Key West Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
Top Pet-friendly vacation packages in Key West
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Price was $700, price is now $539 per person
$539
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
9/10 Wonderful! (1,722 reviews)
I love that our room over looked the marina and part of the ocean. The sunset was also beautiful from our room
Reviewed on Oct 15, 2025
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $1,209, price is now $847 per person
$847
per person
Dec 15 - Dec 18
found 16 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
9/10 Wonderful! (1,005 reviews)
Everything was excellent, except poor TV service in room.
Reviewed on Oct 13, 2025
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Price was $1,093, price is now $810 per person
$810
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
8.4/10 Very Good! (347 reviews)
The views were great! Water access was perfect! Had a lot of issues with house keeping? We stayed 8 nights and had no housekeeping 3 of those days, even after I complained the first time? No towels, washclothes, bed not made. Normal housekeeping duties were not done? After the last time I had to go speak with the front desk and they did refund me $200.00. It was something but I expected a lot more for what we paid for our stay. Staff was very polite!
Reviewed on Oct 14, 2025
The Reach Key West, Curio Collection by Hilton
Old Town Key West
Price was $902, price is now $716 per person
$716
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
8.4/10 Very Good! (1,005 reviews)
Decent property, kept up, clean and excellent walk ability to Duval Street
Reviewed on Oct 15, 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 $1,002, price is now $688 per person
$688
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
9/10 Wonderful! (1,722 reviews)
I love that our room over looked the marina and part of the ocean. The sunset was also beautiful from our room
Reviewed on Oct 15, 2025
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $1,558, price is now $1,034 per person
$1,034
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
9/10 Wonderful! (1,005 reviews)
Everything was excellent, except poor TV service in room.
Reviewed on Oct 13, 2025
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
Price was $1,241, price is now $884 per person
$884
per person
Nov 14 - Nov 17
found 7 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
8.4/10 Very Good! (347 reviews)
The views were great! Water access was perfect! Had a lot of issues with house keeping? We stayed 8 nights and had no housekeeping 3 of those days, even after I complained the first time? No towels, washclothes, bed not made. Normal housekeeping duties were not done? After the last time I had to go speak with the front desk and they did refund me $200.00. It was something but I expected a lot more for what we paid for our stay. Staff was very polite!
Reviewed on Oct 14, 2025
4 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
Price was $1,222, price is now $856 per person
$856
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Alexandria (AEX) to Key West (EYW)
9/10 Wonderful! (1,722 reviews)
I love that our room over looked the marina and part of the ocean. The sunset was also beautiful from our room
Reviewed on Oct 15, 2025
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $1,693, price is now $987 per person
$987
per person
Dec 15 - Dec 19
just found
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.2/10 Wonderful! (496 reviews)
My wife and I have come to KeyWest for years, this by far the nicest and affordable with great music and staff. It's our new go to place!
Reviewed on Oct 3, 2025
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $1,482, price is now $975 per person
$975
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,005 reviews)
Everything was excellent, except poor TV service in room.
Reviewed on Oct 13, 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! (1,728 reviews)
"Exceeded our expectations. Restaurant was amazing, everything was clean and up to date. They kept open communication via text messages daily. I am a night shift health care provider, I cannot tell you how much I needed this mini-vacay."
Reviewed on Oct 9, 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! (1,777 reviews)
"Excellent experience"
Reviewed on Oct 12, 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! (395 reviews)
"Truly beautiful custom century hotel, sitting on one of the few beaches in Key West"
Reviewed on Oct 12, 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.
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.