
Key Haven Pet-friendly Vacations
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Top Pet-friendly vacation packages in Key Haven
Price found within the past 48 hours. Click for updated prices.


The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $550, price is now $379 per person
$379
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,068 reviews)
easy access to fishing, shuttle to key west, great rooms
Reviewed on Aug 20, 2025

Bishop Hotel Key West
Old Town Key West
Save 100% on your flight
Price was $725, price is now $504 per person
$504
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.8/10 Exceptional! (220 reviews)
Great stay all the way around.
Reviewed on Aug 19, 2025

Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $1,153, price is now $812 per person
$812
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,014 reviews)
The bathroom was very nice. The rest of the room was just ok. The common hallway had trash on the floor for the entire weekend. Nobody swept the floor at all. For the money you pay there are better hotels.
Reviewed on Aug 18, 2025

Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $1,602, price is now $1,146 per person
$1,146
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (2,697 reviews)
Very nice environment and location. Elevator was broken but not too much inconvenience since we were only on 3rd floor. Beach was not accessible at the hotel due to the weeds. They don’t seem to clean the beach. We enjoyed our stay and the room was beautiful!
Reviewed on Aug 22, 2025
3 Night Pet-friendly vacations in Key Haven
Price found within the past 48 hours. Click for updated prices.

The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $550, price is now $379 per person
$379
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,068 reviews)
easy access to fishing, shuttle to key west, great rooms
Reviewed on Aug 20, 2025

Bishop Hotel Key West
Old Town Key West
Save 100% on your flight
Price was $725, price is now $504 per person
$504
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.8/10 Exceptional! (220 reviews)
Great stay all the way around.
Reviewed on Aug 19, 2025

Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $1,153, price is now $812 per person
$812
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,014 reviews)
The bathroom was very nice. The rest of the room was just ok. The common hallway had trash on the floor for the entire weekend. Nobody swept the floor at all. For the money you pay there are better hotels.
Reviewed on Aug 18, 2025
4 Night Pet-friendly vacations in Key Haven
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $999, price is now $627 per person
$627
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
9.6/10 Exceptional! (1,008 reviews)
Hotel was very spacious. Enjoyed the view of the beach. The concierge was very friendly and helpful.
Reviewed on Aug 18, 2025

The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $1,166, price is now $699 per person
$699
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,068 reviews)
easy access to fishing, shuttle to key west, great rooms
Reviewed on Aug 20, 2025

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,463, price is now $916 per person
$916
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (775 reviews)
The property is cute with its own unique vibe. Our room did smell a bit musty, but it’s damp south Florida…so I took that with a grain of salt. There was some mold in our bathroom grout also, but I wasn’t in the mood to complain about something so petty. One thing I will rave about was Jefferson, he was working at the pool bar and not only was he a joy to talk to, he made a great drink!
Reviewed on Aug 19, 2025
Top Pet-friendly Key Haven Hotels

Parking, Pool & Pet Friendly - Larkshine House
Key West
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! (6 reviews)
"Very nice, new, clean house. Lot's of space - every bedroom room has its own bathroom."
Reviewed on Jul 21, 2025

Waterfront Luxury Home - Tidelands House
Key West
Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.

The Starboard House at Solaire Lunara Bay
Key West
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 ...
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.