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


The Gardens Hotel
Old Town Key West
Price was CA $2,956, price is now CA $2,262 per person
CA $2,262
per person
Jun 23 - Jun 28
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
This was one of the nicest places we have ever stayed. It felt like a tropical oasis but was only a block over from Duval. Wine tasting room was great and the hotel cat, Lucy, was the sweetest! Breakfast each morning was amazing! We would definitely stay here again when we come back to visit!
Reviewed on Apr 26, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was CA $2,589, price is now CA $2,034 per person
CA $2,034
per person
Jun 23 - Jun 28
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
9.2/10 Wonderful! (1,005 reviews)
Fourth time in Key West…first time at The Marker. Absolutely loved our stay. Fun atmosphere, great staff - especially at the bar - and well appointed rooms with comfortable beds. All in a great location with gorgeous views. Will definitely be back.
Reviewed on Apr 26, 2026

The Reach Key West, Curio Collection by Hilton
Old Town Key West
Price was CA $2,867, price is now CA $2,261 per person
CA $2,261
per person
Jul 18 - Jul 25
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
8.6/10 Excellent! (1,006 reviews)
Friendly staff, room cleaning could have been better. Last two days of our stay there was no room cleaning performed.
Did not know about the parking fees at the resort until we arrived.
I may have overlooked that while reviewing the property while booking.
Reviewed on Apr 25, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $2,133, price is now CA $1,691 per person
CA $1,691
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
8.8/10 Excellent! (3,227 reviews)
On/next to beach and Duval.
Reviewed on Apr 28, 2026
3 Night Pet-friendly holidays in Key Haven
Price found within the past 48 hours. Click for updated prices.

Blue Flamingo Resort Key West
New Town
Price was CA $982, price is now CA $834 per person
CA $834
per person
Jun 2 - Jun 5
found 20 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
8.4/10 Very Good! (2,120 reviews)
Very well decorated and felt like home with all the special touches. The transport into town was a great feature. You had to pay for breakfast but there was a refrigerator in the room (no microwave). They only have coffee in the room, no tea. I asked two staff members for tea with no luck. The third person I asked on the third day found me some! There is a Starbucks there so that was helpful.
Reviewed on Apr 28, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $1,625, price is now CA $1,356 per person
CA $1,356
per person
Jul 6 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (3,227 reviews)
On/next to beach and Duval.
Reviewed on Apr 28, 2026

4 Night Pet-friendly holidays in Key Haven
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
Price was CA $2,607, price is now CA $1,871 per person
CA $1,871
per person
Jul 12 - Jul 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
8.6/10 Excellent! (357 reviews)
No breackfast
Only ameanity was the pool and I was charge 100 dollars extra after checked in
Reviewed on Apr 26, 2026

Hyatt Vacation Club at Windward Pointe, Key West
Price was CA $2,616, price is now CA $1,901 per person
CA $1,901
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.4/10 Exceptional! (1,045 reviews)
I had a wonderful stay. The room was spotless and very comfortable, which made settling in easy. The staff was consistently warm and welcoming—Emily, in particular, went above and beyond to make sure everything was perfect, and the outdoor pool was impressively well maintained. Overall, a great experience and I’d happily return.
Reviewed on Apr 27, 2026

The Key West Hotel
Key West Historic District
Price was CA $2,863, price is now CA $2,108 per person
CA $2,108
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.2/10 Wonderful! (548 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
Pet-friendly Hotels in Key Haven

Suncoast House at Lunara Bay
Key West FL
Stay at this vacation home in Key West. Enjoy private pools, a fitness center, and laundry facilities. Popular attractions Duval Street and Smathers Beach are ...
9.6/10 Exceptional! (42 reviews)
Had to book here last minute due to first booking being canceled night before check-in! What a great experience this was. Host was very easy to deal with and would respond back very quickly. Even willing to let is get in a little early due to our situation. Glad we booked here! ALSO the house and ...
Reviewed on Feb 2, 2026

Larkshine House at Lunara Bay
Key West FL
Stay at this vacation home in Key West. Enjoy private pools, a fitness center, and a garden. Popular attractions Duval Street and Smathers Beach are located ...
9.8/10 Exceptional! (10 reviews)
WiFi issues were a problem. Kitchen was great. Poo, timers were not correct, poo, was filtering overnight.
Reviewed on Mar 30, 2026

The Greenmoor House at Lunara Bay
Key West FL
Stay at this vacation home in Key West. Enjoy private pools, a fitness center, and a garden. Popular attractions Duval Street and Smathers Beach are located ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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