Lower Florida Keys Pet-friendly Vacations 2026

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3 Night Pet-friendly vacations in Lower Florida Keys

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Winslow's Bungalows - Key West Historic Inns

Old Town Key West

￥177,028

per person

Feb 28 - Mar 3

found 21 hours ago

Roundtrip flight included

New York (LGA) to Key West (EYW)

9.2/10 Wonderful! (1,044 reviews)

The employees are very friendly and helpful. The rooms are spotlessly clean and each room seems unique. This is a number of historical buildings all tied together with amazing tropical plantings. Our room which was on the second floor was very quiet. There are no elevators so if that is a problem, there are many first floor rooms. It is right in the Historic District and within walking distance of the waterfront and almost anything you want to visit.

Reviewed on Jan 23, 2026

Oceans Edge Key West Resort, Hotel & Marina

Save 100% on your flight

￥232,790

per person

Feb 28 - Mar 3

found 21 hours ago

Roundtrip flight included

New York (LGA) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

The room was clean and bright!

Reviewed on Jan 24, 2026

Blue Flamingo Resort Key West

New Town

￥189,858

per person

Feb 28 - Mar 3

found 21 hours ago

Roundtrip flight included

New York (LGA) to Key West (EYW)

8/10 Very Good! (1,693 reviews)

Clean room for sure , staff was friendly and amenities were good for our stay. We only issue with hearing dogs bark in the morning on two days that might have been left in a room alone. It is a pet friendly place , so I guess it’s expected but still was louder than the Roosters Haha

Reviewed on Jan 23, 2026

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