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Key West

Pet-Friendly Vacation Rentals: Key West, FL

Old Town, Bahama Village and New Town - plus the questions that matter on an island of HOAs, chickens and hurricane evacuations.

Updated September 7, 2026 3 min read By
Search pet-friendly stays in Key West

Searches Expedia, and we may earn a commission at no extra cost to you. Always confirm the pet policy with the property before you book - listings change.

Vacation rentals can be one of the best lodging choices for pet travelers in Key West.

A rental may give you:

  • Private entrance
  • Yard or patio
  • Full kitchen
  • Laundry
  • More room
  • Less hotel noise
  • Easier long stays

And Key West has substantial dog-friendly rental inventory.

Current Vacasa inventory alone lists dozens of dog-friendly homes across Key West.

Old Town Key West

Old Town is the strongest rental area if you want:

  • Duval Street
  • Restaurants
  • Historic neighborhoods
  • Walking
  • Less driving

Current Vacasa inventory lists multiple dog-friendly Old Town rentals.

Best For

A dog comfortable with city walking and busy neighborhoods.

Bahama Village

Bahama Village is another useful rental area close to:

  • Old Town
  • Restaurants
  • Historic streets

Current dog-friendly rental inventory is available in the neighborhood.

Best For

Walkability without staying directly on the busiest part of Duval.

Sunrise Suites / New Town

Sunrise Suites is farther from Old Town and can be attractive for travelers who want:

  • Quieter location
  • Less downtown chaos
  • Easier vehicle access
  • Condo-style space

Current Vacasa listings show multiple dog-friendly units at Sunrise Suites.

Best For

Dogs that do not love crowds.

Long-Term Rentals

Key West has a substantial monthly and long-stay rental market.

Current dog-friendly long-term inventory includes homes and condos around the island.

This can make sense for:

  • Snowbird stays
  • Remote work
  • Month-long visits
  • Longer Florida Keys travel

Pet Fees

Current Vacasa policy says pet-friendly homes charge a pet fee.

The amount varies by property.

No standard one-price rule applies across every home.

Dogs Only

Current Vacasa guidance says its pet-friendly vacation homes generally allow dogs only, aside from legally required service-animal accommodations.

Cat travelers should not assume a dog-friendly rental accepts cats.

Weight and Number Limits

Current Key West rental listings show that:

  • Number of dogs varies by home
  • Weight limits vary by home
  • HOA/community restrictions may apply

One current listing, Paradise Suite, allows two dogs with a 35-pound limit per dog.

Another current home, Conched Out Cottage, allows up to two dogs.

HOA Rules

Condo and community rules matter.

A property owner may permit dogs while the building imposes additional restrictions.

Verify:

  • Weight
  • Breed
  • Number of pets
  • Common-area rules
  • Elevator rules
  • Registration

Yard or Patio

Outdoor space is valuable in Key West.

But verify whether it is:

  • Private
  • Shared
  • Fully fenced
  • Secure

A patio is not automatically a fenced dog yard.

Air Conditioning

This sounds obvious.

It is not optional in Key West with a pet.

Verify that the rental has reliable air conditioning, especially for summer stays.

Unattended Pets

Ask whether the dog can remain in the rental while you visit:

  • Museums
  • Boat tours
  • Indoor attractions

Some rentals may prohibit unattended pets or require crating.

Chickens

Key West’s free-roaming chickens can enter yards and neighborhood streets.

A dog with strong prey drive may need extra supervision even at a private rental.

Hurricane Season

Key West requires serious evacuation planning.

Before booking during hurricane season, understand:

  • Cancellation policy
  • Evacuation requirements
  • Pet plan
  • Vehicle plan
  • Overseas Highway limitations

Best Key West Rental Area by Trip Type

Best walkability: Old Town Best quieter neighborhood: New Town / Sunrise Suites Best historic feel: Bahama Village / Old Town Best long stay: Monthly rental inventory Best for multiple dogs: Property-by-property comparison

Questions to Ask Before Booking

  • How many dogs?
  • Weight limits?
  • Cats allowed?
  • Pet fee?
  • Fenced yard?
  • Shared outdoor space?
  • HOA rules?
  • Can pets stay alone?
  • Air conditioning?
  • Parking?
  • Hurricane cancellation policy?

More Pet-Friendly Key West

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A Key West rental can be especially good for a dog because the island rewards slow travel.

Walk more.

Drive less.

Come back to your own space.

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