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

The Gardens Hotel

Old Town Key West
Save 100% on your flight
CA $3,467
per person
Dec 18 - Dec 23
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
CA $3,849
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
We arrived at Key West just after 12 noon on a Sunday. I was planning to just leave our luggage’s at the hotel since check in time was at 4pm. Catherine was the one that greeted us and help us out on our check in process. She was very professional and very friendly. We got our room ready right away and we didn’t have to wait until check in time at 4PM. Our room was right by the pool, it was clean, has a full size fridge and small microwave, some kitchen amenities (plates, cups, silverware’s) and a dehumidifier. The bathroom is clean and very spacious (shower area). We thought it will be loud since it’s close to the pool and the bar but the whole time we were there it was nice and quiet. There’s are near by restaurants, shops and coffee shops but I suggest to rent a scooter to get to the port area if you have any plans on going to any boating trips (it’s a good 20-30 mins walk from the hotel). We met dean on our 2nd day and he was very friendly and make sure to give us our parking pass for the scooter that we rented. Dean and Catherine definitely made our stay special. And we will definitely come back to stay at this facility on our next trip to Key West. I highly recommend this place if you want a relaxing, laidback stay at Key West.

Reviewed on Oct 1, 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
CA $4,116
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,016 reviews)
Clean.helpful staff.good a/c.good location.will definitely stay here again.

Reviewed on Oct 1, 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
CA $3,664
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.6/10 Excellent! (3,606 reviews)
Eden House

Eden House

Key West Historic District
CA $3,906
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,002 reviews)
Great stay with friendly staff

Reviewed on Oct 2, 2026

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3 Night Pet-friendly holidays in Key Haven

Price found within the past 48 hours. Click for updated prices.
The Gardens Hotel

The Gardens Hotel

Old Town Key West
CA $1,924
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
Eden House

Eden House

Key West Historic District
CA $2,537
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9/10 Wonderful! (1,002 reviews)
Great stay with friendly staff

Reviewed on Oct 2, 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
CA $2,162
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (1,016 reviews)
Clean.helpful staff.good a/c.good location.will definitely stay here again.

Reviewed on Oct 1, 2026

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4 Night Pet-friendly holidays in Key Haven

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Save 100% on your flight
CA $1,888
per person
Dec 9 - Dec 13
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,285 reviews)
We would definitely stay again, it was a beautiful resort..

Reviewed on Sep 30, 2026

The Key West Hotel

The Key West Hotel

Key West Historic District
Save 100% on your flight
CA $2,443
per person
Nov 1 - Nov 5
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (563 reviews)
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

Old Town Key West
CA $3,449
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.8/10 Exceptional! (1,001 reviews)
We stayed for five days and we thoroughly enjoyed the property would highly recommend and would love to come back Kim and Maili from Seattle

Reviewed on Oct 1, 2026

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Pet-friendly Hotels in Key Haven

Suncoast House at Lunara Bay

Suncoast House at Lunara Bay

Key West FL
  • 11 min drive from Duval Street
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 ...
Suncoast House at Lunara Bay
The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay

Key West FL
  • 11 min drive from Duval Street
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 ...
10/10 Exceptional! (28 reviews)
"Great place clean and comfortable."

Reviewed on Sep 20, 2026

The Seagate Estate at Lunara Bay
The Starboard House at Solaire Lunara Bay

The Starboard House at Solaire Lunara Bay

Key West FL
  • 10 min drive from Duval Street
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 ...
The Starboard House at Solaire Lunara Bay
See all 3,106 properties in Key Haven
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.