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Apartments in Key West, FL

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    $745
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    1 / 12
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    $5,521
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    2 Bedrooms / 1 Bathroom / Sleeps 4
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    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    About this property
    Live in the lap of luxury in this stunningly renovated Key West classic 'Eyebrow House.' An esteemed Key West renovation builder assembled a creative team of elite woodworkers, masons, local craftspeople, and an internationally known traveling artist / sailor to execute his plans to create this... View all property information
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    Key West, Florida Keys
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    $693
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    1 / 18
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Location! Style! Elegance! This beautiful home is the fabulous combination of everything a great vacation property should be. One half block to Duval Street in the historic district, the location can't be beat. The home's history is rich; neighboring the historic Gato Cigar factory which is now... View all property information
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    Key West, Florida Keys 33040
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    $255
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    1 / 35
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Our unit is a 2 bedroom 2 bathroom condominium with a full kitchen. Located in Key West, FL for Nightly, Weekly, vacation rental. The price of a hotel with the comforts of home. Sunrise Suite Key West is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $218
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    1 / 4
    1 Bedroom / 1 Bathroom / Sleeps 2
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    About this property
    This cozy upper level unit is perfect for a quiet relaxing week in Key West. Explore the island's history all while being just one block away from Duval Street. This unit is only minutes from attractions like the Southernmost Point, Hemingway House, Mallory Square, and the Historic Seaport. This... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $4,879
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    1 / 11
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Hot Tub
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    About this property
    30 DAY MINIMUM RENTAL A bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Guests can walk to the nearby beaches, artsy White Street, or enjoy the sunny pool and patio space that makes this house the perfect retreat. A large open kitchen, skylights,... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $3,210
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    1 / 34
    Studio / 1 Bathroom / Sleeps 2
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    • Waterfront
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    Beautifully Renovated First Floor Studio for Two - Incredible Location in Historic Old Town Gorgeous studio apartment on the first floor of the historic Sailmaker's House. This 28 night minimum vacation rental is located only 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street.... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $954
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    1 / 22
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Bring more luminescence into your next vacation with evening after evening of incomparable Key West sunsets viewed from the third-floor deck of this spectacular private home. Called The Water's Edge because of its location at the edge of the Gulf of Mexico, this lovely and comfortable... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $1,466
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    1 / 28
    6 Bedrooms / 7 Bathrooms / Sleeps 16
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    About this property
    Private Home, DownTown, Villa description Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theatres and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless porches, terraces and a... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $7,126
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    1 / 9
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    About this property
    If you have ever had the fortune to wander the historic streets and lanes of Key West's famous seaport neighborhood then you know how time seems to stand still. Yet right in the heart of Key West's bustling seaport this blissfully ideal cottage-style house offers all the amenities one could desire... View all property information
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    Location Information
    Key West, Florida Keys
    From
    $4,494
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    1 / 13
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    This is a lovely 3rd floor partial ocean-view unit. You will love the spacious 50 ft private balcony that runs the length of the unit. The unit is tiled throughout with a full size fully equipped eat in Kitchen. There is also a full size washer dryer for your convenience. Both bedrooms and the... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $437
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    1 / 37
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Grill
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    • Private Outdoor...
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    • Pets allowed
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    About this property
    AMELIA HOME - A 2 bedroom 2.5 bath private home with sparkling private pool that is only four blocks from the Atlantic Ocean and one block from all the Duval Street entertainment is the Key West vacation you have been seeking. Tucked away in one of the most interesting neighborhoods in the historic... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $371
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    1 / 18
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Balcony
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    • Hot Tub
    • Housekeeping...
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Eyebrow House is a very spacious one-bedroom suite with a large front porch and palm tree-filled private fenced-in yard overlooking a quiet side street. Our guests enjoy the best of both worlds as the restaurants, world-class galleries, and vibrant nightlife of Duval St. are just a half block away.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $8,345
    / Month
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    1 / 12
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Washer
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    • Pets allowed
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    • Suitable for children
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    • Elder access
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    About this property
    Look no further you have found a beautiful 2 bedroom 2 bath 'Shot-Gun' house in the heart of Old Town Key West, just 4 blocks from Famous Duval Street. This great property is very spacious and will accommodate up to 6 guests comfortably. There is a Fully equipped kitchen with a full size... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $23,110
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    1 / 42
    5 Bedrooms / 6 Bathrooms / Sleeps 12
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    About this property
    Perfectly positioned on Sunset Key, ‘the islands island,’ the Ultimate Key West Beach House ~ Sunset Key VIP, is within 500 yards off-shore of the ‘main island’ of Key West. A splendid view gazing toward Mallory Dock and the famous sunset celebration, this one-of-a-kind waterfront property offers a... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $733
    / Night
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    1 / 21
    3 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Dishwasher
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    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    EASY LIVIN' -- The name says it all! This lovely private home with pool is located in a secluded cul-de-sac in Truman Annex. Truman Annex is a gated community located in the historic Old Town neighborhood, in walking distance of anything you'll want to do during your visit. The formal entrance... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $321
    / Night
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    1 / 10
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    TAKE 25% OFF: -- Stay April 4-6 (2 nights) and pay a reduced rate of $765 for both nights instead of $1,025. -- Stay April 11-14 (3 nights) and pay a reduced rate of $1,125 for all three nights instead of $1,500. -- Note, taxes and fees will be added to all rates. Wake up to the sun rising... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $514
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    1 / 9
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Shared Outdoor Pool...
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    • Pets allowed
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    About this property
    Nestled in one of Key West's original gated 'mini-compounds,' the Tropical Tradition vacation rental is a spacious 1990's three-story Key West town home providing an island living experience in a traditional tropical style - both inside and out. A lush tropical garden complete with large 40' X 16'... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    From
    $10,913
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    1 / 16
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    About this property
    When I first toured this special Key West ~ Indies vacation house, I was struck by the refreshingly authentic blend of its multi-cultural exterior design and interior decor, and felt as if I could be standing in a villa in the British Virgin Islands (BVI). It's not surprising the home embodies this... View all property information
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    Location Information
    Key West, Florida Keys
    From
    $289
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    1 / 28
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the master bedroom and another off the living room. The entire property has been decorated using art from the local galleries and artists. The theme is 'Key West' from scenes around the area including... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $6,740
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    1 / 17
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    Tucked behind a breathtaking tropical garden wall this spectacular Mediterranean Caribbean vacation rental home reflects a dynamic blend of contemporary Mediterranean with Caribbean architectural design. Located along one of Key West's most desirable residential streets this 'Casa el Paradiso' most... View all property information
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    Key West, Florida Keys
    From
    $2,696
    / Week
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    1 / 11
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
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    • x
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    About this property
    An exclusive island style brownstone perfectly nestled in Key West's most prominent gated waterfront neighborhood known as 'Truman Annex', this striking tri-level historic building has all the architectural allure of a 19th century urban brownstone with an unparalleled modern Caribbean... View all property information
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    Key West, Florida Keys
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    1 / 17
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Safe
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    My home is in a quiet neighborhood, and just minutes away from all that Key West has to offer. Come relax and enjoy life on the island. Just a few moments walk to Smathers Beach, Higgs Beach, and close to local restaurants. With 3 bedrooms, 2 baths, a beautifully manicured front yard, pool,... View all property information
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    Key West, Florida Keys 33040
    From
    $5,906
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    1 / 7
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Internet Access
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    About this property
    This gentle Governor's Retreat in the Key West Meadows is an immaculate luxury vacation rental cottage ideal for a quiet couple or single person with discerning taste. The property is the perfect Key West setting for rest, relaxation, and rejuvenation. It is ideal for the person of distinction who... View all property information
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    Location Information
    Key West, Florida Keys
    From
    $449
    / Night
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    1 / 9
    2 Bedrooms / 3 Bathrooms / Sleeps 4
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    • Air Conditioning
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    • x
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    About this property
    Cleverly hidden from view at the end of a narrow island urban lane that intersects with downtown Duval Street, this Starlight Siesta vacation rental encompasses the rear half of the Key West penthouse property known as Penthouse On Duval. Perfectly staged in the island's city center, this... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $1,027
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    1 / 18
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Pets allowed
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    • x
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    • Elder access
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    About this property
    Sometimes a Key West cottage that at first glance appears predictable from the outside, is full of abundant surprises when you walk inside. Villa Nouveau Key West vacation rental has an interesting story that attests to this truth. Once a prosaic 'shot-gun' style cottage, a modern redesign has... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $231
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    1 / 22
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this home offers the finest accommodations for you and your family. Furnished with comfort in mind with a fully equipped kitchen for preparing your fresh catch or a quick breakfast to start your day of... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $315
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    1 / 14
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Balcony
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    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    THE TRUMAN SUITES - Four Weekly Vacation Rentals - 3 to 5 Night Minimum Stay Requirement - Lavishly appointed 1 and 2 bedroom suites located ONE HALF BLOCK FROM DUVAL STREET - Each suite is furnished with kitchen, contemporary & comfortable living room furniture, new ultra comfortable mattresses... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $770
    / Night
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    1 / 15
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    This one-of-a-kind Fantasy Resort Villa vacation rental perfectly blends two charming historic cottages right into a little bit of island heaven. Your own private tropical resort is the feeling you get when you enter the bricked courtyard of this extraordinary property just off Upper Duval St. in... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $270
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    1 / 21
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
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    • Pets allowed
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    • x
    • x
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    About this property
    TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked. Fabulous artwork, fun collectables, beautiful stained glass all give this cottage the unique feel that keeps bringing visitors back to Key West. As... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $315
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    1 / 21
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    THE TRUMAN SUITES - Four Weekly Vacation Rentals - 3 to 5 Night Minimum Stay Requirement - Lavishly appointed 1 and 2 bedroom suites located ONE HALF BLOCK FROM DUVAL STREET - Each suite is furnished with kitchen, contemporary & comfortable living room furniture, new ultra comfortable mattresses... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $385
    / Night
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    1 / 1
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
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    • Washer
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    • Pets allowed
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    About this property
    A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View Florida Keys condo for focusing on what is important in life. Enjoy the ocean breezes while unwinding on your private balcony in this tasteful retreat, decorated with your comfort and relaxation in mind. Located on the Atlantic Ocean... View all property information
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    Key West, Florida Keys 33040
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    $659
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    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    About this property
    CASA ROSA is a classic four bedroom, four bath 'eyebrow' style home located in historic Old Town Key West that is just 1 block of Duval Street and a short walk to Harbor Walk & Mallory Square. This home has a large living room and dining room with a kitchen that overlooks your own patio. Lush... View all property information
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    Key West, Florida Keys 33040
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    $1,733
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    9 Bedrooms / 7 Bathrooms / Sleeps 22
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    About this property
    Thinking about getting your extended family or friends together for a Key West vacation? This one-of-kind gated Key West vacation rental compound, with large private swimming pool in spacious landscaped tropical garden setting, could be the perfect place. Family Reunion Key West vacation rental... View all property information
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    Key West, Florida Keys 33040
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    Key West Cottage located in Mid-town away from the maddening crowd when you want to be and close enough to join in when you're ready. Our cottage is surrounded by lush vegetation including: coconuts trees, mango trees, tamarind trees, banana plants, guava plants, Spanish lime trees and many... View all property information
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    Key West, Florida Keys 33040
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Incredible resort during the 'peakest' of peak seasons in Key West, Florida. This extraordinary resort is not right in the heart of the Duval Street area, and it therefore offers the best of both worlds to visitors. Since it's within a short car or cab or scooter or bike ride from the Old Town... View all property information
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    Key West, Florida Keys 33040
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    $385
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
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    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    This stunning 2 bedroom/2 bath suite can accommodate up to 6 guests. Whether you want the hustle and bustle of Key West or just want to kick back and relax, this resort has it all. View all property information
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    Key West, Florida Keys 33040
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    $371
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    Tropical oasis in the heart of key west. Historic landmark 1 block from duval street. Walk to the pier for sunset celebrations, artists, musicians and entertainment. Surrounded by restaurants and shops and key wests popular theatre. Mel fishers museum is just down the street. Enjoy bicycles,... View all property information
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    Key West, Florida Keys 33040
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    $1,926
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    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    About this property
    Experience a world full of lush and fragrant gardens on a Caribbean Estate tucked away in the heart of Old Town, Key West. Stay in a 2 bedroom unit in a restored historic wrecker's home and wander through the extensive gardens as time transcends you to an era long ago. You can relax and indulge... View all property information
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    Key West, Florida Keys 33040
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    $5,778
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Just 10 miles from Old Town you’ll find a seaside neighborhood that recalls Lower Keys life in the good old days, when you would go fishing in the morning, have lunch and a beer (or two) at Geiger Key Marina, fish some more in the afternoon then cook some of the catch out on your deck with a few... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $359
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    1 Bedroom / 2 Bathrooms / Sleeps 2
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    About this property
    Tucked away in an inviting compound you'll find a blissful retreat called Namaste; a tranquil and relaxing one bedroom cottage. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer.... View all property information
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    Key West, Florida Keys
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    $1,926
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    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
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    • ?
    About this property
    This Key West condo is legally listed as a one-bedroom. However it could easily accommodate two couples, or a family of 4, with privacy. The first floor includes a full kitchen, full bath, dining area, TV area with a sofa, and a Murphy Bed. The second floor (a lock-out unit) includes a 'closet... View all property information
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    Key West, Florida Keys 33040
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    $1,926
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Ocean Views
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    The Hyatt Windward Pointe is the most luxurious accommodation in Key West. One king bedroom suite with ocean views, queen bedroom and sleep sofa (accommodates 6), Full kitchen, balcony with ocean views, W/D in unit, TV in every room, large pool and hot tub, volleyball court, amazing landscaping.... View all property information
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    Key West, Florida Keys 33040
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    $352
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    1 / 17
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Hot Tub
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    • Sauna
    • Waterfront
    • Water Views
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    About this property
    Construido en la década de 1950, el complejo rezuma encanto de la época, sin retraso en el crecimiento de las comodidades. Las habitaciones cuentan con obras de arte cubano, TV de pantalla plana, mini-nevera, y hamacas. El hotel presta huéspedes coloridos sarongs para relajarse, y algunas... View all property information
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    Key West, Florida Keys 33040
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    1 / 13
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • ?
    • x
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    About this property
    This delightful 2 Bedroom Cigar Maker's Cottage at 1008 Whitehead was built in the 1880's, where there was once a Cigar Factory across the street on Truman Ave. It's history also includes the previous owner, David Kaufelt, a well-known Key West writer. Quaint and charming, with a view of the... View all property information
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    Location Information
    Key West, Florida Keys 33040