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 Marathon Florida Keys, Curio by Hilton
Price was $537, price is now $485 per person
$485
per person
Sep 10 - Sep 13
found 17 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Miami (MIA)
8.6/10 Excellent! (1,164 reviews)
We recently stayed here and had a wonderful experience. The staff was incredibly friendly, welcoming, and always willing to help. The breakfast was delicious, and the scenery was absolutely beautiful.
A couple of things to keep in mind: this hotel does not have its own beach, but guests can enjoy the beach at the neighboring hotel at no additional cost. Also, be aware that this resort charges separate parking and resort fees.
Overall, the location was perfect and made for a great base to explore the Florida Keys. We had a great stay and would definitely return!
Reviewed on Jul 7, 2026
La Siesta Resort & Villas
Matecumbe
Price was $924, price is now $728 per person
$728
per person
Aug 8 - Aug 11
found 2 days ago
Roundtrip flight included
Columbus (CMH) to Miami (MIA)
8.6/10 Excellent! (1,007 reviews)
Rooms could be cleaner and furniture requires updating. Overall a great stay.
Reviewed on Jul 5, 2026
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Price was $1,233, price is now $1,001 per person
$1,001
per person
Sep 8 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Knoxville (TYS) to Key West (EYW)
8.6/10 Excellent! (733 reviews)
The beach is inaccessible. The sargassam (seaweed) makes it unusable, even if it were to be cleaned it’s lined with rocks. You must leave the hotel to use the beach. The smell is unbearable.
Reviewed on Jul 8, 2026
Islander Resort
Matecumbe
Price was $793, price is now $663 per person
$663
per person
Sep 8 - Sep 12
found 16 hours ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
9.4/10 Exceptional! (1,068 reviews)
The place is very quaint and the staff is very friendly. They were even able to help me with an hour later check out because my daughter was not feeling well. It’s a shame we could not use the beach because of the algae, but that has nothing to do with the resort. I would definitely stay here again!
Reviewed on Jul 8, 2026
The Gardens Hotel
Old Town Key West
Price was $1,430, price is now $1,237 per person
$1,237
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Bangor (BGR) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
The hotel was very romantic and relaxing. Located cl8se to all the action
Reviewed on Jul 6, 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.
Islander Resort
Matecumbe
Price was $806, price is now $696 per person
$696
per person
Aug 8 - Aug 11
found 3 hours ago
Roundtrip non-stop flight included
Rochester (ROC) to Miami (MIA)
9.4/10 Exceptional! (1,068 reviews)
The place is very quaint and the staff is very friendly. They were even able to help me with an hour later check out because my daughter was not feeling well. It’s a shame we could not use the beach because of the algae, but that has nothing to do with the resort. I would definitely stay here again!
Reviewed on Jul 8, 2026
La Siesta Resort & Villas
Matecumbe
Price was $924, price is now $728 per person
$728
per person
Aug 8 - Aug 11
found 2 days ago
Roundtrip flight included
Columbus (CMH) to Miami (MIA)
8.6/10 Excellent! (1,007 reviews)
Rooms could be cleaner and furniture requires updating. Overall a great stay.
Reviewed on Jul 5, 2026
The Gardens Hotel
Old Town Key West
Price was $1,430, price is now $1,237 per person
$1,237
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Bangor (BGR) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
The hotel was very romantic and relaxing. Located cl8se to all the action
Reviewed on Jul 6, 2026
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View all trips4 Night Pet-friendly vacations in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Casa Morada
Matecumbe
Save 100% on your flight
Price was $845, price is now $622 per person
$622
per person
Sep 8 - Sep 12
found 16 hours ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
9.4/10 Exceptional! (444 reviews)
My husband and I stayed here for a quick weekend getaway and I am so glad we did! The rooms were very clean, the staff were all friendly and helpful and the property is beautiful! We loved that it was a small resort and tucked away from the main road, which made it comfortable and quiet. We enjoyed having breakfast overlooking the Bay and all of the beautiful flowers and trees on the property. We are already looking forward to another getaway here! I highly recommend this place for couples.
Reviewed on Jul 3, 2026
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $1,753, price is now $1,225 per person
$1,225
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
9.2/10 Wonderful! (559 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.
Reviewed on Jun 7, 2026
La Siesta Resort & Villas
Matecumbe
Save 100% on your flight
Price was $933, price is now $662 per person
$662
per person
Aug 8 - Aug 12
found 8 hours ago
Roundtrip non-stop flight included
New York (LGA) to Miami (MIA)
8.6/10 Excellent! (1,007 reviews)
Rooms could be cleaner and furniture requires updating. Overall a great stay.
Reviewed on Jul 5, 2026
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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! (2,510 reviews)
"My favorite place I’ve stayed ever. My wife and I spent the first 3 nights of our honeymoon at the Blue Flamingo Resort. We spent most of one our days at the resort. Honestly, we could have stayed there the whole time but we booked a lot. We had the Oceanview King room. We loved the pool. We enjoyed ..."
Reviewed on Jul 8, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
With pet-friendly amenities like food and water bowls, this family-friendly, oceanfront hotel welcomes dogs (fees apply). Don't forget to check out nearby Bayview ...
8.8/10 Excellent! (1,820 reviews)
"The room had a terrible order to it and the furniture looked very worn out. We didn't even unpacked, and went down and checked out"
Reviewed on Jul 8, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Hiking and biking trails are ready for you to explore near this oceanfront hotel, where dogs and cats can stay for an additional fee.
8/10 Very Good! (1,272 reviews)
"Staff super friendly, and overall it’s a nice hotel. The traffic was loud if you stayed in the front building. It was also difficult to make a left turn out of the parking lot onto Rosevelt Dr."
Reviewed on Jul 8, 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.
Things to do
Shark and Wildlife Viewing Adventure in Key West
$93
per adult
100% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
96% of travellers recommend
Miami to Key West Day Trip with Activity Options
$39
per adult
84% of travellers recommend
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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.
