
Key West Mountain Vacations
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Flight and Mountain hotel deals in Key West
Price found within the past 48 hours. Click for updated prices.

Havana Cabana at Key West
New Town
Price was CA $2,408, price is now CA $1,872 per person
CA $1,872
per person
Apr 19 - Apr 25
found 24 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (1,749 reviews)
Clean room and the staff were very friendly.
Reviewed on Feb 8, 2026

Oceans Edge Key West Resort, Hotel & Marina
Price was CA $3,696, price is now CA $2,873 per person
CA $2,873
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
Everything was great but the food
Reviewed on Feb 9, 2026

The Perry Hotel & Marina Key West
Price was CA $3,234, price is now CA $2,533 per person
CA $2,533
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,151 reviews)
Very good value. Nice to have room cleaned every day, don’t see that anymore. Grounds and staff were very nice and had some great food at the r
Restaurant.
Reviewed on Feb 9, 2026

La Concha Key West, Autograph Collection
Key West Historic District
Price was CA $3,636, price is now CA $2,857 per person
CA $2,857
per person
May 2 - May 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (263 reviews)
Good location, only one elevator working. Just an average stay.
Reviewed on Feb 7, 2026

Eden House
Key West Historic District
Price was CA $3,201, price is now CA $2,554 per person
CA $2,554
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (1,000 reviews)
The room was very clean. The staff were super nice. The location was great and the other folks staying there seemed friendly as well. I’d go back.
Reviewed on Feb 8, 2026
3 Night Mountain holidays in Key West
Price found within the past 48 hours. Click for updated prices.

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $1,261, price is now CA $897 per person
CA $897
per person
Apr 27 - Apr 30
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
8.6/10 Excellent! (2,844 reviews)
I was under the impression that all of the hotel fees were included in our price through Expedia. When we arrived, I found out that there were additional daily charges of $65.00 for "amenities" and $50.00 for parking. Those fees really added up.
We paid for a room with a balcony. Our first night, as we were going to bed, we found bugs in both beds. Maintenance said they were very small ants. He asked what we wanted to do, and we told him we couldn't sleep in a bed with bugs. They moved us to a downgraded room in which the heat didn't work. The room itself was okay.
The resort is nice, and in a great location, but overall, I was very disappointed with the experience.
Reviewed on Feb 9, 2026

Pier House Resort & Spa
Key West Historic District
Price was CA $3,366, price is now CA $2,633 per person
CA $2,633
per person
Apr 2 - Apr 5
found 22 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

4 Night Mountain holidays in Key West
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Beach House, Key West
Price was CA $2,317, price is now CA $1,628 per person
CA $1,628
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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 $4,847, price is now CA $3,068 per person
CA $3,068
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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 Windward Pointe, Key West
Price was CA $2,639, price is now CA $1,847 per person
CA $1,847
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) 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
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