Raccoon Key Adventure Vacations
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Flight and Adventure hotel deals in Raccoon Key
Price found within the past 48 hours. Click for updated prices.
Havana Cabana at Key West
New Town
Price was CA $2,258, price is now CA $1,533 per person
CA $1,533
per person
Mar 15 - Mar 20
found 21 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (1,749 reviews)
Perfect place to stay in Key West in my opinion! The staff was so wonderful and I mentioned to the bartender we were eloping the night before and their gad a bottle of wine waiting for us in our room when we got back!
Reviewed on Feb 8, 2026
The Perry Hotel & Marina Key West
Price was CA $2,479, price is now CA $1,697 per person
CA $1,697
per person
Mar 15 - Mar 20
found 21 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,151 reviews)
From check in to check out, the Perry Hotel met our expectations for a laid back vibe. All staff were kind and wished to make our stay memorable. Clean rooms, two wonderful restaurants on site and an hourly shuttle that leaves the resort on Stock Island that drops into Key West.
Reviewed on Feb 7, 2026
Pier House Resort & Spa
Key West Historic District
Price was CA $4,035, price is now CA $2,783 per person
CA $2,783
per person
Mar 15 - Mar 20
found 21 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (1,006 reviews)
Great location - close to everything. Resort and rooms could use some love.
Reviewed on Feb 7, 2026
Eden House
Key West Historic District
Price was CA $2,514, price is now CA $1,760 per person
CA $1,760
per person
Mar 15 - Mar 20
found 21 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (1,000 reviews)
The grounds were beautiful and well kept. The staff was excellent, room was super nice. Everything was so clean. The bike rentals were new. Great location!
Reviewed on Feb 5, 2026
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View all trips3 Night Adventure holidays in Raccoon Key
Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $1,768, price is now CA $1,403 per person
CA $1,403
per person
Apr 27 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.6/10 Excellent! (2,844 reviews)
It was a nice place we've stayed at before. Rooms this time were cleaned very late 4 to 5 pm when your trying to get ready for dinner. Ice machine didn't work right outside our door, very loud every 20 minutes trying to drop ice, wake you right out of a sleep. Bar staff amazing and most cleaning staff was too. Had a little issue with an attitude of a staff lady at the Pineapple Pool making a little spectacle of us moving our chairs closer to the pool, but other than that they were great. Food was good and the event coordinator was awesome. Second time being there in 60 days. My only real negatives are the chickens cackling early in the am and the hard beds.
Reviewed on Feb 7, 2026
Pier House Resort & Spa
Key West Historic District
Price was CA $3,320, price is now CA $2,621 per person
CA $2,621
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,006 reviews)
Great location - close to everything. Resort and rooms could use some love.
Reviewed on Feb 7, 2026
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See all available trips from Columbus to Raccoon Key
View all trips4 Night Adventure 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 $2,498, price is now CA $1,738 per person
CA $1,738
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
Said there was beach
There is no beach
Our initial flight was cancelled we re-rebooked
for two days later
The hotel would not refund the 2 nights
We will reach out again to Expedia but hotel is. also very difficult to reach a live person
Reviewed on Feb 5, 2026
The Key West Hotel
Key West Historic District
Price was CA $3,914, price is now CA $2,580 per person
CA $2,580
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Everything was great. I couldn’t complain about anything if I wanted to. Thanks for a great stay!
Reviewed on Jan 28, 2026
Hyatt Vacation Club at Beach House, Key West
Price was CA $2,545, price is now CA $1,763 per person
CA $1,763
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
This place is amazing! The property is beautiful and quiet. The pool area was clean and well cared for. Our room was spacious, very clean and had everything we needed. The staff was kind and always helpful. We would definitely go back.
Reviewed on Feb 5, 2026
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