New Properties

Discover the Newest Last Key Rentals for an Unforgettable Vacation

Elevate your island getaway with a stay at our newest rental properties. Our Key West vacation rentals offer locations that allow guests to enjoy the island's enchanting historic district, breathtaking views of the island's crystal-clear waters, or easy access to the beach. Whether you're an avid angler seeking big game fish or a leisurely traveler savoring evening strolls through Old Town, our diverse selection of new rental homes will satisfy your needs.

We also offer pet-friendly rentals for those traveling with furry friends and properties directly on Duval Street for those seeking the heart of the action. Whatever your preference, Last Key Rentals has the perfect property to make your Key West vacation unforgettable.

9 properties available

Welcome to VILLA PARADISO, an elegant single-story home meticulously furnished in the classic British Colonial style. The moment you walk in the front door, you’ll feel the embrace of its Old World comfort as you pass through the bright and airy living room into the updated kitchen, and out back to your private backyard oasis. No expense was spared

MEMOIR MANOR invites you to write the next chapter of your Key West story — tucked into a quiet corner of Old Town where the days move slow and every stay becomes a memory worth keeping. This dual-structure retreat pairs a charming main house with a private guest house, giving your group the perfect balance of togetherness and privacy. Sleeping up

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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)

Drop anchor and let the good life begin. Situated on the waterfront shores of Sugarloaf Key, THE COMMODORE'S REFUGE puts you in the heart of the Lower Keys — a quieter, more authentic slice of island life. With direct water access, serious dock space, private tiki hut, a sparkling pool, and a private pickleball court, this is the kind of place wher

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The Commodore's Refuge

Think back to being a kid in the middle of summer — when the days stretched out long and golden, your biggest worry was whether the ice cream would melt before you finished it, and the whole world smelled like sunscreen and warm grass? That's DREAMSICLE BY DUVAL. From the moment you spot that nostalgic orange front door, something inside you slows

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WATERFRONT WHISPERS captures the essence of island living within a private gated community situated on the water where you can’t hear a whisper. This 4 bedroom premium waterfront home blends total tranquility with easy access to the waters of the Florida Keys via a private boat dock. Spend your days relaxing in the pool or out on the boat, and your

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Welcome to SECRET SAND DOLLAR, a fully renovated, single-story vacation home hidden right in the heart of Old Town Key West. Tucked down a discrete brick paved pathway, hidden from the main street, this charming property offers an unparalleled blend of absolute privacy and effortless walkability just steps from world-famous Duval Street. Inside, th

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Welcome to CASA DEL MONO, a spacious coastal retreat where island living unfolds at an easy, graceful pace. It’s the kind of place that invites you to slow down, settle in, and stay awhile. With five bedrooms and four bathrooms, plus expansive wraparound porches upstairs and down, this beautifully appointed home offers plenty of room to spread out

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Welcome to THE POETIC PARROTFISH, a 3-bedroom classic Conch cottage where tropical color splashes around every corner and island charm swims a little closer to the surface. Playful, Keys-inspired touches are swimming throughout this cheerful cottage, from vibrant artwork to whimsical decor that never takes itself too seriously. Every room has its o

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The Poetic Parrotfish

Imagine this gated Mediterranean estate as your home for a month. LA BELLA CAPRI is a Spanish-style island estate that occupies an entire corner of the desirable Casa East neighborhood of Key West. This impressive property features nearly 2700 square feet of indoor living space, carefully maintained landscaping, and a large private pool and hot tub

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