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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 October 4, 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

Compare Current Key West Inventory on Vrbo

Availability and pet terms change daily, so the quickest way to see what is open for your dates is to search. Vrbo homes in Key West that allow pets opens Vrbo’s Key West results with its pets filter already switched on. That filter only narrows the list to homes whose hosts accept pets. It does not show the fee, the weight limit or how many dogs are allowed, so read the house rules on each listing before you book. We earn a commission if you book through this link, at no extra cost to you.

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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