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.

Properties Available 9 properties available
CASA AVILA combines a rich history with a desirable Old Town location. Located two blocks from both the waterfront and Duval Street, this beautiful home is considered one of Old Town's original Grande Dames and proudly displays a historical preservation star. CASA AVILA was Key West's first prominent art gallery and one of the original homes in Old
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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)
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Casa Avila
Private Home
$275.00 - $967.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
SEA BREEZE VILLA is an elegant two-story townhome located in the quiet residential community of Grinnell Gardens, a quaint and intimate community in the middle of Old Town. From this location, you’ll be only a handful of blocks from world famous Duval Street in one direction, and a handful of blocks from Higgs Beach in the other direction. SEA BREE
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New Property!
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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)
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Sea Breeze Villa
Townhome
$185.00 - $608.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Get ready to reel in Last Key Realty’s newest vacation home! THE WICKED TUNA is a classic Key West home located in one of the most desirable areas of Old Town. This tastefully restored home features a historic appearance and charm, while offering all the modern conveniences one could desire. In addition to the two bedrooms and two full bathrooms in
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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)
The Wicked Tuna
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The Wicked Tuna
Private Home Pet Friendly
$250.00 - $763.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
OCEANFRONT OASIS is a boater’s paradise featuring incredible views, modern decor, and dockage that can handle a mini yacht. This five-bedroom home provides the ultimate escape for those needing a break from their fast-paced everyday life. Imagine yourself relaxing in the pool, soaking up some sun as you gaze across the endless ocean. When it’s tim
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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)
Oceanfront Oasis
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Oceanfront Oasis
Private Home Pet Friendly
$400.00 - $1,332.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
SOUTHERN STAR is a modern Key West home nestled in the quiet Meadows neighborhood of Old Town that combines the island way and the sweet life of the South. With wide porches, a breezy interior, cathedral ceilings, and an apparent southern charm, it's easy to see where this home gets its name. In addition to its distinct southern features, this home
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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)
Southern Star
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Southern Star
Private Home Pet Friendly
$300.00 - $1,066.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
SPIRIT OF KEY WEST was originally built in 1893 and features that authentic Key West charm found in other historic properties such as Hemingway’s House, Asa Tift’s manor and Truman’s Little White House. The vaulted ceilings and Dade County Pine walls harken back to a time when the cigar industry was booming and Key West featured more millionaires p
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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)
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Spirit of Key West
Private Home
$482.00 - $1,266.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
The vacation opportunity of a lifetime awaits at CASSIE’S PARADISE. A secluded oceanfront experience, this breathtaking home sits on over half an acre and is less than 20 miles from Key West. The 4,300 sq ft interior affords your group plenty of room to spread out. The real showstopper of this home is the backyard - complete with 120 feet of privat
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Cassie's Paradise
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Cassie's Paradise
Estate Pet Friendly
$3,800.00 - $8,744.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
AZURE DAYDREAM, a beautifully renovated waterfront home located 25 miles north of Key West, epitomizes Florida Keys living at its finest. From spending your days on the boat exploring the Lower Keys, to hosting the ultimate family game night in the game room, there’s no shortage of fun to be had at AZURE DAYDREAM. This 4-bedroom home was recently u
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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)
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Azure Daydream
Private Home Pet Friendly
$199.00 - $1,101.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
As if a vacation to the Florida Keys wasn’t memorable enough, the million-dollar views from INFINITE HORIZONS are ones you’ll never forget. Located about 10 minutes north of Key West on Big Coppitt Key, INFINITE HORIZONS sits on an oversized, open water lot with a private pool and beach placed against the stunning backdrop of the gorgeous Gulf of M
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New Property
Fabulously Fresh New Property!!
Monthly Rental Monthly Rental
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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)
Infinite Horizons
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Infinite Horizons
Private Home Pet Friendly
$400.00 - $1,592.00 / per night
Bedrooms 6 bedrooms
Bathrooms 3 baths
Guests 12 guests

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