5 Key West Pet-Friendly Airbnb & VRBO 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 and VRBO vacation rentals below.

1. Modern Shotgun House with a Twist

Photo: VRBO

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.

2. Lovely Family Home with Jacuzzi

Photo: VRBO

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.

3. Lavish Home in the Historic Seaport Area

Photo: VRBO

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.

4. 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.

5. Spacious Family Home in Casa Marina

Photo: Airbnb

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

Check Availability

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.


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