI Resort Studio Near Everglades NP: Swim + Sail

Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!
Naples
9.8 out of 10, Exceptional, (11 reviews)
"The host did a great jobThe resort was as advertised"
United States
Skip S.
The price is NZ$400
includes taxes & fees
25 June - 26 June
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (294 reviews)
"Great stay!"
United States
Quentin
The price is NZ$459
includes taxes & fees
27 June - 28 June
River Wilderness Waterfront Cabins

Naples Resort Retreat w/ Pool Access!

Naples Resort Retreat w/ Pool Access!
Naples
6.6 out of 10, (4 reviews)
"Great potential needs work no bar restaurants as advertised "
United States
Mike S.
The price is NZ$331
includes taxes & fees
25 June - 26 June
Naples Resort Retreat w/ Pool Access!

Naples Marina Getaway Studio DIRECT WATER VIEWS!

Naples Marina Getaway Studio DIRECT WATER VIEWS!
Naples
9.6 out of 10, Exceptional, (24 reviews)
"We had a very nice time. The room was clean and comfortable. Beautiful sunrises. The host was friendly and accommodating."
United States
Maryann H.
The price is NZ$426
includes taxes & fees
25 June - 26 June
Naples Marina Getaway Studio DIRECT WATER VIEWS!

Marco Island Florida Family Vacation Home-heated pool, beach, Pet friendly

Marco Island Florida Family Vacation Home-heated pool, beach, Pet friendly
Marco Island
9.8 out of 10, Exceptional, (40 reviews)
"The property was beautiful and the pool and lanai were beautiful! Very clean and enjoyable! Our hosts were very accommodating and answered all our questions very promptly! "
United States
Brenda Z.
The price is NZ$1,089
includes taxes & fees
30 June - 1 July
Marco Island Florida Family Vacation Home-heated pool, beach, Pet friendly

Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.

Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.
Ochopee
10.0 out of 10, Exceptional, (21 reviews)
"Cool place, beautiful inside"
United States
Sarah J
The price is NZ$594
includes taxes & fees
25 June - 26 June
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.

Sunrise Waterfront Cottage

Sunrise Waterfront Cottage
Marco Island
10.0 out of 10, Exceptional, (47 reviews)
"Beautiful location on the water and nearby restaurants Bikes and kayaks available Our host was wonderful "
United States
Joseph W.
The price is NZ$659
includes taxes & fees
25 June - 26 June
Sunrise Waterfront Cottage

Exclusive 10,000 Islands Access: Naples Studio

Exclusive 10,000 Islands Access: Naples Studio
Naples
The price is NZ$300
includes taxes & fees
25 June - 26 June
Exclusive 10,000 Islands Access: Naples Studio

Access to 10,000 Islands: Resort-Style Naples Gem!

Access to 10,000 Islands: Resort-Style Naples Gem!
Naples
8.0 out of 10, Very good, (3 reviews)
"The room was clean. The host was responsive. The only downside we found is that it is far away from everything we wanted to do. Great place. "
United States
Vanessa O.
The price is NZ$300
includes taxes & fees
25 June - 26 June
Access to 10,000 Islands: Resort-Style Naples Gem!

Near the Everglades: Studio at Port of the Islands

Near the Everglades: Studio at Port of the Islands
Naples
10.0 out of 10, Exceptional, (1 review)
"Very quiet, adjacent to marina with a nice pool. Staff was very friendly and responsive."
United States
Sally G.
The price is NZ$286
includes taxes & fees
28 June - 29 June
Near the Everglades: Studio at Port of the Islands

Everglades Escape w/ Outdoor Pool & Marina Access!

Everglades Escape w/ Outdoor Pool & Marina Access!
Naples
8.0 out of 10, Very good, (3 reviews)
"Great Stay!!!"
United States
Ryan S.
The price is NZ$300
includes taxes & fees
25 June - 26 June
Everglades Escape w/ Outdoor Pool & Marina Access!

Dock, Pool & Tennis Courts: Naples Resort Retreat!

Dock, Pool & Tennis Courts: Naples Resort Retreat!
Naples
10.0 out of 10, Exceptional, (1 review)
"Super cute and updated. Pool was great. Short walk to beach. "
United States
Christy R.
The price is NZ$331
includes taxes & fees
25 June - 26 June
Dock, Pool & Tennis Courts: Naples Resort Retreat!

Everglades Getaway 15 Mi to NP: Sail + Swim!

Everglades Getaway 15 Mi to NP: Sail + Swim!
Naples
The price is NZ$300
includes taxes & fees
6 July - 7 July
Everglades Getaway 15 Mi to NP: Sail + Swim!

Naples Hideaway w/ Resort Amenities & Porch!

Naples Hideaway w/ Resort Amenities & Porch!
Naples
6.6 out of 10, (4 reviews)
"Nice place to spend for a short stay. Unit not really set up for a long stay."
United States
James L.
The price is NZ$331
includes taxes & fees
25 June - 26 June
Naples Hideaway w/ Resort Amenities & Porch!

Exclusive 10,000 Islands Access: Naples Condo

Exclusive 10,000 Islands Access: Naples Condo
Naples
2.0 out of 10, (1 review)
"Other guests were in our room when we arrived. Could not reach host with contact information. Property is poorly maintained."
United States
Mark K.
The price is NZ$331
includes taxes & fees
25 June - 26 June
Exclusive 10,000 Islands Access: Naples Condo

Resort-Style Studio 15 Mi to Everglades NP

Resort-Style Studio 15 Mi to Everglades NP
Naples
7.0 out of 10, Good, (2 reviews)
"The room was not very clean. The price was good but you get what you pay for. I would not stay here again! "
United States
Jodie M.
The price is NZ$329
includes taxes & fees
8 July - 9 July
Resort-Style Studio 15 Mi to Everglades NP

Bring Your Boat: Condo w/ Pool in Naples!

Bring Your Boat: Condo w/ Pool in Naples!
Naples
4.0 out of 10, (1 review)
"no restaurant open during the week "
United States
Robert S.
The price is NZ$331
includes taxes & fees
7 July - 8 July
Bring Your Boat: Condo w/ Pool in Naples!
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

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, 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 NZ$297 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. 

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?

Waterfront Everglades basecamp with dock, trailer parking, and direct bay access: This highly rated holiday home rental in Chokoloskee is located on the waterfront, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind. Some other top choices in Chokoloskee are Deep Water Access with a Panoramic View of Chokoloskee Bay and The Reel'em Inn, Chokoloskee Island Fisherman's Paradise.

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.