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

The moment you arrive at this midtown mansion, you’ll know your time in Key West is going to be special. The circular driveway and covered portico provide a grand entrance, which set the stage for what awaits you inside. At over 3,900 square feet, ISLAND OPULENCE is one of the largest private residences in Key West. This impressive ranch-style home

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)

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

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The Sophisticated Sandpiper

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

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

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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

New Property

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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

ANGELFISH REEF is a stylish townhome featuring a tasteful abundance of local art and flavor located within the Truman Annex, Key West's most exclusive gated community. You’ll be within walking distance of everything Key West has to offer: restaurants, shopping, attractions, and nightlife. In addition to its excellent location, ANGELFISH REEF provid

Monthly Rental

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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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

New Property

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