10 Key West Pet-Friendly Airbnb Rentals

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There are some destinations that you just can’t fully experience or appreciate with a single day-trip visit. Key West, Florida is one of those destinations. If you’re planning a trip to the beautiful sunshine state, plan on spending at least a couple of days to take in all that Key West has to offer.

Fortunately, Key West has no shortage of pet friendly vacation rentals to choose from. This island, located at the southernmost end of the state, and about a 6 hour drive from Sarasota, has many pet-friendly establishments that make traveling with your pet a little easier.

We realize that researching and finding pet-friendly establishments can be time consuming and confusing for some, so we took the guesswork out and listed our best recommended pet friendly Airbnb vacation rentals below.

1. Sleek Villa in Casa Marina District

Photo: Airbnb

Fees: None listed.
Policies: None listed.
Fenced: Yes

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Located in the wealthy neighborhood of Casa Marina District among multimillion-dollar residential homes, this place will give you an experience you can’t easily see anywhere else. From the modern kitchen and large cozy bedrooms to breathtaking gardens and a very inviting pool, this property guarantees a memorable getaway.

Higgs Beach is also a block away! Meaning you can enjoy the playground, tennis courts, volleyball court, and a dog park. This property offers the ideal balance of a quiet escape from the chaos of Old Town while only being a short walk to some of the best attractions of the island.

2. Modern Shotgun House with a Twist

Photo: Airbnb

Fees: None listed.
Policies: None listed.
Fenced: Yes

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Imagine spending your vacation time in this beautiful Key West accommodation. Could it be paradise? You tell us! This 4-bedroom shotgun house offers a lot of amenities that you couldn’t find anywhere else on the island.

The open-plan kitchen offers modern appliances and the spacious great rooms make for an amazing entertainment area. Outside, you’ll have a heated, saltwater pool. This unique property is strategically located just three blocks away from the beach. Get your caffeine fix at Cuban Coffee Queen, a pet-friendly Cuban coffee shop nearby.

3. Charming Cottage in the Heart of Old Town

Photo: Airbnb

Fees: None listed.
Policies: None listed.
Fenced: Yes

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This little cottage will surely make your Key West trip extra special. Aside from being so close to Duval Street and Seaport where you’ll find many pet-friendly restaurants and establishments like, Island Dogs Bar, Banana Café, and Margaritaville Key West, the place itself is filled with amenities that will make your vacation fun and memorable.

This cottage has a modern, fully stocked kitchen, open-plan living space, beautiful veranda, private pool, and everything you might need to have a nice, comfortable vacation! And because this neighborhood is pet-friendly, you’ll see many pet owners strolling with their dogs.

4. Spacious Family Home in Casa Marina

Photo: Airbnb

Fees: None listed.
Policies: None listed.
Fenced: Yes

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Located in the prestigious neighborhood of Casa Marina, this mid-century beach cottage features fully-furnished rooms with updated appliances and furniture. It has a big backyard with a pool where you and your dog can hang out any time of the day.

The location, however, is the selling point of this place. It’s walking distance to the Atlantic beaches, Casa Marina Resort, and many pet-friendly restaurants.

5. Lovely Family Home with Jacuzzi

Photo: Airbnb

Fees: None listed.
Policies: Small dogs allowed
Fenced: Yes

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A modern Key West home located in the peaceful neighborhood of Meadow, this place is the perfect combination of the island lifestyle and sweet life of the South. The modern amenities make everything so easy and convenient. It has a beautifully renovated kitchen, a bonus loft, off-street parking, and a Jacuzzi spa, and a private pool.

This quiet residential neighborhood is located in the residential district of Old Town Key West. Enjoy peaceful evening strolls with your pooch around the picturesque streets. You’ll also find that you are within walking distance of the commercial area of White Street with restaurants, shops, and Fausto’s grocery store.

6. Lavish Home in the Historic Seaport Area

Photo: Airbnb

Fees: None listed.
Policies: Small dogs allowed
Fenced: Yes

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Looking for a getaway with your family or a group of friends? This Florida Airbnb will surely not disappoint. As soon as you step foot inside of this property, you’ll immediately feel a sense of peace and relaxation. This home features 4 bedrooms, and can comfortably accommodate a group of 8.

Through the courtyard, you’ll be greeted by a burbling waterfall which adds to the oasis ambiance. Even if you’re located within the sunshine state and looking for an amazing stay-cation, this place is worth checking out.

7. An Oasis in the Heart of Key West

Photo: Airbnb

Fees: None listed.
Policies: None listed.
Fenced: Yes

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Located only a block away from Duval Street where all the action happens, this beautiful property offers all the amenities you’re looking for in a perfect vacation rental. It has a gorgeous, open floor plan, a heated, outdoor pool, beautiful landscaping, an adorable front porch for people watching, and so much more!

The soaring palm trees surrounding the pool area makes this place even more comfortable. However, you must note that this property only allows long-term stays. Who wouldn’t want to stay in this beautiful oasis stay long term, anyway?

8. Beautiful Waterfront Home on Stock Island

Photo: Airbnb

Fees: None listed.
Policies: None listed.
Fenced: No

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What better way to take a vacation to Key West and stay next to the beach? Located on Stock Island, this property gives off a “home-away-from-home” vibe like no other. Staying at this property, you’ll be close to some of the island’s most popular attractions like the Ernest Hemingway Home, Mel Fisher Maritime Museum, Historic Seaport, and much more.

The property itself features a fully-equipped kitchen, a large, inviting living room and all the amenities that you will need to make your stay fun and convenient.

9. Large Contemporary Home in Midtown

Photo: Airbnb

Fees: None listed.
Policies: None listed.
Fenced: Yes

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This Key West home boasts a stylish Scandinavian design that will make you want to extend your stay in the sunshine state. This property features an enormous pool, surrounded by a privacy wall. You’ll also have access to bicycles and kayaks you’re free to use as well.

Its prime location allows you to enjoy all the midtown amenities. Close to Duval Street, you’ll also be a convenient drive to Zachary Taylor State Park and Edward B. Knight Pier.

10. Elegant Home in Beachside Neighborhood

Photo: Airbnb

Fees: None listed.
Policies: None listed.
Fenced: Yes

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This private oasis Key West Airbnb will show you what living in luxury truly feels like. The tropical theme of the home will make you feel like you’re in paradise. As soon as you step inside, you’ll be welcomed by the kitchen and dining area filled with modern and functional appliances.

Aside from the incredible design, the location is another reason why you can’t go wrong staying in this place. Located in the quiet Beachside neighborhood, you’ll be just a couple blocks from the west end of Smathers Beach off Atlantic Blvd. Higgs Beach is also located nearby this property.


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Kara is a dog mama to 3-year-old English Bulldog, Winnie. Winnie and Kara are inseparable. Whether home watching crime documentaries or packing up for their next travel adventure – they are always together. Follow along @winnieroobullydog.

 

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