
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.

Oceans Edge Key West Resort, Hotel & Marina
Price was CA $2,906, price is now CA $2,206 per person
CA $2,206
per person
Apr 25 - May 2
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9/10 Wonderful! (1,825 reviews)
The poolside and the staff were very friendly.
Reviewed on Mar 23, 2026

Havana Cabana at Key West
New Town
Price was CA $3,071, price is now CA $2,306 per person
CA $2,306
per person
Apr 25 - May 2
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
8.8/10 Excellent! (1,711 reviews)
We had an absolutely wonderful one-night stay at Havana Cabana Resort in Key West! From the moment we arrived, everything exceeded our expectations. The check-in process was smooth and welcoming, and Nick made it even better by offering us a complimentary breakfast, which was a lovely surprise.
Our room was beautiful, spotless, and very comfortable—perfect for a relaxing stay. We were greeted with a refreshing welcome drink that truly set the tone for a tropical getaway.
One of the highlights was the pool area—it’s stunning, with a great hot tub and plenty of space to unwind. We especially enjoyed having our complimentary breakfast poolside, which made for such a peaceful and enjoyable start to the day.
A special thank you to Dina, the concierge, who helped us plan our day and recommended a visit to the Key West Butterfly Sanctuary—it turned out to be an unforgettable experience! Also, the resort’s free shuttle service to downtown was incredibly convenient, and Jackie, the shuttle driver, was so friendly and helpful.
Overall, this resort offers exceptional service, beautiful accommodations, and thoughtful touches that make your stay truly special. We would absolutely stay here again and highly recommend it to anyone visiting Key West!
Reviewed on Mar 25, 2026

The Perry Hotel & Marina Key West
Price was CA $3,464, price is now CA $2,632 per person
CA $2,632
per person
Apr 25 - May 2
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9.4/10 Exceptional! (1,226 reviews)
The staff was very friendly and helpful. Overall this was an "ok" stay. Convenient but expensive to park ($29/day😩). They booked us in what appeared to be a handicap room judging from the low bed, wide bathroom door, and roll-up to shower. We are not handicap. The shower leaked water consistently, and we weren't the first ones based on the rusty bathroom door frame. Our balcony view consisted of the generator, trash dump, and employee entrance (which was not great... But turned out to be pretty interesting... That's another story). The lighting in the room was not good enough to see the thermostat setting, but we easily improvised. The room was otherwise clean, comfortable, and mostly quiet. We'd stay again, but no vehicle, and would insist on a better balcony view.
Reviewed on Mar 16, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was CA $5,624, price is now CA $4,286 per person
CA $4,286
per person
Apr 25 - May 2
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9.2/10 Wonderful! (1,011 reviews)
A great place to stay on the island!
Reviewed on Mar 21, 2026
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View all trips3 Night Pet-friendly holidays in Raccoon Key
Price found within the past 48 hours. Click for updated prices.

The Reach Key West, Curio Collection by Hilton
Old Town Key West
Price was CA $2,312, price is now CA $1,780 per person
CA $1,780
per person
May 1 - May 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.6/10 Excellent! (1,013 reviews)
We had a great stay and experience. Access to sister resort was great. Beach was perfect.
Reviewed on Mar 21, 2026

Pier House Resort & Spa
Key West Historic District
Price was CA $2,320, price is now CA $1,835 per person
CA $1,835
per person
May 19 - May 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,048 reviews)
Great location. The staff was great. The room was very clean.
Reviewed on Mar 22, 2026

The Gardens Hotel
Old Town Key West
Price was CA $2,409, price is now CA $2,030 per person
CA $2,030
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
A little slice of heaven nestled amongst quaint downtown location. Quiet and relaxing atmosphere perfect Key West getaway.
Reviewed on Mar 21, 2026
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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.

Hyatt Vacation Club at Windward Pointe, Key West
Price was CA $2,367, price is now CA $1,820 per person
CA $1,820
per person
May 16 - May 20
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,020 reviews)
Everything was clean in the room just a bit outdated, the rooms probably could use some updating. However, the pool area and grounds were absolutely beautiful. I would stay again just for the grounds and pool. It is next to the airport so during the day there are a lot of planes going out with some flight noise.
Reviewed on Mar 24, 2026

The Key West Hotel
Key West Historic District
Price was CA $4,775, price is now CA $3,181 per person
CA $3,181
per person
May 16 - May 20
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (536 reviews)
This place is absolutely amazing. We’ll return for sure. Don’t miss it!
Reviewed on Mar 26, 2026

Hyatt Vacation Club at Beach House, Key West
Price was CA $2,392, price is now CA $1,856 per person
CA $1,856
per person
May 16 - May 20
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,019 reviews)
Everything about this property was amazing from the staff, to the clean rooms, to the pool!
Reviewed on Mar 23, 2026
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See all available trips from Columbus to Raccoon Key
View all tripsPet-friendly Hotels in Raccoon Key

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 Duval Street and Smathers Beach are located ...
9.8/10 Exceptional! (13 reviews)
host was very kind to let us do early check-in and late check out. The house is great, was very clean, everything was working perfectly.
Reviewed on Feb 17, 2026

Suncoast House at Lunara Bay
Key West FL
Stay at this vacation home in Key West. Enjoy private pools, a fitness center, and laundry facilities. Popular attractions Duval Street and Smathers Beach are ...
9.6/10 Exceptional! (42 reviews)
Had to book here last minute due to first booking being canceled night before check-in! What a great experience this was. Host was very easy to deal with and would respond back very quickly. Even willing to let is get in a little early due to our situation. Glad we booked here! ALSO the house and ...
Reviewed on Feb 2, 2026

The Greenmoor 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 Duval Street and Smathers Beach are located ...
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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