Florida Keys Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Pet-friendly vacation packages in Florida Keys
Price found within the past 48 hours. Click for updated prices.
La Siesta Resort & Villas
Matecumbe
Save 100% on your flight
Price was $1,051, price is now $773 per person
$773
per person
Feb 28 - Mar 3
found 5 hours ago
Roundtrip flight included
Cleveland (CLE) to Miami (MIA)
8.6/10 Excellent! (1,000 reviews)
Nice, spacious suite with an amazing waterfront view. The staff was incredibly warm and welcoming. Beautiful heated pool; I didn’t want to get out. The drinks at the tiki bar could’ve been improved. Lovely beachfront and walkable to several restaurants.
Reviewed on Jan 20, 2026
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Save 100% on your flight
Price was $1,560, price is now $1,068 per person
$1,068
per person
Mar 31 - Apr 4
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Miami (MIA)
8.8/10 Excellent! (1,275 reviews)
Beautiful relaxing place! The grounds were spotless! The staff was so accommodating! Our room was stocked with supplies that every traveler could need.
Reviewed on Jan 24, 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Save 100% on your flight
Price was $1,603, price is now $1,234 per person
$1,234
per person
Apr 1 - Apr 4
found 7 hours ago
Roundtrip flight included
Birmingham (BHM) to Miami (MIA)
8.6/10 Excellent! (1,010 reviews)
Staff was amazing!!!
The whole place needed a good cleaning.
I have photos. Believe you me…Paris would NOT stay there.
Reviewed on Jan 19, 2026
The Reach Key West, Curio Collection by Hilton
Old Town Key West
Price was $1,029, price is now $816 per person
$816
per person
Mar 31 - Apr 2
found 23 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Key West (EYW)
8.4/10 Very Good! (1,001 reviews)
No one was there to help with the bags, it’s a maze to get to your room, rooms are small. Doors to the rooms are open to the outside!!! More of a motel vibe. Restaurant on the grounds is good but very expensive for what it is!
Reviewed on Jan 29, 2026
Islander Resort
Matecumbe
Save 100% on your flight
Price was $1,587, price is now $1,309 per person
$1,309
per person
Feb 28 - Mar 3
found 5 hours ago
Roundtrip flight included
Cleveland (CLE) to Miami (MIA)
9.2/10 Wonderful! (1,005 reviews)
Very expensive resort. Room Service bad, room small and cost a lots, food good but expensive, staff ok, but could be better.
Reviewed on Jan 20, 2026
Don't see what you're looking for?
See all available trips from Columbus to Florida Keys
View all trips3 Night Pet-friendly vacations in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Save 100% on your flight
Price was $1,000, price is now $746 per person
$746
per person
Feb 28 - Mar 3
found 5 hours ago
Roundtrip flight included
Cleveland (CLE) to Miami (MIA)
8.8/10 Excellent! (1,275 reviews)
Beautiful relaxing place! The grounds were spotless! The staff was so accommodating! Our room was stocked with supplies that every traveler could need.
Reviewed on Jan 24, 2026
La Siesta Resort & Villas
Matecumbe
Save 100% on your flight
Price was $1,051, price is now $773 per person
$773
per person
Feb 28 - Mar 3
found 5 hours ago
Roundtrip flight included
Cleveland (CLE) to Miami (MIA)
8.6/10 Excellent! (1,000 reviews)
Nice, spacious suite with an amazing waterfront view. The staff was incredibly warm and welcoming. Beautiful heated pool; I didn’t want to get out. The drinks at the tiki bar could’ve been improved. Lovely beachfront and walkable to several restaurants.
Reviewed on Jan 20, 2026
The Reach Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
Price was $1,448, price is now $1,094 per person
$1,094
per person
Apr 1 - Apr 4
found 7 hours ago
Roundtrip flight included
Birmingham (BHM) to Key West (EYW)
8.4/10 Very Good! (1,001 reviews)
No one was there to help with the bags, it’s a maze to get to your room, rooms are small. Doors to the rooms are open to the outside!!! More of a motel vibe. Restaurant on the grounds is good but very expensive for what it is!
Reviewed on Jan 29, 2026
Don't see what you're looking for?
See all available trips from Columbus to Florida Keys
View all trips4 Night Pet-friendly vacations in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Save 100% on your flight
Price was $1,560, price is now $1,068 per person
$1,068
per person
Mar 31 - Apr 4
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Miami (MIA)
8.8/10 Excellent! (1,275 reviews)
Beautiful relaxing place! The grounds were spotless! The staff was so accommodating! Our room was stocked with supplies that every traveler could need.
Reviewed on Jan 24, 2026
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,345, price is now $1,470 per person
$1,470
per person
Mar 31 - Apr 4
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Everything was great. I couldn’t complain about anything if I wanted to. Thanks for a great stay!
Reviewed on Jan 28, 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Price was $1,893, price is now $1,334 per person
$1,334
per person
Feb 28 - Mar 4
found 3 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
8.6/10 Excellent! (1,010 reviews)
Staff was amazing!!!
The whole place needed a good cleaning.
I have photos. Believe you me…Paris would NOT stay there.
Reviewed on Jan 19, 2026
Don't see what you're looking for?
See all available trips from Columbus to Florida Keys
View all tripsTop Pet-friendly Florida Keys Hotels
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Hiking and biking trails are ready for you to explore near this waterfront hotel, where dogs and cats can stay for an additional fee.
9/10 Wonderful! (1,251 reviews)
Lovely room!
Reviewed on Jan 24, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Four-legged friends will appreciate the amenities, such as food and water bowls, during their stay (fees apply) at this pet-friendly hotel.
8.8/10 Excellent! (1,687 reviews)
Staff was amazing. The pool area was so relaxing and fun
Reviewed on Jan 21, 2026
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! (1,786 reviews)
The room was clean and bright!
Reviewed on Jan 24, 2026
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.
