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 83 properties available
If you’re looking for a Florida Keys home that rivals the seaside homes found in ‘Coastal Living’ magazine, look no further! COASTAL LOVING is an inviting two-story private home that offers a relaxing vacation setting and comfortable accommodations. This easy living home combines a classic Key West design with the finest modern updates and convenie
Monthly Rental Monthly Rental
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)
Coastal Loving
Private Home Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating Rating Rating Rating Rating 5 (8)
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
Casita Angelita
Condo Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating Rating Rating Rating 4.9 (292)
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.
The Contented Crane
Townhome Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 8 guests
Rating Rating Rating Rating 4.9 (234)
Travelers from around the world would agree spending a month in Key West is truly a magical experience, especially when you find two classic conch homes made into one. This cozy compound perfectly captures the magic of the island, with its beautiful Dade County Pine walls, tropical decor, and the plunge pool waiting just outside. MARGARET’S MAGIC
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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)
Margaret's Magic Compound
Compound Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-baths
Guests 8 guests
Rating Rating Rating Rating Rating 5 (1)
The perfect Key West getaway begins with a home that offers both space to gather and room to unwind. THE ELEGANT EGRET is exactly that and more! The thoughtfully designed living area makes it easy for everyone to come together, while private bedrooms and bathrooms provide a quiet retreat when it’s time to relax. Outside, a beautiful saltwater pool
Hot HOT 26
The Elegant Egret
Townhome Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 6 guests
Get ready to reel in your dream vacation! THE WICKED TUNA is a classic Key West home located in one of the most desirable areas of Old Town. This tastefully restored home features a historic appearance and charm, while offering all the modern conveniences one could desire. In addition to the two bedrooms and two full bathrooms in the main house, th
Monthly Rental Monthly Rental
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 Wicked Tuna
Private Home Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 6 guests
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
Monthly Rental Monthly Rental
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 Royal Compound
Compound Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating Rating Rating Rating Rating 5 (62)
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
Carefree on Cudjoe
Private Home Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating Rating Rating Rating Rating 5 (4)
Thinking of flying south to Key West for your next vacation? Consider a vacation home that blends comfort, style, and offers enough space to spread your wings. THE PLAYFUL PELICAN lives up to its name with plenty of room, both inside and out, for fun and relaxation. Inside, open living areas provide the perfect place for gathering and creating memo
The Playful Pelican
Townhome Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 6 guests
As if a vacation to the Florida Keys wasn’t memorable enough, the million-dollar views from INFINITE HORIZONS are ones you’ll never forget. Located about 10 minutes north of Key West on Big Coppitt Key, INFINITE HORIZONS sits on an oversized, open water lot with a private pool and beach placed against the stunning backdrop of the gorgeous Gulf of M
Hot HOT 48
Monthly Rental Monthly Rental
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)
Infinite Horizons
Private Home Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 12 guests
Rating Rating Rating Rating Rating 5 (5)
A lavish Key West vacation deserves an equally lavish home where your group can flock together. THE SOPHISTICATED SANDPIPER offers spacious living areas that invite everyone to gather and relax, while 3 private bedrooms with en-suite bathrooms offer a peaceful perch when it’s time to recharge. You'll be spoiled with the sparkling saltwater pool and
Hot HOT 30
The Sophisticated Sandpiper
Townhome Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 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
Monthly Rental Monthly Rental
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)
Southern Star
Private Home Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 8 guests
Rating Rating Rating Rating Rating 5 (2)

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