Florida Keys Pet-friendly Vacations
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Top Pet-friendly vacation packages 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 $1,188, price is now $849 per person
$849
per person
Feb 25 - Feb 28
found 21 hours ago
Roundtrip non-stop flight included
Cedar Rapids (CID) 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 $1,232, price is now $896 per person
$896
per person
Feb 25 - Feb 28
found 21 hours ago
Roundtrip non-stop flight included
Cedar Rapids (CID) 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
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Save 100% on your flight
Price was $1,987, price is now $1,503 per person
$1,503
per person
Feb 25 - Mar 1
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
Islander Resort
Matecumbe
Save 100% on your flight
Price was $1,821, price is now $1,437 per person
$1,437
per person
Feb 25 - Feb 28
found 21 hours ago
Roundtrip non-stop flight included
Cedar Rapids (CID) 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
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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 $1,188, price is now $849 per person
$849
per person
Feb 25 - Feb 28
found 21 hours ago
Roundtrip non-stop flight included
Cedar Rapids (CID) 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 $1,232, price is now $896 per person
$896
per person
Feb 25 - Feb 28
found 21 hours ago
Roundtrip non-stop flight included
Cedar Rapids (CID) 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
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Price was $1,517, price is now $1,188 per person
$1,188
per person
Feb 27 - Mar 2
found 4 hours ago
Roundtrip flight included
Chicago (CHI) 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
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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 $1,313, price is now $844 per person
$844
per person
Feb 25 - Mar 1
found 6 hours ago
Roundtrip flight included
New York (NYC) 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 $2,650, price is now $1,594 per person
$1,594
per person
Mar 28 - Apr 1
found 11 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Great location, very clean, and great staff
Reviewed on Jan 18, 2026
La Siesta Resort & Villas
Matecumbe
Save 100% on your flight
Price was $1,555, price is now $1,045 per person
$1,045
per person
Mar 28 - Apr 1
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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
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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! (1,240 reviews)
Beautiful property, trees, patios, sunset viewing hammocks and chairs, bar under the canopy All the staff was friendly informative, flexible with requests We didn’t eat or drink this time
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
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! (1,787 reviews)
Rooms and resort were very clean. The staff was exceptionally friendly and were so accommodating!
Reviewed on Jan 23, 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.