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.

8 properties available

WINDWARD WAVES is a 2 bedroom, 2 bathroom Bahamian-style cottage featuring an open-concept living area with high ceilings, a fully equipped kitchen, and private back patio. Situated in the heart of Old Town Key West within a secure gated community, WINDWARD WAVES is just steps from world famous Duval Street and the Southernmost Point. Combined with

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New Property

The moment you arrive at PALMS ON DUVAL, located a few steps from World Famous Duval Street in the heart of Key West, you will feel the laid-back island vibes take over as your vacation officially begins. Tucked away in an unbeatable Old Town location on a dead-end street, this charming three-bedroom, three-bathroom, one-story home offers the perfe

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New Property

Nestled in the heart of Old Town Key West, BLUE HERON’S HIDEOUT is a newly renovated ranch-style home that perfectly blends historic charm with modern luxury. Featuring 4 bedrooms each with an en-suite bathroom, a heated pool, home office, and off-street parking, this exquisite home is a private oasis for discerning travelers seeking both convenien

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New Property

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)

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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New Property

Monthly Rental

Welcome to SAPPHIRE OF THE SEA, a modern coastal retreat in the heart of Truman Annex, Key West’s most exclusive neighborhood. This freshly updated 2 bedroom, 2.5 bathroom condo brings a new level of style to island living — sleek and modern, yet relaxed and inviting, with subtle touches of deep ocean blue that inspire its name. From your first ste

New Property

Monthly Rental

Nestled in the heart of Old Town, HEMINGWAY’S HAVEN is just the spot for anyone dreaming of what Key West was like during its golden days when Ernest, Sloppy Joe, and Harry T roamed the island. This welcoming, two-story private home has been lovingly renovated and decorated, showcasing a delightful mix of classic conch style with a modern, fresh tw

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Monthly Rental

If the rhythm of the islands has been calling and you're ready for a taste of the good life, then a stay at HALFWAY TO HAVANA is just what your soul is craving! Situated between the calm waters of the Florida Bay and the vibrant nightlife of Cuba's capital City, this unique vacation home blends the laid-back island vibes with all of the modern conv

New Property

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

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Monthly Rental

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