
Key Haven Cheap Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 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 Cheap hotel deals in Key Haven
Price found within the past 48 hours. Click for updated prices.

Oceans Edge Key West Resort, Hotel & Marina
Price was CA $2,078, price is now CA $1,500 per person
CA $1,500
per person
Jun 8 - Jun 13
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,825 reviews)
Nice property, nice rooms. Loved everything but our dining experience. Understaffed, undercooked meal and the service was lacking. Otherwise, it was a great stay
Reviewed on Mar 20, 2026

The Gardens Hotel
Old Town Key West
Price was CA $4,125, price is now CA $2,999 per person
CA $2,999
per person
May 13 - May 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
Loved this place. First time we felt hanging at the resort might be better than being out. We absolutely loved it.
Reviewed on Mar 16, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was CA $3,434, price is now CA $2,529 per person
CA $2,529
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,011 reviews)
Great service and great location. Able to walk everywhere. Everything is within a one mile walking distance
Reviewed on Mar 19, 2026

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was CA $2,654, price is now CA $1,981 per person
CA $1,981
per person
Jun 8 - Jun 13
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,194 reviews)
Not much for breakfast but nice place.
Reviewed on Mar 19, 2026

The Perry Hotel & Marina Key West
Price was CA $2,350, price is now CA $1,777 per person
CA $1,777
per person
Jun 8 - Jun 13
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,226 reviews)
The staff was very friendly and helpful. Overall this was an "ok" stay. Convenient but expensive to park ($29/day😩). They booked us in what appeared to be a handicap room judging from the low bed, wide bathroom door, and roll-up to shower. We are not handicap. The shower leaked water consistently, and we weren't the first ones based on the rusty bathroom door frame. Our balcony view consisted of the generator, trash dump, and employee entrance (which was not great... But turned out to be pretty interesting... That's another story). The lighting in the room was not good enough to see the thermostat setting, but we easily improvised. The room was otherwise clean, comfortable, and mostly quiet. We'd stay again, but no vehicle, and would insist on a better balcony view.
Reviewed on Mar 16, 2026
3 Night Cheap holidays in Key Haven
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 $1,882, price is now CA $1,514 per person
CA $1,514
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,194 reviews)
Not much for breakfast but nice place.
Reviewed on Mar 19, 2026

The Perry Hotel & Marina Key West
Price was CA $2,395, price is now CA $1,905 per person
CA $1,905
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,226 reviews)
The staff was very friendly and helpful. Overall this was an "ok" stay. Convenient but expensive to park ($29/day😩). They booked us in what appeared to be a handicap room judging from the low bed, wide bathroom door, and roll-up to shower. We are not handicap. The shower leaked water consistently, and we weren't the first ones based on the rusty bathroom door frame. Our balcony view consisted of the generator, trash dump, and employee entrance (which was not great... But turned out to be pretty interesting... That's another story). The lighting in the room was not good enough to see the thermostat setting, but we easily improvised. The room was otherwise clean, comfortable, and mostly quiet. We'd stay again, but no vehicle, and would insist on a better balcony view.
Reviewed on Mar 16, 2026
4 Night Cheap holidays in Key Haven
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Beach House, Key West
Price was CA $2,436, price is now CA $1,772 per person
CA $1,772
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,019 reviews)
The pool area was large and comfortable.
Reviewed on Mar 19, 2026

The Key West Hotel
Key West Historic District
Price was CA $3,416, price is now CA $2,403 per person
CA $2,403
per person
May 7 - May 11
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (536 reviews)
Love this place! Perfect location, nice rooms and cool bar with live music every night on site!
Reviewed on Mar 17, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was CA $3,434, price is now CA $2,529 per person
CA $2,529
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,011 reviews)
Great service and great location. Able to walk everywhere. Everything is within a one mile walking distance
Reviewed on Mar 19, 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.







