Title: Pet-friendly Vacations in Chokoloskee Island 2026/2026 | Expedia.ca

![](https://images.trvl-media.com/place/3000430940/6a686070-6a7c-41a9-b800-f0b3cf385f24.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Chokoloskee Island Pet-friendly Vacations

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Photo by Noel Benadom

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## Flight and Pet-friendly hotel deals in Chokoloskee Island

Price found within the past 48 hours. Click for updated prices.

![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $1,419

per person

Feb 14 - Feb 17

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Fort Myers (RSW)

9.2/10 Wonderful! (704 reviews)

Room was amazing! View spectacular! Service the best!

Reviewed on Dec 7, 2025

![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Perry Hotel Naples

CA $1,726

per person

Jan 31 - Feb 7

found 21 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Fort Myers (RSW)

9.6/10 Exceptional! (477 reviews)

We especially loved the kayaking

Reviewed on Dec 7, 2025

![Innovation Hotel](https://images.trvl-media.com/lodging/83000000/82990000/82988300/82988281/61b55ef1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Innovation Hotel

CA $2,172

per person

Jan 31 - Feb 7

found 21 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Fort Myers (RSW)

9.8/10 Exceptional! (527 reviews)

Nice, spacious rooms. Good bar and restaurant. Great gym. Also, no children!

Reviewed on Dec 4, 2025

![Shell Island Beach Club](https://images.trvl-media.com/lodging/112000000/111490000/111488300/111488225/9e849186_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Shell Island Beach Club

East End

CA $2,282

per person

Jan 31 - Feb 7

found 21 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Fort Myers (RSW)

9.6/10 Exceptional! (22 reviews)

Beautiful view and beautiful beach!

Reviewed on Aug 2, 2025

![LaPlaya Beach & Golf Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/30000/25200/25199/d2442103_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

CA $2,110

per person

Jan 26 - Jan 29

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9/10 Wonderful! (1,000 reviews)

The bathtub was blacked and sink was leaking water ……. Missing my art knife after room cleaned

Reviewed on Nov 29, 2025

Don't see what you're looking for?

See all available trips from Columbus to Chokoloskee Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Pet-friendly holidays in Chokoloskee Island

Price found within the past 48 hours. Click for updated prices.

![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sundial Beach Resort & Spa

Mid Island

CA $3,440

per person

Feb 22 - Feb 28

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Fort Myers (RSW)

8.6/10 Excellent! (2,581 reviews)

Very clean, fun activities for the kids.

Reviewed on Nov 29, 2025

![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Naples Beach Club, A Four Seasons Resort

Coquina Sands

CA $8,211

per person

Feb 7 - Feb 14

found 18 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

6/10 (2 reviews)

![The Ritz-Carlton Naples, Tiburón](https://images.trvl-media.com/lodging/1000000/790000/788300/788295/75f45fbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Ritz-Carlton Naples, Tiburón

CA $7,133

per person

Jan 15 - Jan 22

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.4/10 Exceptional! (609 reviews)

The staff overall was very nice! The only small issue we had was that a lot of times we couldn't reqch valet, were transferred to the front desk, asked for our car, and then they never communicated with valet to get our car. The rooms were okay, nothing spectacular, and the beds weren't comfortable at all. We specifically won't stay here again because of the bed discomfort.

Reviewed on Dec 7, 2025

Don't see what you're looking for?

See all available trips from Columbus to Chokoloskee Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Pet-friendly holidays in Chokoloskee Island

Price found within the past 48 hours. Click for updated prices.

![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Perry Hotel Naples

CA $1,201

per person

Feb 19 - Feb 22

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

9.6/10 Exceptional! (477 reviews)

We especially loved the kayaking

Reviewed on Dec 7, 2025

![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $1,419

per person

Feb 14 - Feb 17

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Fort Myers (RSW)

9.2/10 Wonderful! (704 reviews)

Room was amazing! View spectacular! Service the best!

Reviewed on Dec 7, 2025

![Innovation Hotel](https://images.trvl-media.com/lodging/83000000/82990000/82988300/82988281/61b55ef1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Innovation Hotel

CA $1,341

per person

Feb 19 - Feb 22

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

9.8/10 Exceptional! (527 reviews)

Nice, spacious rooms. Good bar and restaurant. Great gym. Also, no children!

Reviewed on Dec 4, 2025

Don't see what you're looking for?

See all available trips from Columbus to Chokoloskee Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Pet-friendly holidays in Chokoloskee Island

Price found within the past 48 hours. Click for updated prices.

![Innovation Hotel](https://images.trvl-media.com/lodging/83000000/82990000/82988300/82988281/61b55ef1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Innovation Hotel

CA $1,404

per person

Mar 4 - Mar 8

found 1 hour ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9.8/10 Exceptional! (527 reviews)

Nice, spacious rooms. Good bar and restaurant. Great gym. Also, no children!

Reviewed on Dec 4, 2025

![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Perry Hotel Naples

CA $1,470

per person

Mar 4 - Mar 8

found 1 hour ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9.6/10 Exceptional! (477 reviews)

We especially loved the kayaking

Reviewed on Dec 7, 2025

![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $1,812

per person

Feb 14 - Feb 18

found 5 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

9.2/10 Wonderful! (704 reviews)

Room was amazing! View spectacular! Service the best!

Reviewed on Dec 7, 2025

Don't see what you're looking for?

See all available trips from Columbus to Chokoloskee Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Pet-friendly Hotels in Chokoloskee Island

![Deep Water Access with a Panoramic View of Chokoloskee Bay](https://images.trvl-media.com/lodging/30000000/29630000/29623500/29623408/a4bd5fde_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Deep Water Access with a Panoramic View of Chokoloskee Bay

 Chokoloskee FL

- 4 min walk from Smallwood Store

Book a stay at this beach vacation home in Chokoloskee. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Smallwood Store and Chokoloskee Bay ...

9.8/10 Exceptional! (57 reviews)

Awesome place! Very clean, private, beautiful area. We definitely plan on coming back!

Reviewed on Oct 21, 2025

[](https://expedia.ca/Chokoloskee-Hotels-Deep-Water-Access-With-A-Panoramic-View-Of-Chokoloskee-Bay.h29623408.Hotel-Information)

![Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands](https://images.trvl-media.com/lodging/19000000/18840000/18839500/18839426/786dc039_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

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

 Chokoloskee FL

- 4 min walk from Smallwood Store

Enjoy a garden, laundry facilities, and patios. Popular attractions Smallwood Store and Chokoloskee Bay are located nearby.

9.4/10 Exceptional! (125 reviews)

Everything was fantastic. if we had any questions or any concerns, the owner responded right away and helped us out. we would have loved to stay longer, but unfortunately, Weather wasn’t on our side.. the people that were around that place were awesome very friendly polit…

Reviewed on Nov 30, 2025

[](https://expedia.ca/Chokoloskee-Hotels-Everglades-Chokoloskee-3-Bdrm-Home-W-Dock.h18839426.Hotel-Information)

![ Location, Hidden Gem, Fishing, Paradise, Sunsets, Relax on the Bay 1274 sq ft](https://images.trvl-media.com/lodging/64000000/63530000/63528700/63528605/28796c5d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

 Location, Hidden Gem, Fishing, Paradise, Sunsets, Relax on the Bay 1274 sq ft

 Chokoloskee FL

- 8 min walk from Smallwood Store

Stay at this condo in Chokoloskee. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Smallwood Store and Chokoloskee Bay are located ...

10/10 Exceptional! (7 reviews)

What’s not to like…

Giving this home a glowing review will just make it harder to book! But I have to be honest. Beautiful property, ideal setting, great amenities. Brendon could not have done more to communicate and make sure we were happy with everything. Which we were! Thx!

Reviewed on Mar 31, 2025

[](https://expedia.ca/Chokoloskee-Hotels-Location.h63528605.Hotel-Information)

[See all 245 properties in Chokoloskee Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=553248635976468286)

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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