Discover Pet-Friendly Rentals in Key West, Florida

Welcome to Last Key Realty, your trusted source for pet-friendly rentals in beautiful Key West, Florida. We understand that your pets are part of the family, and our handpicked properties offer the perfect accommodations for you and your furry companions.

Experience the best of Key West with our selection of pet-friendly rentals. From cozy cottages to spacious beachfront homes, each property is thoughtfully equipped with amenities to ensure a comfortable stay for you and your pets.

Explore Key West's pet-friendly attractions, parks, and beaches, knowing that your four-legged friends are welcome to join in the fun. Our rentals are conveniently located near these pet-friendly spots, providing plenty of opportunities for memorable adventures.

At Last Key Realty, we are committed to providing exceptional customer service. Our team is available around the clock to assist you and answer any questions you may have during your stay. We strive to make your pet-friendly Key West vacation unforgettable. Book your pet-friendly rental in Key West today and embark on a fantastic getaway with your beloved pets. Contact us for more information, or browse our pet-friendly properties online. We can't wait to welcome you and your furry friends to Key West, Florida!

Properties Available 74 properties available
This Old Town condo is perfect for anyone who can't get enough of Key West's famous nightlife scene. CASITA ANGELITA is located right in Old Town, half a block away from Duval Street and smack dab in the center of the entertainment district. You couldn't be any closer to the late-night scene and attractions of downtown. Fair warning... It can get
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Casita Angelita
Condo Pet Friendly
$210.00 - $1,787.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (118)
Traveling with a large group requires a special home. To maximize comfort, large common areas are offered both indoor and outdoor. Private bedroom accommodations with en-suite bathrooms and TVs are a must. And don't forget about the location! This home is easily accessible to the favorites of Old Town for when the group (finally) reaches a decision
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A week isn't enough time in Key West! This property is available for longer stays of 29 nights+. Please adhere to calendar months if you can. (Due to strict city ordinances we can't offer it for any less time)
La Grande Reunion
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La Grande Reunion
Private Home Pet Friendly
$395.00 - $1,399.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 10 guests
Rating 5 (9)
Want to be in Key West, have access to all the fun, but not be in the middle of the crowd at the end of the day? Then step away from the hustle and bustle and come roost at… THE OSPREY’S NEST. Boasting views from your private balcony on the top floor of Sunrise Suites, 2-Bedrooms, 2-Bathrooms, and a full kitchen; THE OSPREY’s NEST has all the neces
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The Osprey's Nest
Condo Pet Friendly
$215.00 - $820.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (20)
SOUTHERNMOST BLISS is a historic Key West eyebrow home that recently underwent a complete renovation, and the result is nothing short of pure bliss. This home was designed to combine the best of classic Key West with luxurious modern comfort. SOUTHERNMOST BLISS features 3 bedrooms in the main house and a 4th bedroom in the Guest House, each with it
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A week isn't enough time in Key West! This property is available for longer stays of 29 nights+. Please adhere to calendar months if you can. (Due to strict city ordinances we can't offer it for any less time)
Southernmost Bliss
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Southernmost Bliss
Private Home Pet Friendly
$350.00 - $992.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 9 guests
SOUTHERN STAR is a modern Key West home nestled in the quiet Meadows neighborhood of Old Town that combines the island way and the sweet life of the South. With wide porches, a breezy interior, cathedral ceilings, and an apparent southern charm, it's easy to see where this home gets its name. In addition to its distinct southern features, this home
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A week isn't enough time in Key West! This property is available for longer stays of 29 nights+. Please adhere to calendar months if you can. (Due to strict city ordinances we can't offer it for any less time)
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Southern Star
Private Home Pet Friendly
$300.00 - $1,066.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Get the gang together for the ultimate Key West Beach Vacation in a one-of-a-kind giant of an island beach house, BEAUTY OF THE BEACH. Fully renovated to exceed the highest level of quality and comfort as a large family vacation home, this private estate occupies an entire corner lot, just a block from Smathers Beach. This stilted home allows for a
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A week isn't enough time in Key West! This property is available for longer stays of 29 nights+. Please adhere to calendar months if you can. (Due to strict city ordinances we can't offer it for any less time)
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Beauty of the Beach
Private Home Pet Friendly
$333.00 - $1,050.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 12 guests
The vacation opportunity of a lifetime awaits at CASSIE’S PARADISE. A secluded oceanfront experience, this breathtaking home sits on over half an acre and is less than 20 miles from Key West. The 4,300 sq ft interior affords your group plenty of room to spread out. The real showstopper of this home is the backyard - complete with 120 feet of privat
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Cassie's Paradise
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Cassie's Paradise
Estate Pet Friendly
$3,800.00 - $8,744.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Traveling to Key West with a group deserves the ultimate vacation rental home: plenty of space to stretch out and enjoy time together, separate rooms and bathrooms to enjoy privacy, a private saltwater pool and outdoor lounge area, and off street parking for scooters, and of course, bicycles. THE CONTENTED CRANE checks all of these boxes, and more.
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The Contented Crane
Townhome Pet Friendly
$442.00 - $3,110.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (87)
SOUTHERNMOST VISTAS has everything you’re looking for to spend an unforgettable month in Key West. This recently built multi-story home plus rooftop sun deck exudes a wonderful blend of modern and island vibes. Featuring an open living plan, a lovely heated pool, and a spacious rooftop sundeck with incredible views of the Atlantic Ocean and histori
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A week isn't enough time in Key West! This property is available for longer stays of 29 nights+. Please adhere to calendar months if you can. (Due to strict city ordinances we can't offer it for any less time)
Southernmost Vistas
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Southernmost Vistas
Private Home Pet Friendly
$300.00 - $1,150.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
For a truly over-the-top Key West stay with your entire group, whether that be the whole family or your closest friends, STAR OF THE SEAPORT has the location, amenities, layout, and extra guest service to help host the island trip you envision. STAR OF THE SEAPORT is a luxurious private estate that occupies an expansive space on an iconic street in
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Star of the Seaport
Private Home Pet Friendly
$1,200.00 - $5,371.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 5 (84)
According to the classic song, the best remedy for a belly ache is to "put de lime in de coconut and drink 'em bot' up." Last Key Realty now has the best remedy for finding comfortable accommodations for a large group vacationing in Key West: Reserve THE LIME & THE COCONUT and let us handle de rest! THE LIME & THE COCONUT is a compound of t
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The Lime & The Coconut
Compound Pet Friendly
$1,000.00 - $5,862.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 5 (28)

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