
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 $2,000 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.

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Price was $713, price is now $577 per person
$577
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Miami (MIA)
8.8/10 Excellent! (1,170 reviews)
Rooms and property are lovely. Very clean. Love their little market and the
Reviewed on May 18, 2026

La Siesta Resort & Villas
Matecumbe
Price was $1,181, price is now $893 per person
$893
per person
Jun 23 - Jun 27
found 21 hours ago
Roundtrip non-stop flight included
Columbus (GTR) to Miami (MIA)
8.6/10 Excellent! (1,009 reviews)
Room was nice with balcony but not what I expected. Thought I was booking the room that was in the picture. All the pictures of my room at time of reservation appeared like the photos shown on the site, but this was not in fact the room we received. Overall the property is pretty nice with bikes, kayaks and paddleboards available at no extra charge. There was a free shuttle to the sister resorts Amara Cay and Three Waters Resorts. We went to the Three Waters Resort and this resort was a bit nicer than La Siesta and the staff there was amazing. The staff a La Siesta, not so much often hard to find, even at the pool bar and beach/kayak area.
Reviewed on May 14, 2026

The Gardens Hotel
Old Town Key West
Price was $1,007, price is now $782 per person
$782
per person
Jul 24 - Jul 27
found 10 hours ago
Roundtrip non-stop flight included
Panama City (ECP) to Key West (EYW)
9.8/10 Exceptional! (1,006 reviews)
The hotel is situated in the middle of the Dual St, where I can go to either the west end (for seeing sunset) or east end (for seeing sunrise) of the street with almost the same distance. The buildings of the hotel have some history and in the colonial style, which I like very much. The garden provides an excellent place for breakfast and wine tasting.
Reviewed on May 21, 2026

Islander Resort
Matecumbe
Price was $1,470, price is now $1,158 per person
$1,158
per person
Jun 23 - Jun 27
found 21 hours ago
Roundtrip non-stop flight included
Columbus (GTR) to Miami (MIA)
9.2/10 Wonderful! (1,013 reviews)
Beautiful resort! Many things to do! Very clean rooms! Beach view was excellent!
Reviewed on May 23, 2026

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Price was $1,375, price is now $1,164 per person
$1,164
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip flight included
Memphis (MEM) to Miami (MIA)
8.6/10 Excellent! (1,072 reviews)
The room was very clean, the staff was very friendly. We would stay again
Reviewed on May 21, 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.

La Siesta Resort & Villas
Matecumbe
Price was $962, price is now $712 per person
$712
per person
Jun 24 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (1,009 reviews)
Room was nice with balcony but not what I expected. Thought I was booking the room that was in the picture. All the pictures of my room at time of reservation appeared like the photos shown on the site, but this was not in fact the room we received. Overall the property is pretty nice with bikes, kayaks and paddleboards available at no extra charge. There was a free shuttle to the sister resorts Amara Cay and Three Waters Resorts. We went to the Three Waters Resort and this resort was a bit nicer than La Siesta and the staff there was amazing. The staff a La Siesta, not so much often hard to find, even at the pool bar and beach/kayak area.
Reviewed on May 14, 2026

The Gardens Hotel
Old Town Key West
Price was $1,007, price is now $782 per person
$782
per person
Jul 24 - Jul 27
found 10 hours ago
Roundtrip non-stop flight included
Panama City (ECP) to Key West (EYW)
9.8/10 Exceptional! (1,006 reviews)
The hotel is situated in the middle of the Dual St, where I can go to either the west end (for seeing sunset) or east end (for seeing sunrise) of the street with almost the same distance. The buildings of the hotel have some history and in the colonial style, which I like very much. The garden provides an excellent place for breakfast and wine tasting.
Reviewed on May 21, 2026

Islander Resort
Matecumbe
Price was $1,060, price is now $825 per person
$825
per person
Jul 24 - Jul 27
just found
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (1,013 reviews)
Beautiful resort! Many things to do! Very clean rooms! Beach view was excellent!
Reviewed on May 23, 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.

Hadley Resort and Marina
Matecumbe
Save 100% on your flight
Price was $897, price is now $664 per person
$664
per person
Jun 24 - Jun 28
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
7.6/10 Good! (1,004 reviews)
Stayed in the ocean view suit and the views were amazing. Staff was very friendly and there was always parking next to the building.
Reviewed on May 19, 2026

Casa Morada
Matecumbe
Save 100% on your flight
Price was $1,395, price is now $960 per person
$960
per person
Jun 24 - Jun 28
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.4/10 Exceptional! (436 reviews)
Easily accessible from the highway - but tucked away in quiet corner - Casa Morada is a peaceful retreat. Good parking. Clean beautiful room/suite. Easy access to pool and lounging area. No beach.
Reviewed on Mar 22, 2026

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $1,916, price is now $1,373 per person
$1,373
per person
Jul 24 - Jul 28
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (555 reviews)
Our room was spacious and clean, with a bag of Key Lime cookies waiting for us on arrival. We appreciated boxed instead of bottled water that was always available in-room at no extra cost. But the thing we enjoyed most was the secluded Bali Bar, which was hidden away from busy Duvall Street. The live music was excellent and the. bar tenders were very accommodating. There are many hotels and places to stay in Key West but we would definitely return to this one. Highly recommend!
Reviewed on May 18, 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

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
This family-friendly, oceanfront hotel welcomes four-legged friends (fees apply) and offers pet-friendly amenities, like a dog park. While you're here, hike ...
8.4/10 Very Good! (2,268 reviews)
"Staff was on point , awesome time , would do it again ."
Reviewed on May 23, 2026

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Dogs are welcome (fees apply) and can enjoy pet-friendly amenities, like food and water bowls, at this oceanfront hotel. Take a stroll at Bayview Park while ...
8.8/10 Excellent! (1,800 reviews)
"Resort fee is quite high for the amenities offered-we didn’t use the shuttle, nor did we take advantage of slushies or popsicles as they are available for a short period of time. Welcome drink was never offered, nor was parking pass. Happened to observe in other vehicles and inquired. The room was ..."
Reviewed on May 23, 2026

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Dogs and cats are welcome (fees apply) at this pet-friendly, oceanfront resort. If you'd like to stretch your legs, look no further than nearby Bayview ...
8.4/10 Very Good! (671 reviews)
"The ocean was not that great because of the sargassum seaweed. but the pool and views were excellent"
Reviewed on May 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.



















