
Lower Keys Mountain Vacations
Book a Hotel + Flight or Car together to unlock savings
Photo by Rick Tuers
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
Price was CA $1,724, price is now CA $1,337 per person
CA $1,337
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,261 reviews)
Luved the location, quality of rooms, friendly staff, swimming pools, buffet breakfast & lunch.
Reviewed on May 9, 2026

The Gardens Hotel
Old Town Key West
Price was CA $3,519, price is now CA $2,610 per person
CA $2,610
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
Hands down the nicest rental my wife and I have ever stayed at. The proximity to every spot you want to be is amazing, the breakfast was perfect, and the staff went above and beyond after I made a stupid booking mistake.
Reviewed on May 10, 2026

The Perry Hotel & Marina Key West
Price was CA $2,193, price is now CA $1,671 per person
CA $1,671
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,271 reviews)
Clean room and a free shuttle to downtown. The two restaurants were great and all of the staff was friendly and very helpful!
Reviewed on May 5, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $2,556, price is now CA $1,966 per person
CA $1,966
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (3,248 reviews)
The ocean view was good. The beach was full of sea weed , and was only cleaned one day, the smell was bad when the wind shifted.
Reviewed on May 11, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was CA $2,949, price is now CA $2,275 per person
CA $2,275
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
We enjoyed our stay at the Marker. It was clean and well maintained, the breakfast and bar food were good. My only issue is that we requested a specific area well in advance and they put us in the complete opposite of what we asked for.
Reviewed on May 9, 2026
3 Night Mountain holidays 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
Price was CA $1,724, price is now CA $1,337 per person
CA $1,337
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,261 reviews)
Luved the location, quality of rooms, friendly staff, swimming pools, buffet breakfast & lunch.
Reviewed on May 9, 2026

The Gardens Hotel
Old Town Key West
Price was CA $2,075, price is now CA $1,688 per person
CA $1,688
per person
Jul 15 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
Hands down the nicest rental my wife and I have ever stayed at. The proximity to every spot you want to be is amazing, the breakfast was perfect, and the staff went above and beyond after I made a stupid booking mistake.
Reviewed on May 10, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was CA $2,224, price is now CA $1,830 per person
CA $1,830
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
We enjoyed our stay at the Marker. It was clean and well maintained, the breakfast and bar food were good. My only issue is that we requested a specific area well in advance and they put us in the complete opposite of what we asked for.
Reviewed on May 9, 2026
4 Night Mountain holidays in Lower Keys
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Beach House, Key West
Price was CA $2,335, price is now CA $1,640 per person
CA $1,640
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
9.4/10 Exceptional! (1,034 reviews)
The 2 bedroom suite was space clean and every comfortable for our group of 5. When we needed more towels they came very fast with them. Will stay here again.
Reviewed on May 10, 2026

Hyatt Vacation Club at Windward Pointe, Key West
Price was CA $2,391, price is now CA $1,678 per person
CA $1,678
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,066 reviews)
This is not just steps away from white sand beaches unless steps are like a mile away or they mean on the volleyball court. Misled! And this should be removed from property amenities.
The location near the airport is cool, walkable.
There is no market to by little stuff if needed. Food and drinks are overpriced. Sorry but without the beach front and missing more than just a few normal things needed it misses the mark.
Rooms are really nice.
Staff still just okay and slightly under staffed.
Reviewed on May 12, 2026

The Key West Hotel
Key West Historic District
Price was CA $3,314, price is now CA $2,397 per person
CA $2,397
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (552 reviews)
The staff at the hotel were excellent. Very friendly and helpful. Room was very clean and comfortable. We were right in the middle of the old district which had many many places to explore. Hotel had a wonderful hidden pool with live music/bar next to it in case we just wanted to relax after exploring all day.
Reviewed on Apr 21, 2026
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







