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!

78 properties available

Like the mystical flower this home is named after, THE ENCHANTED ROSE is a breathtaking monthly vacation home that stands out from the rest. Situated on Rose Street, in the Beachside district of Key West, just a couple blocks from Smathers Beach, this recently renovated one-story home provides a magical setting for vacationers looking to experience

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Monthly Rental

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)

The Enchanted Rose

Private Home

$225^.00 - $844^.00 / per night

All year long you dream of a getaway to capture that feeling of Key West's ENDLESS SUMMER - carefree days spent tooling around Old Town on bicycles or wandering the island streets in flip flops with the sun warming your shoulders. No plans, nowhere to be, no deadlines - only a to-do list of making memories with your family and friends and possibly

Endless Summer

Private Home

$743^.00 - $4,376^.00 / per night

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

$446^.00 - $3,110^.00 / per night

This renovated Old Town estate is designed for the real downtown experience in the Conch Republic, but in a large home-base all your own. SWEET HOME 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

Sweet Home Angelita

Private Home

$616^.00 - $3,706^.00 / per night

SUNFLOWER MELODIES captures the feeling of a childhood summer, like your bare feet on freshly cut grass, the summer sun gently kissing your skin or the sweet, subtle scent of a field of wildflowers in bloom. A month in Key West is defined by a simpler way of life, with low stress, high fun, and heaps of relaxation - which SUNFLOWER MELODIES provide

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New Property

Monthly Rental

Sunflower Melodies

Private Home

$222^.00 - $765^.00 / per night

3 bedrooms

2 baths

6 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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New Property

Fabulously Fresh New Property!!

Monthly Rental

Southern Star

Private Home

$300^.00 - $1,062^.00 / per night

For a month in Key West it is ideal to harness the comforts of new construction similar to the luxuries of your own home, but keeping the true spirit of Old Town Key West and the magical surprises around every corner. This brand newly constructed home, located a stone's throw from the Southernmost Point, also backs up to the famous Butterfly Museum

Monthly Rental

Dance of the Butterflies

Private Home

$250^.00 - $823^.00 / per night

SOUTHERNMOST HOSPITALITY VII is a luxurious private estate that occupies an entire corner of Old Town's famous Duval Street, just a block from the Southernmost Point. Don't let the address fool you... this upscale home has plenty of privacy in the spacious back yard with a tall fence surrounding the large private pool. Privacy also comes in the for

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Southernmost Hospitality VII

Compound

$990^.00 - $6,138^.00 / per night

It doesn't get any 'sweeter' than vacationing with a large group of your closest friends and family in America's Paradise. As a combination of two side-by-side private homes, SWEET AMERICANA not only offers plenty of comfortable accommodations for the whole crew but is an extremely rare find in the center of Old Town Key West. Located at the end of

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Sweet Americana

Compound

$1,415^.00 - $6,629^.00 / per night

Key West has a unique way of appealing to anyone and everyone that visits the island, and it's easy to see why: the laid-back way of life, the historic charm and walkability of Old Town, and the overall 'good vibes' that the island has to offer those needing an escape from the day to day hustle and bustle of the real world. These same appealing cha

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Good Vibrations

Private Home

$599^.00 - $3,478^.00 / per night

OASIS ON OLIVIA is the perfect setting for a large group looking to experience a month in Key West in style. As a combination of two side-by-side private homes located in the heart of Old Town, OASIS ON OLIVIA offers a prime location and plenty of comfortable accommodations for everyone, as well as numerous luxuries, including two private heated po

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The moment you arrive at CASA AMARILLA and see the dual rocking chairs beckoning you to the front porch, you’ll feel the weight of the world start to lift from your shoulders as your vacation truly begins. Upon entering this adorable cottage, you’ll see the quaint interior is the perfect place to unwind, offering cozy bedrooms, a fully stocked kitc

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Casa Amarilla

Private Home

$468^.00 - $3,023^.00 / per night

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