
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 $1,858, price is now CA $1,485 per person
CA $1,485
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
We love the Perry! It’s a pet- friendly and comfortable atmosphere located just far enough away from the hustle of Old Town Key West, but close enough to take the convenient free hourly shuttle that takes you right to the heart of everything Key West. We have been there a few times now and we will be back!
Reviewed on Jun 26, 2026

Pier House Resort & Spa
Key West Historic District
Price was CA $2,980, price is now CA $2,389 per person
CA $2,389
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9/10 Wonderful! (1,180 reviews)
Our stay was amazing. I’ve wanted to stay at the Pier House for a long time for a few reasons. The location on the water and the history the property has with the late Jimmy Buffett. The Chart Room bar is a must visit for all who like old fashioned bars that haven’t changed in 55 years. The beach area and bar was wonderful as was the rest of the lush jungle like property. We will be back! The staff was attentive and professional!
Reviewed on Jun 26, 2026

Parrot Key Hotel & Villas
Northside Resort
Price was CA $2,218, price is now CA $1,836 per person
CA $1,836
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9/10 Wonderful! (1,431 reviews)
Rooms were clean! Nature was beautiful
Reviewed on Jun 26, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was CA $2,650, price is now CA $2,214 per person
CA $2,214
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.2/10 Wonderful! (1,012 reviews)
Beautiful resort and excellent location
Parking facility a little expensive
Reviewed on Jun 25, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $2,518, price is now CA $2,121 per person
CA $2,121
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
8.8/10 Excellent! (3,399 reviews)
Disappointing that the breakfasts were not included as per their website. Found upon arrival that you had to be staying in the "Guest House" to get the free breakfast. $65.00 per day resort fees seems exorbitant as did the $50.00 per night to park our golf cart. Had a ceiling fan malfunction that we had to address with the front desk four different times. Hotel was nice but these issues would give us pause to stay there ever again.
Reviewed on Jun 25, 2026
3 Night Cheap holidays in Key Haven
Price found within the past 48 hours. Click for updated prices.

The Perry Hotel & Marina Key West
Price was CA $905, price is now CA $762 per person
CA $762
per person
Aug 10 - Aug 13
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
We love the Perry! It’s a pet- friendly and comfortable atmosphere located just far enough away from the hustle of Old Town Key West, but close enough to take the convenient free hourly shuttle that takes you right to the heart of everything Key West. We have been there a few times now and we will be back!
Reviewed on Jun 26, 2026

Pier House Resort & Spa
Key West Historic District
Price was CA $1,974, price is now CA $1,647 per person
CA $1,647
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,180 reviews)
Our stay was amazing. I’ve wanted to stay at the Pier House for a long time for a few reasons. The location on the water and the history the property has with the late Jimmy Buffett. The Chart Room bar is a must visit for all who like old fashioned bars that haven’t changed in 55 years. The beach area and bar was wonderful as was the rest of the lush jungle like property. We will be back! The staff was attentive and professional!
Reviewed on Jun 26, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was CA $1,764, price is now CA $1,529 per person
CA $1,529
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,012 reviews)
Beautiful resort and excellent location
Parking facility a little expensive
Reviewed on Jun 25, 2026
4 Night Cheap holidays in Key Haven
Price found within the past 48 hours. Click for updated prices.

The Perry Hotel & Marina Key West
Price was CA $1,858, price is now CA $1,485 per person
CA $1,485
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
We love the Perry! It’s a pet- friendly and comfortable atmosphere located just far enough away from the hustle of Old Town Key West, but close enough to take the convenient free hourly shuttle that takes you right to the heart of everything Key West. We have been there a few times now and we will be back!
Reviewed on Jun 26, 2026

Hyatt Vacation Club at Windward Pointe, Key West
Price was CA $2,172, price is now CA $1,708 per person
CA $1,708
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,139 reviews)
The resort was AMAZING! Plenty of things to keep the kids busy and well maintained and clean. The staff was absolutely amazing, anything we needed they brought right to our door. The balcony’s were incredible and had plenty of space inside. Highly recommend for families.
Reviewed on Jun 26, 2026

The Key West Hotel
Key West Historic District
Price was CA $2,928, price is now CA $2,310 per person
CA $2,310
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (559 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.
Reviewed on Jun 7, 2026
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