Title: Pet-friendly Vacations in Raccoon Key 2026 | Expedia.ca

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# Raccoon Key Pet-friendly Vacations

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## Flight and Pet-friendly hotel deals in Raccoon Key

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

![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Perry Hotel & Marina Key West

CA $2,330

per person

Feb 20 - Feb 27

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.4/10 Exceptional! (1,151 reviews)

great place to stay

Reviewed on Dec 11, 2025

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Oceans Edge Key West Resort, Hotel & Marina

CA $2,394

per person

Feb 20 - Feb 27

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

You name it! The room, the view, the service, the food, the shuttle service all were outstanding. Really well kept facilities. Loved the pools and the service staff that kept us taken care of daily.

Reviewed on Dec 12, 2025

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $4,109

per person

Feb 20 - Feb 27

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

Everything was wonderful. Loved our stay so much !!

Reviewed on Dec 13, 2025

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pier House Resort & Spa

Key West Historic District

CA $5,383

per person

Feb 20 - Feb 27

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

Our stay at Pier House Resort was truly amazing. The ambiance throughout created a genuine “Don’t Worry, Be Happy” atmosphere that made our getaway unforgettable. Every staff member we interacted with was courteous, professional, and friendly — they took wonderful care of us from start to finish. Between the private beach, great dining, and the legendary Chart Room bar, we felt completely at ease. We’re already looking forward to planning our return.

Reviewed on Dec 10, 2025

![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Gardens Hotel

Old Town Key West

CA $4,194

per person

Feb 20 - Feb 27

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

Great breakfast, convenient location. Staff is very friendly. Rooms are nice and the garden area is pretty. I read all of the reviews and the hype around the place so it fell short of my expectations. If I had just gone there and not read the reviews I may have enjoyed it more. I would go back but I had stayed at places as nice or nice for my needs for what I believe to be better value. That being said I am glad I stayed there

Reviewed on Nov 20, 2025

Don't see what you're looking for?

See all available trips from Columbus to Raccoon Key

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-13/2026-01-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Pet-friendly holidays in Raccoon Key

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

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

CA $1,623

per person

Jan 29 - Feb 1

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

8.4/10 Very Good! (433 reviews)

The resort was nice and the pools were very nice. The pool staff was friendly and accommodating. The room was clean but the toilet in the bathroom ran non stop , the housecleaning wasn’t done daily but they did bring us towels and water upon our request. We love to walk but it is a distance to walk to duval and back and parking a car would have been $40 a day. Overall a positive experience

Reviewed on Dec 10, 2025

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Oceans Edge Key West Resort, Hotel & Marina

CA $1,669

per person

Feb 13 - Feb 16

found 2 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

You name it! The room, the view, the service, the food, the shuttle service all were outstanding. Really well kept facilities. Loved the pools and the service staff that kept us taken care of daily.

Reviewed on Dec 12, 2025

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $1,913

per person

Feb 13 - Feb 16

found 2 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

Everything was wonderful. Loved our stay so much !!

Reviewed on Dec 13, 2025

Don't see what you're looking for?

See all available trips from Columbus to Raccoon Key

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-13/2026-01-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Pet-friendly holidays in Raccoon Key

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

![Ella's Cottages - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/deb4f031_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ella's Cottages - Key West Historic Inns

Old Town Key West

CA $1,833

per person

Jan 20 - Jan 24

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.4/10 Exceptional! (390 reviews)

The cottage was perfect, centrally located and a wonderful place to stay!

Reviewed on Dec 13, 2025

![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Gardens Hotel

Old Town Key West

CA $2,767

per person

Feb 27 - Mar 3

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

Great breakfast, convenient location. Staff is very friendly. Rooms are nice and the garden area is pretty. I read all of the reviews and the hype around the place so it fell short of my expectations. If I had just gone there and not read the reviews I may have enjoyed it more. I would go back but I had stayed at places as nice or nice for my needs for what I believe to be better value. That being said I am glad I stayed there

Reviewed on Nov 20, 2025

![Fitch Lodge - Key West Historic Inns](https://images.trvl-media.com/lodging/2000000/1400000/1397700/1397643/b4b361e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fitch Lodge - Key West Historic Inns

Key West Historic District

CA $1,844

per person

Feb 27 - Mar 3

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

8.8/10 Excellent! (503 reviews)

Our stay was fine. Highly recommend a golf cart rental to get around the island. Staff was excellent.

Reviewed on Dec 13, 2025

Don't see what you're looking for?

See all available trips from Columbus to Raccoon Key

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-13/2026-01-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Pet-friendly Hotels in Raccoon Key

![Altair House at Lunara Bay](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/98e970a4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Altair House at Lunara Bay

 Key West Florida

- 11 min drive from Duval Street

Stay at this vacation home in Key West. Enjoy private pools, a fitness center, and a garden. Popular attractions Duval Street and Smathers Beach are located ...

9.8/10 Exceptional! (11 reviews)

Great house. Large space, everything you need is there.

Reviewed on Aug 11, 2025

[](https://expedia.ca/Key-West-Hotels-Altair-House-At-Lunara-Bay.h97538167.Hotel-Information)

![Capmar House by Brightwild Huge Home Pool](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/w2997h2000x0y0-fea84ea5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Capmar House by Brightwild Huge Home Pool

 Key West FL

- 11 min drive from Duval Street

Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.

10/10 Exceptional! (1 review)

Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay

Reviewed on Jan 20, 2025

[](https://expedia.ca/Key-West-Hotels-Capmar-House-By-Brightwild-Huge-Home-Pool.h109003077.Hotel-Information)

![Brand New The Greenmoor House With Pool](https://images.trvl-media.com/lodging/121000000/120240000/120237500/120237469/07dc6735_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Brand New The Greenmoor House With Pool

 Key West FL

- 11 min drive from Duval Street

Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.

[](https://expedia.ca/Key-West-Hotels-Brand-New-The-Greenmoor-House-With-Pool.h120237469.Hotel-Information)

[See all 3,247 properties in Raccoon Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=180164)

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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## More Vacations Ideas

[Flights to Raccoon Key

](https://expedia.ca/Cheap-Flights-To-Raccoon-Key.d180164.Travel-Guide-Flights)[

Raccoon Key Hotels

](https://expedia.ca/Raccoon-Key-Hotels.d180164.Travel-Guide-Hotels)[

Raccoon Key Vacation Rentals

](https://expedia.ca/Raccoon-Key-Vacation-Rentals.d180164.Travel-Guide-VacationRentals)[

Raccoon Key Car Rentals

](https://expedia.ca/Car-Rentals-In-Raccoon-Key.d180164.Car-Rental-Guide)[

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Things to do in Raccoon Key

](https://expedia.ca/Things-To-Do-In-Raccoon-Key.d180164.Travel-Guide-Activities)

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