Key Haven Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Pet-friendly vacation packages in Key Haven
Price found within the past 48 hours. Click for updated prices.
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
Price was $2,002, price is now $1,348 per person
$1,348
per person
Nov 29 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.4/10 Very Good! (396 reviews)
Yes property is in an excellent location and the rooms and common areas were very good.
Reviewed on Oct 22, 2025
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $3,417, price is now $2,063 per person
$2,063
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,021 reviews)
The landscaping, grounds and pools were beautiful and kept perfectly. It all felt quiet and very safe. Easy to walk to some nice dining choices. The staff was friendly and helpful.
Reviewed on Oct 22, 2025
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $3,418, price is now $2,131 per person
$2,131
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (1,732 reviews)
Very good stay people were very nice. Smell so good in the lobby in the rooms. The view of the room was beautiful room was very clean. There was a kitchenette area for convenience
Reviewed on Oct 22, 2025
The Gardens Hotel
Old Town Key West
Save 100% on your flight
Price was $3,840, price is now $2,510 per person
$2,510
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.8/10 Exceptional! (1,006 reviews)
Clean room and beautiful garden. Unfortunately the second morning when we were there, there's a heavy rain, we can't enjoy the garden.
Reviewed on Oct 17, 2025
The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $3,242, price is now $2,219 per person
$2,219
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,119 reviews)
Very clean and well kept. Staff is very friendly and helpful.
Reviewed on Oct 21, 2025
3 Night Pet-friendly vacations 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
Save 100% on your flight
Price was $1,130, price is now $777 per person
$777
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,021 reviews)
The landscaping, grounds and pools were beautiful and kept perfectly. It all felt quiet and very safe. Easy to walk to some nice dining choices. The staff was friendly and helpful.
Reviewed on Oct 22, 2025
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $1,124, price is now $871 per person
$871
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,017 reviews)
Great location , very walkable to so much. Staff was very friendly. I felt very safe venturing out by myself . We will definitely be back
Reviewed on Oct 22, 2025
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was $1,005, price is now $794 per person
$794
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (2,787 reviews)
Great stay! Has everything you need and walking distance to everything as well!
Reviewed on Oct 20, 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 $1,393, price is now $812 per person
$812
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.6/10 Exceptional! (1,016 reviews)
Great staff and service
Reviewed on Oct 22, 2025
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,400, price is now $815 per person
$815
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,010 reviews)
This resort was beautiful and clean. I highly recommend.
Reviewed on Oct 22, 2025
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $4,705, price is now $2,984 per person
$2,984
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (498 reviews)
Great location and friendly staff. They have remodeled a lot and are doing a super job. Nice decorations and LOVE the tiki bar and pool area. Key West Aloe products were a nice touch as well as the key lime cookies. The porch deck and handrail outside the Envy/Lust room needs a little attention. Overall, very comfortable and accommodating. I would definitely stay here again.
Reviewed on Oct 17, 2025
Top Pet-friendly Key Haven Hotels
Brand New The Greenmoor House With Pool
Key West, FL
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 Seagate Estate at Lunara Bay
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! (17 reviews)
Here’s a cleaned-up version you can post:We stayed 9 nights and loved it. The house is adorable, spotless, and in a perfect location. The hosts were responsive and just a call away. It is a great base for Key West, and the dock made renting a boat easy. The bed was comfortable, and there were plenty ...
Reviewed on Sep 3, 2025
New Waterfront Home - Dreamside 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.
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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
