Title: Mountain Vacations in Key West 2026 | Expedia.ca ![](https://images.trvl-media.com/place/1187/a7c3fad3-5f12-4d91-8996-ed0e1b61b0a3.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Key West Mountain Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Mountain hotel deals in Key West Price found within the past 48 hours. Click for updated prices. ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $1,391 per person Feb 26 - Mar 1 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,736 reviews) Everything was great. Suites were spacious, clean and well designed. Staff was friendly, helpful and courteous in additional knowledgeable. The views were great. Excellent job! Reviewed on Dec 14, 2025 ![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Gardens Hotel Old Town Key West CA $2,839 per person Feb 27 - Mar 3 found 13 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.8/10 Exceptional! (1,000 reviews) Great breakfast, convenient location. Staff is very friendly. Rooms are nice and the garden area is pretty. I read all of the reviews and the hype around the place so it fell short of my expectations. If I had just gone there and not read the reviews I may have enjoyed it more. I would go back but I had stayed at places as nice or nice for my needs for what I believe to be better value. That being said I am glad I stayed there Reviewed on Nov 20, 2025 ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West CA $1,636 per person Feb 26 - Mar 1 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 8.6/10 Excellent! (2,844 reviews) Did not love my experience staying at this property Reviewed on Dec 16, 2025 ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pier House Resort & Spa Key West Historic District CA $2,259 per person Feb 26 - Mar 1 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,006 reviews) Excellent staff, property, view, and amenities. Did not like the switch to a cashless system. Reviewed on Dec 15, 2025 ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West CA $1,692 per person Jan 17 - Jan 20 found 1 day ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 9.2/10 Wonderful! (1,044 reviews) Staff was exceptional. At check in we found one of the rooms musty (Winslow bungalow 21), asked to be moved. The check in lady was very accommodating, great customers service. The second bungalow #38 was very noisy in the morning as its close to the breakfast serving area and adjacent to the staff entrance for supplies. You can hear the door slamming behind the staff each time they go in and out. I raised the concern to the 2 staff members stocking the room, and promptly they must have reported it to their supervisor, as one came out to speak to me within 5 min of reporting the issue. I didnt ask to speak with a manager, but was pleasantly suprised that the staff took my concern seriously and took initiative to resolve it. The manager was pleasant and had some quick solutions and also said she will escalate the issue so that a permanent solution can be put in place. I give all the staff we encountered, 5\*, from check in, to the bartender, they really know customer service. The property and its lush pathways are beautiful. Its quiet and quaint and the location and proximity to Duval street can't be beat. Reviewed on Dec 12, 2025 Don't see what you're looking for? See all available trips from Columbus to Key West [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-16/2026-01-23/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain holidays in Key West Price found within the past 48 hours. Click for updated prices. ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $1,391 per person Feb 26 - Mar 1 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,736 reviews) Everything was great. Suites were spacious, clean and well designed. Staff was friendly, helpful and courteous in additional knowledgeable. The views were great. Excellent job! Reviewed on Dec 14, 2025 ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West CA $1,636 per person Feb 26 - Mar 1 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 8.6/10 Excellent! (2,844 reviews) Did not love my experience staying at this property Reviewed on Dec 16, 2025 ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pier House Resort & Spa Key West Historic District CA $2,259 per person Feb 26 - Mar 1 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,006 reviews) Excellent staff, property, view, and amenities. Did not like the switch to a cashless system. Reviewed on Dec 15, 2025 Don't see what you're looking for? See all available trips from Columbus to Key West [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-16/2026-01-23/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in Key West Price found within the past 48 hours. Click for updated prices. ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $1,066 per person Feb 24 - Feb 28 found 1 day ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,736 reviews) Everything was great. Suites were spacious, clean and well designed. Staff was friendly, helpful and courteous in additional knowledgeable. The views were great. Excellent job! Reviewed on Dec 14, 2025 ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Key West Hotel Key West Historic District CA $2,997 per person Feb 27 - Mar 3 found 13 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.2/10 Wonderful! (505 reviews) Being right on Duval Street if city noise bothers you you might want to stay a block or two off Duval. But if you want all the action then this place is fantastic. Staff is great and the room was nicely appointed and very comfortable. Reviewed on Dec 12, 2025 ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Windward Pointe, Key West CA $1,367 per person Feb 6 - Feb 10 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.6/10 Exceptional! (1,002 reviews) Excellent place to stay on Key West, spacious apartment, nice view, quiet area, great pool area and billiard table, mini market inside property. Just 10 min drive to famous Duvall Street and different restaurants walking distance from the hotel. Reviewed on Dec 15, 2025 Don't see what you're looking for? See all available trips from Columbus to Key West [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-16/2026-01-23/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Key West ](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[ Key West Hotels ](https://expedia.ca/Key-West-Hotels.d1187.Travel-Guide-Hotels)[ Key West Vacation Rentals ](https://expedia.ca/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)[ Key West Car Rentals ](https://expedia.ca/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)[ Key West Vacations ](https://expedia.ca/Key-West.d1187.Destination-Travel-Guides)[ Things to do in Key West ](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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