Key West Pet-friendly Vacations
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Top Pet-friendly vacation packages in Key West
Price found within the past 48 hours. Click for updated prices.
The Reach Key West, Curio Collection by Hilton
Old Town Key West
Price was $767, price is now $622 per person
$622
per person
Nov 23 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
8.4/10 Very Good! (1,009 reviews)
Ty was the best bartender. He makes the best drinks and very friendly to everyone sitting at the bar. Food was good.
Reviewed on Oct 22, 2025
Oceans Edge Key West Resort, Hotel & Marina
Price was $1,474, price is now $1,085 per person
$1,085
per person
Dec 25 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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
Pier House Resort & Spa
Key West Historic District
Price was $1,705, price is now $1,338 per person
$1,338
per person
Dec 25 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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
The Gardens Hotel
Old Town Key West
Price was $1,665, price is now $1,407 per person
$1,407
per person
Dec 25 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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
3 Night Pet-friendly vacations in Key West
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $504, price is now $320 per person
$320
per person
Nov 23 - Nov 26
found 14 hours ago
Roundtrip flight included
Charlotte (CLT) 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
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
Price was $739, price is now $499 per person
$499
per person
Nov 23 - Nov 26
found 14 hours ago
Roundtrip flight included
Charlotte (CLT) 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
4 Night Pet-friendly vacations in Key West
Price found within the past 48 hours. Click for updated prices.
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $3,786, price is now $2,349 per person
$2,349
per person
Dec 24 - Dec 28
found 17 hours ago
Roundtrip 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
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $2,193, price is now $1,432 per person
$1,432
per person
Dec 24 - Dec 28
found 17 hours ago
Roundtrip 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
Top Pet-friendly Key West Hotels
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Dogs are welcome to join you (fees apply) for a pet-friendly getaway at this luxury, oceanfront hotel.
8.8/10 Excellent! (1,742 reviews)
The hotel was very clean, nice staff, the room was beautiful and comfortable
Reviewed on Oct 19, 2025
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Dogs can accompany you (fees apply) at this pet-friendly, oceanfront hotel, where they will enjoy pet-approved amenities, like food and water bowls.
8.6/10 Excellent! (1,786 reviews)
Awesome! They had great transportation from renting something to drive to a free shuttle bus with complimentary tips, to beautiful rooms, staff was great, bar was wonderful, just all around GREAT place to stay with all u need.
Reviewed on Oct 20, 2025
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
This pet-friendly oceanfront resort will accommodate both you and your four-legged companion (additional fees apply for pets). While you're here, enjoy the nearby ...
8.2/10 Very Good! (400 reviews)
This hotel is beautiful. Great view from the room. Staff is amazing
Reviewed on Oct 19, 2025
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.