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.

![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 15 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

![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 $2,867

per person

Jan 17 - Jan 24

found 5 hours ago

Roundtrip 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

![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Winslow's Bungalows - Key West Historic Inns

Old Town Key West

CA $3,675

per person

Jan 17 - Jan 24

found 5 hours ago

Roundtrip flight included

Hamilton (YHM) to Key West (EYW)

9.2/10 Wonderful! (1,044 reviews)

Staff was exceptional. At check in we found one of the rooms musty (Winslow bungalow 21), asked to be moved. The check in lady was very accommodating, great customers service. The second bungalow #38 was very noisy in the morning as its close to the breakfast serving area and adjacent to the staff entrance for supplies. You can hear the door slamming behind the staff each time they go in and out. I raised the concern to the 2 staff members stocking the room, and promptly they must have reported it to their supervisor, as one came out to speak to me within 5 min of reporting the issue. I didnt ask to speak with a manager, but was pleasantly suprised that the staff took my concern seriously and took initiative to resolve it. The manager was pleasant and had some quick solutions and also said she will escalate the issue so that a permanent solution can be put in place. I give all the staff we encountered, 5\*, from check in, to the bartender, they really know customer service. The property and its lush pathways are beautiful. Its quiet and quaint and the location and proximity to Duval street can't be beat.

Reviewed on Dec 12, 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 $2,705

per person

Mar 7 - Mar 11

found 5 hours ago

Roundtrip non-stop flight included

Toronto (YTO) 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

![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 $3,295

per person

Jan 17 - Jan 24

found 5 hours ago

Roundtrip flight included

Hamilton (YHM) to Key West (EYW)

9.4/10 Exceptional! (1,151 reviews)

great place to stay

Reviewed on Dec 11, 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/2026-01-14/2026-01-21/?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.

![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 15 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 15 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

![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 $2,240

per person

Feb 13 - Feb 16

found 15 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Key West (EYW)

8.4/10 Very Good! (433 reviews)

Clean, great staff and location.

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/2026-01-14/2026-01-21/?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.

![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 $1,780

per person

Mar 7 - Mar 11

found 5 hours ago

Roundtrip non-stop flight included

Toronto (YTO) 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

![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Key West Hotel

Key West Historic District

CA $2,626

per person

Mar 7 - Mar 11

found 5 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.2/10 Wonderful! (505 reviews)

Being right on Duval Street if city noise bothers you you might want to stay a block or two off Duval. But if you want all the action then this place is fantastic. Staff is great and the room was nicely appointed and very comfortable.

Reviewed on Dec 12, 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 $1,798

per person

Mar 7 - Mar 11

found 5 hours ago

Roundtrip non-stop flight included

Toronto (YTO) 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/2026-01-14/2026-01-21/?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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