
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.


Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was CA $2,037, price is now CA $1,375 per person
CA $1,375
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,248 reviews)
Wonderful hotel and loved the atmosphere, hospitality and ability to walk everywhere. Would definitely stay here again!
Reviewed on Apr 26, 2026


The Gardens Hotel
Old Town Key West
Price was CA $2,578, price is now CA $1,791 per person
CA $1,791
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $1,889, price is now CA $1,358 per person
CA $1,358
per person
Jul 8 - Jul 13
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
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 $940, price is now CA $739 per person
CA $739
per person
Jul 9 - Jul 12
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
8.4/10 Very Good! (2,120 reviews)
Great staff, they were very helpful and kind. We enjoyed the pools and outdoor amenities. The shuttle was a very convenient perk to our stay. We will definitely stay here again next time we visit Key West!
Reviewed on Apr 28, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $1,862, price is now CA $1,599 per person
CA $1,599
per person
May 29 - Jun 1
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
8.8/10 Excellent! (3,227 reviews)
On/next to beach and Duval.
Reviewed on Apr 28, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was CA $1,969, price is now CA $1,715 per person
CA $1,715
per person
May 29 - Jun 1
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) 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
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)
Even though the airport shuts down at night, we were not informed of how close we were to the airport. Understand that this is not a standard hotel. So cleaning etc. will not be imposed on you everyday. Beds are comfortable and the rooms are clean. It’s still a very nice property. Pool, bar activities are all located next to each other.Staff was friendly. Not beach property if that’s important to you, but just 3 minutes away is a nice beach. Two very nice restaurants are walking distance from the residence.Plenty of birds and lizards to keep you company .
Reviewed on Apr 28, 2026

The Key West Hotel
Key West Historic District
Price was CA $2,549, price is now CA $1,875 per person
CA $1,875
per person
Jul 12 - Jul 16
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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