Key West Vacation Rentals: Explore Paradise
Make Key West your next getaway
Experience the magic Key West, Florida courtesy of Last Key Realty. We offer a curated collection of Key West vacation homes and condos, from charming cottages steps from Duval Street to luxurious waterfront estates with breathtaking ocean views. Whether you're seeking a romantic escape, a family adventure, or a relaxing retreat, our rentals here in Key West can provide the perfect home for your ideal getaway.
Immerse yourself in the magic of the Conch Republic. Each of our vacation rentals is meticulously furnished to provide an unforgettable experience. Step outside your door and explore Key West's vibrant energy, from its hidden gems and world-class cuisine to its pristine beaches and lively nightlife. With Last Key Realty, your dream Key West vacation awaits.
Explore Key West House Rentals, Condo Rentals, and more
House Rentals
Find your perfect home-away-from-home in Key West! Choose from cozy cottages, spacious family homes, and luxurious estates with private pools and stunning views.
Condo Rentals
Experience Key West living in a stylish condo! Enjoy modern amenities, breathtaking waterfront views, and easy access to the island's best attractions.
Waterfront Rentals
Indulge in the ultimate Key West escape with a luxurious waterfront rental. Wake up to stunning sunrises and enjoy unparalleled access to the crystal-clear waters.
145 properties available
OASIS ON OLIVIA is the perfect setting for a large group looking to experience a month in Key West in style. As a combination of two side-by-side private homes located in the heart of Old Town, OASIS ON OLIVIA offers a prime location and plenty of comfortable accommodations for everyone, as well as numerous luxuries, including two private heated po
BAHAMIAN BLUES is a two-story Caribbean-style private home occupying a quiet corner block of Bahama Village, one of Key West's most culturally diverse and vibrant neighborhoods. From this location, you’ll be just two blocks from world famous Duval Street and Key West’s most desirable restaurants, shopping, and attractions. In addition to a prime lo
Finally, a large vacation home where every member of the family will be happy. From the vaulted living room with three couches and a giant 60-inch TV, to the kitchen large enough for a whole team of chefs to prepare dinner, CASA OLIVIANA has it all.THE LIVING AREA...The aforementioned living room is truly big enough for the whole family. The only d
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
Traveling with a large group requires a special home. To maximize comfort, large common areas are offered both indoor and outdoor. Private bedroom accommodations with en-suite bathrooms and TVs are a must. And don't forget about the location! This home is easily accessible to the favorites of Old Town for when the group (finally) reaches a decision
BLUE HERON'S COVE is a beautifully decorated villa in the Porter Court Complex at the Truman Annex, Old Town Key West's most desirable gated community. You'll be close to all of the Key West's best restaurants and attractions, including Mallory Square and Fort Zachary Taylor State Park. Smoking is not permitted in any Last Key Realty home. In addit
SEA CAPTAIN'S HAVEN is an immaculately furnished villa at the Porter Court Complex in Truman Annex, Key West's most desirable gated community, right in the middle of Old Town. At SEA CAPTAIN'S HAVEN, you'll be close to all of Key West's best restaurants and attractions, including Mallory Square and Fort Zachary Taylor State Park.THE LIVING AREA...S
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
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
Key West has a unique way of appealing to anyone and everyone that visits the island, and it's easy to see why: the laid-back way of life, the historic charm and walkability of Old Town, and the overall 'good vibes' that the island has to offer those needing an escape from the day to day hustle and bustle of the real world. These same appealing cha
In the Historic Seaport area of Old Town, there is a house that will behold your eye. At first glance you'll see that HEAVENLY ZEN is beautifully maintained with carefully tended landscaping; however, nothing will prepare you for what is inside. As you walk in, you will feel an immediate sense of peace and relaxation. All of the spaces in this meti
Look for the coral pink “Sugarpoppy” door on this quintessential conch cottage and you’ll know you’ve found a special vacation home. This cozy little gem is located on a quiet one-way street just a block off of Duval. In addition to the superb location, this one-story home also offers top-notch amenities. With a dreamy front porch, a private heate
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