Lower Keys Mountain Vacations
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Flight and Mountain hotel deals in Lower Keys
Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
CA $2,044
per person
Nov 8 - Nov 13
found 18 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9.2/10 Wonderful! (1,371 reviews)
Very private and personal. Breakfast and Bar was very nice and relaxing.
Reviewed on Aug 16, 2026
Southernmost House - Adult Exclusive
Old Town Key West
CA $2,714
per person
Oct 10 - Oct 17
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Excellent place to stay and will absolutely stay there again! The staff was so helpful and friendly! The restaurant on the property has delicious food! I highly recommend staying at he Southern Most House, great pool, great location, great vacation!
Reviewed on Aug 16, 2026
The Marker Key West Harbor Resort
Key West Historic District
CA $2,893
per person
Nov 8 - Nov 13
found 18 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9.2/10 Wonderful! (1,002 reviews)
Disappointed in room, we've stayed here many, many times and this was disappointing. Also, the amount of people that use the amenities that are not staying at resort OR paying resort fees.
Reviewed on Aug 14, 2026
La Concha Key West, Autograph Collection
Key West Historic District
CA $2,499
per person
Oct 10 - Oct 17
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
9/10 Wonderful! (459 reviews)
Location is directly in old town area of Key West. Convenient walk to Mallory Square. Sunset Pier, Sloppy Joe's, Hogs Breath Salon and various other local hot spots and shops.
Reviewed on Aug 13, 2026
5* Mountain holidays in Lower Keys
Price found within the past 48 hours. Click for updated prices.
3 Night Mountain holidays in Lower Keys
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
CA $1,361
per person
Sep 30 - Oct 2
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
Matt's Stock Island restaurant that is on the property is one of our go-to stops for brunch. The hotel room was great and we love that the property is dog friendly with a dog park.
Reviewed on Aug 16, 2026
4 Night Mountain holidays in Lower Keys
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
CA $1,585
per person
Oct 23 - Oct 27
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
Matt's Stock Island restaurant that is on the property is one of our go-to stops for brunch. The hotel room was great and we love that the property is dog friendly with a dog park.
Reviewed on Aug 16, 2026
The Key West Hotel
Key West Historic District
CA $4,711
per person
Oct 23 - Oct 27
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on Jul 27, 2026
Southernmost House - Adult Exclusive
Old Town Key West
CA $2,381
per person
Oct 23 - Oct 27
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Excellent place to stay and will absolutely stay there again! The staff was so helpful and friendly! The restaurant on the property has delicious food! I highly recommend staying at he Southern Most House, great pool, great location, great vacation!
Reviewed on Aug 16, 2026
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $63
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $78
per adult
88% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $85
per adult
86% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
