Lower Florida Keys Pet-friendly Vacations
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Top Pet-friendly vacation packages in Lower Florida Keys
Price found within the past 48 hours. Click for updated prices.
Havana Cabana at Key West
New Town
Save 100% on your flight
Price was $1,226, price is now $714 per person
$714
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (1,749 reviews)
Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay
Reviewed on Dec 1, 2025
Oceans Edge Key West Resort, Hotel & Marina
Price was $2,416, price is now $1,203 per person
$1,203
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
My stay at this hotel was absolutely outstanding!
From the moment I arrived, I felt welcomed and well taken care of. The staff were incredibly professional, friendly, and always ready to help with anything I needed.
Reviewed on Dec 1, 2025
The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $1,688, price is now $934 per person
$934
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,151 reviews)
The hotel is wonderful and most of all free shuttle service to downtown. We really enjoyed our time there. Looking forward to visiting again!!
Reviewed on Dec 2, 2025
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $2,149, price is now $1,200 per person
$1,200
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,044 reviews)
No hot water during the day in our room. Room was smaller than expected
Reviewed on Dec 2, 2025
Blue Flamingo Resort Key West
New Town
Save 100% on your flight
Price was $1,649, price is now $940 per person
$940
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8/10 Very Good! (1,693 reviews)
Staff is amazing & very accommodating, the property is designed very nicely, with family in mind, nice property to stay at when in key west. Salvador, Adrian definitely know how to take care of their guest :)
Reviewed on Dec 2, 2025
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View all trips3 Night Pet-friendly vacations in Lower Florida Keys
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 $1,179, price is now $610 per person
$610
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
My stay at this hotel was absolutely outstanding!
From the moment I arrived, I felt welcomed and well taken care of. The staff were incredibly professional, friendly, and always ready to help with anything I needed.
Reviewed on Dec 1, 2025
The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $1,198, price is now $691 per person
$691
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,151 reviews)
The hotel is wonderful and most of all free shuttle service to downtown. We really enjoyed our time there. Looking forward to visiting again!!
Reviewed on Dec 2, 2025
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,436, price is now $834 per person
$834
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,044 reviews)
No hot water during the day in our room. Room was smaller than expected
Reviewed on Dec 2, 2025
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See all available trips from Columbus to Lower Florida Keys
View all trips4 Night Pet-friendly vacations in Lower Florida Keys
Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,315, price is now $715 per person
$715
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
One of the best resorts my family and I have been to in awhile. We stayed in the 2 bedroom condo which was absolutely beautiful and had every single thing we needed for our stay. The vibe at three pet
Reviewed on Dec 2, 2025
Ella's Cottages - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $2,256, price is now $1,162 per person
$1,162
per person
Feb 3 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (390 reviews)
Everything was great. Staff were all super helpful.
Location fantastic.
Breakfast served outside the room on the verander we loved (the health shots were a lovely touch).
We had a great stay.
Would definitely recommend.
Reviewed on Nov 22, 2025
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,847, price is now $984 per person
$984
per person
Feb 3 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
My stay at this hotel was absolutely outstanding!
From the moment I arrived, I felt welcomed and well taken care of. The staff were incredibly professional, friendly, and always ready to help with anything I needed.
Reviewed on Dec 1, 2025
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See all available trips from Columbus to Lower Florida Keys
View all tripsTop Pet-friendly Lower 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 ...
8/10 Very Good! (1,750 reviews)
Yes
Reviewed on Dec 1, 2025
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! (1,760 reviews)
My stay at this hotel was absolutely outstanding! From the moment I arrived, I felt welcomed and well taken care of. The staff were incredibly professional, friendly, and always ready to help with anything I needed.
Reviewed on Dec 1, 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! (1,805 reviews)
Great atmosphere and wonderful property. The shuttle was convenient.
Reviewed on Nov 29, 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.
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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.