Book Direct & Save

At Last Key Realty, located in Key West, we work directly with homeowners to ensure you receive the best possible rental rate on your vacation rental property! Search our wide inventory of Key West Home Rentals, Condo Rentals, Rentals With Pools, Luxury Rentals, and more!

WHAT ARE THE BENEFITS?

When you book directly through a Vacation Rental Management Company like Last Key Realty, you not only get the best rate possible, but you also receive local assistance before and during your vacation! Cut out the middleman and book directly at the source. There are a lot of vacation rentals located in Key West, FL, and we can guarantee all of the vacation rentals in our program are well-managed and properly maintained. With a variety of amenities to select from, you are sure to find something for every member of your vacation crew.

NO ADDITIONAL FEES

Online Travel Agencies (OTA's) like VRBO, Tripadvisor, Airbnb and Expedia now charge you a service fee to book on their sites. Fees up to 20% are added to the cost of your reservation when you book through a third-party site. Save yourself those fees and book direct!

LOCAL SERVICE & EXPERTISE

To book at the lowest possible rate and get local knowledge and expertise, reserve online today or call us at 305.292.6266. Our staff is here to provide you with the highest level of customer service. We look forward to having you stay with us soon!

156 properties available

Don't miss an exceptional opportunity to spend your Key West stay on the grounds of an incredible estate property in the most ideal Old Town location you could imagine. DARLING OF DUVAL is a two-story guest cottage that offers many of the essentials and comforts of a luxury hotel plus the added benefits of an in-home washer & dryer, a private p

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Walking along Duval Street dreaming of the ideal Key West vacation destination, scanning the rooftops for possibilities, at first you’ll miss this hidden gem completely…but once you discover MAYA’S SECRET TREASURE, you will know you have found the ultimate home base to enjoy Key West. Perched above Duval Street, this beautifully modern condo offers

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Maya's Secret Treasure

THE DUKE & THE DUCHESS is a compound fit for a Queen, her King, and their whole court! These newly built, professionally designed side-by-side homes have everything you could desire for a large group vacation - a prime location, coveted amenities, and plenty of space. Your stay at the THE DUKE & THE DUCHESS also includes Last Key Realty's F

The Duke & The Duchess

Hidden amongst the thick of Old Town Key West, within Truman Annex, Key West's most exclusive gated community, lives a 'gem' of a home that will surely capture your heart's desire from the moment you lay eyes on it. JASMINE JEWEL is a two-story private home that not only transcends island living at its finest but also offers an ideal location for e

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)

TURTLE COVE VIEWS is a cozy waterfront cottage that provides a picturesque Florida Keys vacation setting. Take in the expansive open water views from inside the home through the large windows or from your covered porch, with outdoor dining. The private 35-foot boat slip offers easy access to the beautiful waters of the Florida Keys and the home com

This compound is fit for a Queen and her court! These professionally designed homes have everything you need - the location, the amenities and the impeccable service fit for royalty. From the QUEEN’S modern interior and heat-optional saltwater pool to the DUKE’S spacious layout and robust hot tub, your Highness will be treated to a luxurious stay.

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

The Egret & The Sandpiper

Throughout Key West you'll find subtle touches of coconuts; from the towering coconut palms nestled throughout the streets of Old Town to folks sipping from fresh coconuts while soaking up the sun, and now, you can add THE TOASTED COCONUT to that list. THE TOASTED COCONUT is a rare gem in the heart of Old Town Key West that captures the essence of

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

Monthly Rental

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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New Property

SUZY'S PARROT PERCH is a charming apartment that is located in the heart of Old Town on the corner of two historic streets (Whitehead and Virginia) just steps from Duval and two blocks from the Southernmost Point. You couldn't be any closer to the nightlife and attractions on Duval Street (Flamingo Crossing, the famous homemade Key West ice cream p

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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