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

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 17 hours 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

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was CA $2,966, price is now CA $2,090 per person
CA $2,090
per person
Jul 15 - 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 $3,942, price is now CA $2,857 per person
CA $2,857
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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

Pier House Resort & Spa
Key West Historic District
Price was CA $2,886, price is now CA $2,175 per person
CA $2,175
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,094 reviews)
We really enjoyed our stay at the Pier House and will definitely come back. We are not big spa people so we would like to try an oceanfront room next time. But our room was great. The beds were very comfortable. We had a fun time visiting the Chart Room and sitting on the beach at night. Perfect location to all the activities!
Reviewed on May 10, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $2,724, price is now CA $2,084 per person
CA $2,084
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (3,248 reviews)
Ants in the bathroom. They came to spray the first day but they returned hours later because there were cracks all over the bathroom. The shower didn’t properly seal so the bathroom floor was soaked after our showers. It needs some serious upkeep. Also informed them it was our honeymoon and that we don’t drink and hoped for something other than a bottle of wine which they were not accommodating to. The man who checked us in was not friendly, welcoming or warm. He seemed bothered by our questions.
Reviewed on May 11, 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 $1,392, price is now CA $978 per person
CA $978
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip 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 Reach Key West, Curio Collection by Hilton
Old Town Key West
Price was CA $1,485, price is now CA $1,130 per person
CA $1,130
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
8.6/10 Excellent! (1,006 reviews)
The Reach was amazing. We’ll definitely be back!
Reviewed on May 10, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $1,427, price is now CA $1,118 per person
CA $1,118
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (3,248 reviews)
Ants in the bathroom. They came to spray the first day but they returned hours later because there were cracks all over the bathroom. The shower didn’t properly seal so the bathroom floor was soaked after our showers. It needs some serious upkeep. Also informed them it was our honeymoon and that we don’t drink and hoped for something other than a bottle of wine which they were not accommodating to. The man who checked us in was not friendly, welcoming or warm. He seemed bothered by our questions.
Reviewed on May 11, 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 $2,194, price is now CA $1,538 per person
CA $1,538
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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

Southernmost House - Adult Exclusive
Old Town Key West
Price was CA $2,855, price is now CA $1,598 per person
CA $1,598
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
This hotel is one of the few beach front properties in Key West. It's a great location to walk to many of the sites and restaurants and the on-site restaurant is excellent. The included breakfast exceeded expectations with many choices. The pool was refreshing and beautiful after days out on the water. I highly recommend this property!
Reviewed on May 11, 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)
The place could serve breakfast , coffee and snacks
Reviewed on May 10, 2026
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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.







