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 10 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (1,749 reviews)
Yes the only problem was the plumbing in the bathroom.. shower head leaking even though maintenance came and sprayed it with something it continued to leak.. stopper in bathroom sink was broken we had to use a bottle cap to prop it open so it would drain. Otherwise it was a great place to stay!
Reviewed on Feb 7, 2026
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $3,873, price is now CA $2,494 per person
CA $2,494
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.6/10 Excellent! (2,844 reviews)
I made a mistake as I did not realize this was not at main hotel it was a guest house so no amenities they did provide shuttle when asked
I had three rooms. We all couldn’t shower in morning ran out of water. There was ghost ants in bathrooms
Reviewed on Feb 6, 2026
The Perry Hotel & Marina Key West
Price was CA $2,840, price is now CA $1,909 per person
CA $1,909
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,151 reviews)
The Perry Hotel was a great experience. Traveled with a friend and stayed in a Mangrove room. Rooms were clean and well cared for. Pool and outside area is clean too. Although outside of downtown, there is a free shuttle that takes you downtown. If you are planning a specific time to go into town, you should ask if the shuttle is typically busy or not. It is first come first serve. Restaurants are great for breakfast or lunch when you arrive. It was a great quiet place to stay with the benefit of being on the water and being able to walk around the docks. Some excursions go out from the marinas as well.
Reviewed on Feb 1, 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)
I made a mistake as I did not realize this was not at main hotel it was a guest house so no amenities they did provide shuttle when asked
I had three rooms. We all couldn’t shower in morning ran out of water. There was ghost ants in bathrooms
Reviewed on Feb 6, 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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View all trips4 Night Adventure holidays in Raccoon Key
Price found within the past 48 hours. Click for updated prices.
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
The Key West Hotel
Key West Historic District
Price was CA $6,681, price is now CA $4,092 per person
CA $4,092
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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
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