
Key Haven Fishing Vacations
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Flight and Fishing 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 $2,515, price is now CA $1,765 per person
CA $1,765
per person
Jun 20 - Jun 27
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,848 reviews)
Amazing location, the room and property were spotless. Staff were very friendly. Would stay here again!
Reviewed on Apr 2, 2026

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was CA $3,571, price is now CA $2,370 per person
CA $2,370
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,194 reviews)
Wasn’t especially bowled over by staff friendliness except at reception. Property is attractive and I liked the bungalow however it was smaller than we expected. The outside private patio was nice.
Good central location to Duval Street and we walked everywhere.
Would we stay again? Probably not as we saw some nice alternatives elsewhere
Reviewed on Apr 5, 2026

The Perry Hotel & Marina Key West
Price was CA $3,127, price is now CA $2,260 per person
CA $2,260
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,234 reviews)
Did not eat any meals on the property. Overall it's a nice place to stay. Rooms and furniture are dated in some areas. Very nice staff including Jamey and Mitchell.
Reviewed on Apr 2, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $3,610, price is now CA $2,675 per person
CA $2,675
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (3,162 reviews)
Wonderful beach views, clean rooms and property, great food
Reviewed on Apr 5, 2026

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Price was CA $3,270, price is now CA $2,459 per person
CA $2,459
per person
Jun 20 - Jun 27
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.4/10 Very Good! (595 reviews)
We recently stayed at Casa Marina Key West, Curio Collection by Hilton and overall had a very enjoyable experience, with a few areas that could use improvement.
The resort itself is beautiful and the location is fantastic—close enough to walk to the energy of Duval Street, yet far enough to feel like a relaxing escape. One of the biggest highlights was the beach, which is rare in Key West. There was plenty of space and good chair availability, and having food and drink service right on the beach and by the pools made it even better.
We also really appreciated the amenities: two pools (one adults-only and one family-friendly), a well-equipped gym, and convenient on-site rentals for bikes and golf carts to explore the island. The concierge team(Cassy) was especially helpful and always available when we needed assistance.
That said, the room fell a bit short of expectations for the price point. We stayed in Room 254, which was listed as a street view but was actually more of a rooftop view of the resort. The mattress was quite uncomfortable and definitely needs replacing. The sheers and window treatments also felt dated and due for an update. Additionally, the carpeting in the hallway leading to our room could use a more frequent cleaning.
Overall, we truly enjoyed our stay.
Reviewed on Apr 5, 2026
3 Night Fishing 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 $1,590, price is now CA $1,135 per person
CA $1,135
per person
Jun 5 - Jun 8
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Key West (EYW)
9.2/10 Wonderful! (1,194 reviews)
Wasn’t especially bowled over by staff friendliness except at reception. Property is attractive and I liked the bungalow however it was smaller than we expected. The outside private patio was nice.
Good central location to Duval Street and we walked everywhere.
Would we stay again? Probably not as we saw some nice alternatives elsewhere
Reviewed on Apr 5, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was CA $2,579, price is now CA $1,928 per person
CA $1,928
per person
May 15 - May 18
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,011 reviews)
We stayed at the Marker for our anniversary in a Harbor View room. Room was very nice and we looked out over a marina and had a nice balcony to sit out and enjoy a glass of wine. Breakfast was good at the bar by the pool but not great. Staff very friendly and helpful. Good enough fitness room to get a decent workout in but no universal machines.
Close enough to walk to just about anything you need. If you do stay in the Herbirview room be aware that the Schooner Bar across the path plays music til around 11 am or later each night and you can hear it from your room though it’s muffled. The first night we were there the band playing was way too loud and I could hear the words of the songs inside my room while the door was closed.
But if you want a very nice hotel with 3 pools and attentive staff in a great location whilst having the Key West vibe all around you the Marker is very good.
Reviewed on Apr 1, 2026

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Price was CA $1,563, price is now CA $1,182 per person
CA $1,182
per person
Jun 5 - Jun 8
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Key West (EYW)
8.4/10 Very Good! (595 reviews)
We recently stayed at Casa Marina Key West, Curio Collection by Hilton and overall had a very enjoyable experience, with a few areas that could use improvement.
The resort itself is beautiful and the location is fantastic—close enough to walk to the energy of Duval Street, yet far enough to feel like a relaxing escape. One of the biggest highlights was the beach, which is rare in Key West. There was plenty of space and good chair availability, and having food and drink service right on the beach and by the pools made it even better.
We also really appreciated the amenities: two pools (one adults-only and one family-friendly), a well-equipped gym, and convenient on-site rentals for bikes and golf carts to explore the island. The concierge team(Cassy) was especially helpful and always available when we needed assistance.
That said, the room fell a bit short of expectations for the price point. We stayed in Room 254, which was listed as a street view but was actually more of a rooftop view of the resort. The mattress was quite uncomfortable and definitely needs replacing. The sheers and window treatments also felt dated and due for an update. Additionally, the carpeting in the hallway leading to our room could use a more frequent cleaning.
Overall, we truly enjoyed our stay.
Reviewed on Apr 5, 2026
4 Night Fishing holidays in Key Haven
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Windward Pointe, Key West
Price was CA $2,707, price is now CA $1,912 per person
CA $1,912
per person
Jun 10 - Jun 14
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.4/10 Exceptional! (1,011 reviews)
This was a great experience. It was our first time to Key West. Folks that stay here should know you are walking distance to the airport. That means you hear the planes. For us...it wasn't a big deal. It isn't a crazy busy airport. But it also means you don't need an uber to the airport. The pool was lovely and a great orientation to the ocean. This is a great location for sunrise and its a safe walk to Smather's beach. I really appreciated that even though we checked out, we could stay on the property while we waited for our flight. The 2 bedroom suite was perfect. I loved the balcony.
Reviewed on Apr 5, 2026

The Key West Hotel
Key West Historic District
Price was CA $4,681, price is now CA $2,995 per person
CA $2,995
per person
May 16 - May 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (536 reviews)
Great location! We were very impressed with Chris! He told us where to park and was very welcoming when we arrived. The loft room setup was perfect for us and the Bali Bar did not disappoint! We will be back!!
Reviewed on Apr 5, 2026

Hyatt Vacation Club at Beach House, Key West
Price was CA $2,705, price is now CA $1,945 per person
CA $1,945
per person
Jun 10 - Jun 14
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.4/10 Exceptional! (1,004 reviews)
We loved the room and location. The room was clean and had everything we needed to make ourselves at home. The hot tub and pool were great, and the pier was especially beautiful at night. The staff was very friendly and helpful.
Reviewed on Apr 4, 2026
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