Title: Pet-friendly Vacations in Chokoloskee Island 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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## Flight and Pet-friendly hotel deals in Chokoloskee Island

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

![Landing Apartments near North Fort Myers](https://images.trvl-media.com/lodging/107000000/106660000/106652000/106651913/b10cad92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Landing Apartments near North Fort Myers

Hancock

CA $886

per person

Apr 15 - Apr 22

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Fort Myers (RSW)

9.4/10 Exceptional! (44 reviews)

There were a few issues with apartment but host stepped up and had them remedied immediately which was awesome. The place was perfect for our stay. Location is beautiful.

Reviewed on Jan 6, 2026

![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 $2,294

per person

Mar 25 - Mar 30

found 20 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Fort Myers (RSW)

9.2/10 Wonderful! (704 reviews)

The 2 room condo was huge& had everything you could ask for. The surroundings were beautiful.

Reviewed on Jan 30, 2026

![Landing Fort Myers near Heritage Palms](https://images.trvl-media.com/lodging/119000000/118250000/118241800/118241763/89f56210_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Landing Fort Myers near Heritage Palms

CA $917

per person

Apr 8 - Apr 15

found 15 hours ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

6/10 (2 reviews)

The rental was nice. I just wish they had toilet paper ready, something to cover the door in the bedroom. There was not 100% privacy.

Reviewed on Oct 21, 2025

![Landing Fort Myers Near Highland Pines](https://images.trvl-media.com/lodging/120000000/119980000/119975900/119975870/218e3a8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Landing Fort Myers Near Highland Pines

Daniels Corridor

CA $923

per person

Apr 15 - Apr 22

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Fort Myers (RSW)

No reviews

![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 $3,288

per person

Mar 15 - Mar 20

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9/10 Wonderful! (1,000 reviews)

The best part is that this hotel is right on the beach. We only stayed two nights because this hotel is very expensive, and the restaurant is very expensive.

Reviewed on Feb 1, 2026

Don't see what you're looking for?

See all available trips from Columbus to Chokoloskee Island

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## 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 $2,011

per person

Apr 12 - Apr 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

8.6/10 Excellent! (2,581 reviews)

Very clean room, staff was very nice. All of the pools were clean and everything was very nice and well taken care of.

Reviewed on Jan 30, 2026

![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 $9,810

per person

Mar 14 - Mar 21

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

6/10 (2 reviews)

![The Ritz-Carlton, Naples](https://images.trvl-media.com/lodging/1000000/20000/10500/10494/88b021de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Ritz-Carlton, Naples

Pelican Bay

CA $5,643

per person

Apr 23 - Apr 28

found 1 day ago

Roundtrip flight included

Toronto (YTZ) to Fort Myers (RSW)

9.2/10 Wonderful! (451 reviews)

Loved everything about this hotel, the people, the room, the amenities, all of it was top notch. No complaints whatsoever.

Reviewed on Jan 23, 2026

Don't see what you're looking for?

See all available trips from Columbus to Chokoloskee Island

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## 3 Night Pet-friendly holidays in Chokoloskee Island

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

![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Marriott Sanibel Harbour Resort & Spa

Punta Rassa

CA $1,160

per person

Apr 10 - Apr 13

found 11 hours ago

Roundtrip flight included

Hamilton (YHM) to Fort Myers (RSW)

8.4/10 Very Good! (1,005 reviews)

Nice room and perfect location

Reviewed on Feb 1, 2026

![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 $1,630

per person

Mar 9 - Mar 12

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

9.2/10 Wonderful! (704 reviews)

The 2 room condo was huge& had everything you could ask for. The surroundings were beautiful.

Reviewed on Jan 30, 2026

![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 $2,380

per person

Mar 26 - Mar 29

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

9/10 Wonderful! (1,000 reviews)

The best part is that this hotel is right on the beach. We only stayed two nights because this hotel is very expensive, and the restaurant is very expensive.

Reviewed on Feb 1, 2026

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/2026-03-06/2026-03-13/?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.

![The Suites at Fishermen’s Village- 2 Bedroom Suites](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/ba7422d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Suites at Fishermen’s Village- 2 Bedroom Suites

Punta Gorda Isles

CA $953

per person

Mar 15 - Mar 19

found 19 hours ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9.8/10 Exceptional! (1,027 reviews)

La suite a surpassé nos attentes. Propreté impeccable. Équipée de tout ce dont on avait besoin. La vue sur la plage était charmante. La grandeur de l’unité était parfaite. Nous aurions pu y être 4 sans se sentir à l’étroit. Le personnel est très aidant et généreux. C’est un endroit paradisiaque.

Reviewed on Feb 3, 2026

![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 $956

per person

Apr 27 - May 1

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

9.6/10 Exceptional! (477 reviews)

yes everything was amazing!

Reviewed on Feb 3, 2026

![Edison Beach House](https://images.trvl-media.com/lodging/12000000/11760000/11753200/11753200/fb0b7d7c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Edison Beach House

CA $1,277

per person

Apr 8 - Apr 12

found 23 hours ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9.4/10 Exceptional! (1,554 reviews)

This is an excellent hotel really well maintained. Pool is super nice and heated. It also is also in a great location. Near a bunch of restaurants and a farmers market on the weekend.

Reviewed on Feb 2, 2026

Don't see what you're looking for?

See all available trips from Columbus to Chokoloskee Island

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## 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! (60 reviews)

The location was amazing with the south facing house. You can watch the sunrise and the sunset. We didnt come to fish but we may be back tonfish. The Smallwood Store is a must visit.

Reviewed on Jan 1, 2026

[](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! (126 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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