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

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

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

$270^.00 - $1,784^.00 / per night

This compound is fit for a Queen and her court! These professionally designed homes have everything you need - the location, the amenities and the impeccable service fit for royalty. From the QUEEN’S modern interior and heat-optional saltwater pool to the DUKE’S spacious layout and robust hot tub, your Highness will be treated to a luxurious stay.

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The Duke & The Queen

Compound

$880^.00 - $5,389^.00 / per night

6 bedrooms

7 baths

18 guests

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

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)

Southernmost Bliss

Private Home

$350^.00 - $1,033^.00 / per night

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

$1,200^.00 - $5,603^.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

Coordinating the entire gang for a dream Key West wedding, reunion, or simply a vacation of a lifetime is hard enough... let Last Key Realty make the accommodations easy for you. ALL TOGETHER NOW is an entire block of private homes just steps from Duval Street, all yours to enjoy and with everything needed for a large group getaway: a total of thir

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All Together Now

Compound

$2,185^.00 - $9,846^.00 / per night

You don’t often find new construction in Old Town, the historic district of Key West known for classic conch homes and walkable streets, but recently a spectacular new home was built smack dab in the middle of it all. CASITA OLIVIETTA is a newly built breathtaking home that allows you to enjoy the luxury of brand-new construction in the prime locat

Monthly Rental

Casita Olivietta

Private Home

$215^.00 - $823^.00 / per night

Dreaming of a large group getaway in Old Town Key West, but struggling to find comfortable accommodations for your whole gang? The dream becomes a reality with THE IBIS & THE CRANE: two side-by-side townhomes with six bedrooms, six bathrooms, and a prime Old Town location perfect for enjoying all that Key West has to offer. The perks of reservi

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The Ibis & The Crane

Compound

$880^.00 - $5,686^.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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From the moment you arrive to this spectacular Florida Keys home, you will feel all your stresses and worries simply melt away. CAREFREE ON CUDJOE is an expansive waterfront property that evokes the easy-going nature of Keys living and provides an ideal setting for those looking to enjoy a ‘carefree’ vacation. There will certainly not be a shortage

Monthly Rental

Carefree on Cudjoe

Private Home

$265^.00 - $1,008^.00 / per night

Located in the Truman Annex, a gated community with some of the most impressive homes in Key West, this meticulously furnished estate occupies an entire block, making it the largest single property in the Annex. Formerly referred to as "Plantation Tropicale," with three dwellings, two kitchens (one indoor, one outdoor), a very large pool and enoug

The Royal Compound

Compound

$1,500^.00 - $6,428^.00 / per night

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