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 90 properties available
Dreaming of a large group getaway in Old Town Key West, but struggling to find a single home that offers both luxury and enough space for everyone? The solution is THE EGRET & THE SANDPIPER — two side-by-side, luxury townhomes offering a combined total of 6 bedrooms and 6 bathrooms, multiple living areas, two private saltwater pools, and a prim
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New Property
The Egret & The Sandpiper
Compound Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half-Bathroom 2 half-baths
Guests 14 guests
Finding a compound like THE THREE MERMAIDS in Key West is as rare as finding actual mermaids! From the pristine, modern decor, to the fun, nostalgic appliances and the ample amount of space in an ideal Old Town location, this compound is truly a one-of-a-kind. Featuring 3 stunning, freshly-built homes on one lot, with a beautiful swimming pool betw
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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 Three Mermaids
Compound Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-baths
Guests 12 guests
After landing in Key West and arriving at your door, FLIGHT OF THE FLAMINGO will have you feeling like it was love at first flight! The light colors, natural wood finishes, and Caribbean-inspired art radiate an energy and warmth reflecting Key West’s tropical vibes. From the rocking chairs on the veranda to the inviting interior and the lushly land
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)
Flight of the Flamingo
Private Home Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating Rating Rating Rating Rating 5 (1)
You have many choices when choosing where to stay in Key West, but the most unique way to get an authentic Key West experience is by spending your vacation in a classic conch cottage smack dab in the heart of Old Town. You know what they say - “In a world full of apples, be a pineapple.” Whether you’re on a writer’s retreat or simply need an escap
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 Poetic Pineapple
Private Home Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating Rating Rating Rating Rating 5 (8)
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
Sweet Americana
Compound Pet Friendly
Bedrooms 8 bedrooms
Bathrooms 8 baths
Half-Bathroom 2 half-baths
Guests 20 guests
Rating Rating Rating Rating Rating 5 (19)
It is not so often that something new is built in Old Town, the historic district of Key West known for quintessential conch homes and walkable streets. But recently a spectacular development called Old Town Villas was constructed smack dab in the middle of Old Town. SEAPORT SENSATION is one of the newly built breathtaking townhomes at Old Town Vil
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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)
Seaport Sensation
Townhome Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 8 guests
Rating Rating Rating Rating Rating 5 (5)
Experience the blend of historic charm and modern conveniences at TASTE OF HAVANA. This 2-bedroom, 2-bathroom cottage located ON world-famous Duval Street offers a front-row seat to the vibrant energy of Key West while providing a private pool and off-street parking for those who appreciate the finer things that come with island living. From the pr
Taste of Havana
Private Home Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating Rating Rating Rating Rating 5 (1)
For the ultimate stay in America's Paradise, what could be more perfect for your whole group than AMERICANA TROPICALE? This festive and patriotic home will promise a one-of-a-kind island experience. AMERICANA TROPICALE has 4 spacious bedrooms each complete with its own en-suite bathroom for privacy, a private saltwater pool, a fully equipped kitch
Americana Tropicale
Private Home Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-baths
Guests 10 guests
Rating Rating Rating Rating 4.9 (329)
Life in the Florida Keys is all about spending time outdoors, indulging in the things you love with the ones you love; and BLUE HORIZON is the perfect vacation home to experience Keys living for yourself. Whether your ideal day is floating around the large pool with a cold drink in hand, cruising the waters of the Lower Keys in your boat, or gather
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)
Blue Horizon
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)
73 PALMS is a beautifully renovated two-story home offering the perfect blend of luxury, comfort, and island charm. As its name suggests, the property boasts a remarkable 73 swaying palm trees, creating an unparalleled tropical ambiance that immediately transports you to paradise. This meticulously designed 3 bedroom home features a large swimming
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)
73 Palms
Private Home Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 6 guests
Rating Rating Rating Rating Rating 5 (1)
Step into VOGUE VILLA, a stylish island escape where timeless Key West charm meets a confident dose of modern luxury. Behind its classic Old Town exterior and welcoming porch, the home has been fully reimagined into a chic retreat layered with curated comforts, designer touches, and a fabulously eclectic aesthetic that feels both relaxed and runway
Hot HOT 80
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)
Vogue Villa
Private Home Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 7 guests
Rating Rating Rating Rating Rating 5 (5)

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