
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
Price was CA $1,717, price is now CA $1,284 per person
CA $1,284
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
We love the Perry! It’s a pet- friendly and comfortable atmosphere located just far enough away from the hustle of Old Town Key West, but close enough to take the convenient free hourly shuttle that takes you right to the heart of everything Key West. We have been there a few times now and we will be back!
Reviewed on Jun 26, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was CA $2,225, price is now CA $1,752 per person
CA $1,752
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,006 reviews)
The Marker was amazing. We got there to check in and the staff upgraded us to a suite due to an over booking. We were absolutely amazed. The adult pool was amazing. I absolutely loved the shower. The area around was great. We will be going back and staying at The Marker in Key West again and again.
Reviewed on Jun 29, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $2,178, price is now CA $1,730 per person
CA $1,730
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (3,398 reviews)
We’ve stayed here multiple times over the last few years. We love it here.
Reviewed on Jun 29, 2026


Pier House Resort & Spa
Key West Historic District
Price was CA $2,912, price is now CA $2,405 per person
CA $2,405
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (1,185 reviews)
One of our favorite properties to stay at. The staff are impeccable
Reviewed on Jun 29, 2026
Don't see what you're looking for?
See all available trips from Columbus to Raccoon Key
View all trips3 Night Pet-friendly holidays in Raccoon Key
Price found within the past 48 hours. Click for updated prices.

The Perry Hotel & Marina Key West
Price was CA $1,041, price is now CA $906 per person
CA $906
per person
Aug 31 - Sep 3
found 12 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
We love the Perry! It’s a pet- friendly and comfortable atmosphere located just far enough away from the hustle of Old Town Key West, but close enough to take the convenient free hourly shuttle that takes you right to the heart of everything Key West. We have been there a few times now and we will be back!
Reviewed on Jun 26, 2026

Pier House Resort & Spa
Key West Historic District
Price was CA $1,766, price is now CA $1,530 per person
CA $1,530
per person
Aug 3 - Aug 6
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,185 reviews)
One of our favorite properties to stay at. The staff are impeccable
Reviewed on Jun 29, 2026

Parrot Key Hotel & Villas
Northside Resort
Price was CA $1,073, price is now CA $932 per person
CA $932
per person
Aug 31 - Sep 3
found 12 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
9/10 Wonderful! (1,417 reviews)
The resort was meticulously maintained, and the mature tropical landscaping made it feel like a true island getaway. The grounds were beautiful, inviting, and unlike a typical hotel.
We stayed in a ground-floor double room, and the private porch overlooking the pool was one of our favorite features. The room was spacious for the two of us, the bed was comfortable, and I especially appreciated having a ceiling fan.
Check-in was a great experience—we were welcomed with a mango mimosa, which was such a thoughtful touch. The resort offers several pools to choose from, along with a convenient on-site restaurant.
The bathroom was well stocked with wall-mounted shampoo, conditioner, and body wash, as well as hand soap and lotion. After spending the day in the sun and on the water, the lotion was especially appreciated.
Overall, the resort had a relaxed, tropical atmosphere that made it feel much more like a vacation destination than a standard hotel. We would definitely stay here again.
Reviewed on Jun 29, 2026
Don't see what you're looking for?
See all available trips from Columbus to Raccoon Key
View all trips4 Night Pet-friendly holidays in Raccoon Key
Price found within the past 48 hours. Click for updated prices.

Beachside Resort & Residences
Price was CA $954, price is now CA $738 per person
CA $738
per person
Sep 4 - Sep 8
found 13 hours ago
Roundtrip flight included
Detroit (DTW) to Key West (EYW)
8.6/10 Excellent! (2,308 reviews)
The hotel overall looked like it needs an overhaul. None of the elevators were working.. it was past 4 pm and our room still wasn’t ready! The check in person really tried to assist.. but luckily it was only one night ..
Reviewed on Jun 29, 2026

Ibis Bay Beach Resort
Northside Resort
Price was CA $1,372, price is now CA $994 per person
CA $994
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8/10 Very good! (2,299 reviews)
Breakfast needs improvement because it lacks variety.
Reviewed on Jun 24, 2026

The Key West Hotel
Key West Historic District
Price was CA $2,561, price is now CA $1,940 per person
CA $1,940
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (559 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.
Reviewed on Jun 7, 2026
Don't see what you're looking for?
See all available trips from Columbus to Raccoon Key
View all tripsPet-friendly Hotels in Raccoon Key

Larkshine House at Lunara Bay
Key West FL
Stay at this vacation home in Key West. Enjoy private pools, a fitness center, and a garden. Popular attractions Southernmost Point and Duval Street are located ...
9.8/10 Exceptional! (10 reviews)
"WiFi issues were a problem. Kitchen was great. Poo, timers were not correct, poo, was filtering overnight."
Reviewed on Mar 30, 2026

The Seagate Estate at Lunara Bay
Key West FL
Stay at this vacation home in Key West. Enjoy private pools, a fitness center, and a garden. Popular attractions Southernmost Point and Duval Street are located ...
10/10 Exceptional! (25 reviews)
"Great house. We stayed and would return again and again. The rooms were large, living spaces roomy and comfortable and the pool and dock were perfect. Rented this for my son’s birthday and his face when we walked in said it all “Wow, Thank You!”."
Reviewed on Jun 18, 2026

Altair House at Lunara Bay
Key West FL
Stay at this vacation home in Key West. Enjoy private pools, a fitness center, and a garden. Popular attractions Southernmost Point and Duval Street are located ...
9.8/10 Exceptional! (14 reviews)
"Beautiful property, plenty of room for large family vacation. Pool area pristine and also good for toddlers as it has a nice shallow area for play. All bedrooms have bathrooms (very convenient!). Two of the bedrooms are Master-sized, with very large and luxurious en-suite bathrooms. Kitchen had all ..."
Reviewed on Jun 6, 2026
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.
Things to do

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $62
per adult
94% of travellers recommend

Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $36
per child
88% of travellers recommend

Shark and Wildlife Viewing Adventure in Key West
CA $137
per adult
100% of travellers recommend
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