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House Rentals in Florida Keys, FL

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    All 1,120 Rentals in Florida Keys
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    Travellers to Florida Keys are booking July dates now. Secure your vacation rental today, and have the perfect trip.
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    From
    $428
    / Night
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    1 / 17
    4 of 5 stars (1) Very good
    Key Colony Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    From
    $374
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    1 / 28
    4.5 of 5 stars (8) Very good
    Key Largo
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (8) Make Enquiry
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    $436
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    1 / 25
    5 of 5 stars (40) Excellent
    Key West
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (40) Make Enquiry
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    $1,652
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    1 / 23
    5 of 5 stars (1) Excellent
    Islamorada
    2 Bedrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dryer
    • Porch
    • Water Views
    • Refrigerator
    • Wi-Fi
    • Linens Provided
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Please send us an inquiry or call us for availability. We have condos and townhomes. Prices vary on the units. Your own tropical paradise overlooking the fabulous Florida Bay in Islamorada. Futura Yacht Club is a 70 unit community with a 53 slip marina and accommodations available for that... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    $17,454
    / Month
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    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Stereo System
    • Satellite TV
    • Water Views
    • Hot Tub
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Shark Key Chateau is 'Grande' to say the least. With unspoiled views from every angle, to playful colors, and unrivaled decor and design, this home is a Chateau unlike any other. Shark Key Chateau is... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $373
    / Night
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    1 / 33
    5 of 5 stars (7) Excellent
    Key Largo
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Air Conditioning
    • Internet Access
    • Dryer
    • Porch
    • Balcony
    • Patio
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Distinctive and luxury living is redefined in this exceptional, 2600 sq ft. two-story townhouse. Even as you approach the threshold it becomes immediately apparent this is not your ordinary vacation accommodation. The custom entry door leads invitingly into the foyer lighted with dazzling crystal... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $3,740
    / Week
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    1 / 30
    4.5 of 5 stars (8) Very good
    Islamorada
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Water Views
    • TV
    • Dishwasher
    • Waterfront
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Amazing ocean views can be enjoyed from this beautiful stilt home with seperate mother-in-law cottage. You'll fall in love with this little piece of Heaven. Enjoy fishing, diving, and catching lobster with all the comforts of home. Best ocean views in town! Interior photos are available! Mile... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    $935
    / Night
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    1 / 23
    5 of 5 stars (27) Excellent
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (27) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Linens Provided
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation suites sharing a lush, large, sunny pool or combines for a wonderful four bedroom retreat. Downstairs enjoys a large, open floor plan with living... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $357
    / Night
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    1 / 25
    5 of 5 stars (10) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • DVD Player
    • Elevator/Lift access
    • Satellite TV
    • Dryer
    • Stereo System
    • Air Conditioning
    • Washer
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Call it casual luxury. Call it tropical chic. This two bedroom/two full bath Harbour Place condominium is a part of Key West's prestigious Truman Annex community. From the luxurious pool area below, you can enjoy breathtaking views just steps from the Gulf of Mexico. Watch passing tall ships,... View all property information
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    Location Information
    Key West, Florida Keys
    From
    $3,740
    / Month
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    View Details
    Amenities & Details
    • Dishwasher
    • Internet Access
    • Microwave
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Hemingway's Shadow is a well-appointed, 1 bedroom home located on Thomas Street, directly behind the Key West Lighthouse Museum. The living room, dining area and kitchen form an L-shape open area. The... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    From
    $3,117
    / Month
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    1 / 23
    5 of 5 stars (2) Excellent
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Linens Provided
    • Parking
    • Wi-Fi
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Gorgeous studio apartment on the second 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. The open concept floor plan maximizes the space in this airy tree top studio. Comfortable... View all property information
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    Location Information
    Key West, Florida Keys
    From
    $4,363
    / Week
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    1 / 28
    5 of 5 stars (4) Excellent
    Islamorada
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Washer
    • Water Views
    • Refrigerator
    • Grill
    • Dryer
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Great pool home in desirable Venetian Shores. This 4 bedroom/3 bath home is roomy and has great porches overlooking the wide, clean canal. Lovely master suite on the top floor with it's own balcony. Comfortably furnished pool home with 90 feet of excellent deep water dockage on a wide canal leading... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    $499
    / Night
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    1 / 12
    5 of 5 stars (3) Excellent
    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Water Views
    • Waterfront
    • Washer
    • Grill
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy your morning coffee in the beautiful backyard over looking the canal and pool of this ground level single family home. This unit has three tv's-one in the living room (new flat screen!) and an additional in the master and one of the twin guest rooms. The master bedroom has a king bed. The... View all property information
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    Location Information
    Key Colony Beach, Florida Keys 33051
    From
    $463
    / Night
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    1 / 10
    5 of 5 stars (2) Excellent
    Amenities & Details
    • Waterfront
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Patio
    • Water Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This newer construction 3 bedroom, 2 bath single family home with pool is just a short walk to the Sunset Park. The dock is behind the house and has electric, water, lights and a fish cleaning table. There is a 30' wood dock along the concrete seawall. . Enjoy the fresh air on the large covered... View all property information
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    Location Information
    Key Colony Beach, Florida Keys 33051
    From
    $586
    / Night
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    Amenities & Details
    • Refrigerator
    • Internet Access
    • Dishwasher
    • Air Conditioning
    • Microwave
    • Shared Outdoor Pool...
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with the clean lines of a contemporary home. Each Twin opens to it's own semi-private deck and lounge area with steps into a large kidney shaped pool with... View all property information
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    Location Information
    Key West, Florida Keys
    From
    $14,960
    / Week
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    1 / 1
    5 of 5 stars (13) Excellent
    Islamorada
    10 Bedrooms / 8 Bathrooms / Sleeps 20
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Water Views
    • Private Outdoor...
    • Waterfront
    • Satellite TV
    • Grill
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Got a large group that wants to 'get away from it all'? Or do you need lots of space for a family reunion or wedding? This is the perfect solution! Terrific location, beautiful view, two private pools for you to enjoy... And since it's 4 separate homes, you aren't right on top of each other. Wide... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    $5,585
    / Week
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    1 / 11
    5 of 5 stars (4) Excellent
    Amenities & Details
    • Satellite TV
    • Water Views
    • Waterfront
    • Patio
    • Internet Access
    • Dryer
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Millionaire's Row! Beautiful home with private heated swimming pool directly on the ocean in Islamorada. This home offers excellent views of the ocean from many rooms. 5 bedroom, 4 bath owners home is beautifully furnished with ocean views from patio, living room (upper and lower), and dining room... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    $178
    / Night
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    1 / 7
    4 of 5 stars (1) Very good
    Key Colony Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Refrigerator
    • Water Views
    • Satellite TV
    • Waterfront
    • Washer
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This 2 bedroom, 2 bath ground level half-duplex is at the end of 9th Street. It has many great amenities including a membership to Inch Beach to enjoy a relaxing day soaking up the sun. This unit is very popular with the fishermen due to the location at the outlet of the canal, and the wood... View all property information
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    Location Information
    Key Colony Beach, Florida Keys 33051
    From
    $374
    / Night
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    1 / 32
    4.5 of 5 stars (7) Very good
    Key Largo
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Washer
    • Gym
    • Wi-Fi
    • Refrigerator
    • Shared Tennis Court
    • TV
    • Balcony
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Luxury, tri-level townhouse in upscale Mariners Club Resort...a welcoming, tranquil community designed with skill and integrity to promote a refined lifestyle while respecting nature's elements on the edge of the Atlantic Ocean. This unique townhouse boasts marble floors, granite counters and rich... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $125
    / Night
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    1 / 12
    3 of 5 stars (1) Average
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dryer
    • Washer
    • Internet Access
    • Hot Tub
    • Stereo System
    • DVD Player
    • Water Views
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Discover paradise of Key West in a distinctive setting. Luxury, two-bedroom, two-bath, (sleeps 4-6) condominium set in a tropical garden with sweeping balconies with views of the Gulf. Your vacation hideaway is decorated in authentic island tradition with fully-equipped modern kitchen, living room,... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    From
    $218
    / Night
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    1 / 26
    5 of 5 stars (9) Excellent
    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Deck
    • Patio
    • Gym
    • Dryer
    • Stereo System
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Rock Harbor's most upscale neighborhood. The area has the distinction of being Key Largo's newest oceanfront gated destination, with no other private... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $1,870
    / Week
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    1 / 14
    5 of 5 stars (4) Excellent
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Washer
    • Deck
    • Hot Tub
    • Porch
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    RENTAL RATES ARE NEGOTIABLE ......please contact us for current pricing and availability (we do not maintain calendars) In the event you, or your family, your guests, or your friends want to use the house at any time during the rental term, the rental rate would be the same. We do request that... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $343
    / Night
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    1 / 25
    4.5 of 5 stars (20) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (20) Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Satellite TV
    • Deck
    • Air Conditioning
    • DVD Player
    • Grill
    • Stereo System
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is the real deal-a light, airy, well-appointed Key West townhome with two stories, two bedrooms, two full baths, and all the amenities needed to enhance your vacation lifestyle. Not to mention a large private deck and an inviting pool for the exclusive use of compound residents. La Prive has... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $611
    / Night
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    1 / 61
    5 of 5 stars (6) Excellent
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Washer
    • Shared Outdoor Pool...
    • Outdoor Dining Area
    • Grill
    • Microwave
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    “Southard Comfort”, True Island Living in Downtown Historic Old Town Key West Two story, 3 bedroom, 2.5 bath plus outdoor shower. Nancy & Carl welcome you to their Key West vacation home! This established rental is a dazzling property, and we are committed to continuing its reputation of... View all property information
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    Location Information
    Key West, Florida Keys
    From
    $312
    / Night
    View Details
    Amenities & Details
    • Internet Access
    • Dryer
    • DVD Player
    • Deck
    • Grill
    • Patio
    • Water Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Well maintained stilt single family home. Walk up the exterior set of stairs to the spacious one level home. The kitchen has been newly remodeled! There is a large covered porch with a table and chairs to enjoy dining outside.The master bedroom has a king size bed, one guest has a queen and the... View all property information
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    Location Information
    Key Colony Beach, Florida Keys 33051
    From
    $156
    / Night
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    1 / 21
    4.5 of 5 stars (7) Very good
    Amenities & Details
    • Boat Available
    • Dryer
    • Hot Tub
    • Waterfront
    • Satellite TV
    • Internet Access
    • Washer
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Your vacation begins the moment you drive through our gatehouse entrance into our beautifully landscaped tropical grounds and enter your spacious 2 bedroom 2 bath suite. This unit is 'D-Model', the most requested and therefore the most difficult to reserve of the 4 condo layouts. The reason it is... View all property information
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    Location Information
    Key Largo, Florida Keys 33070
    From
    $170
    / Night
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    1 / 9
    5 of 5 stars (1) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Relax enjoying water views from both front and back decks. This home was recently redecorated with comfy upscale furniture and art. Large open living room has flat screen TV with DVD. Furniture is microfabric sleeper sofa, love seat and an armchair with hassock. Kitchen is conveniently laid... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $499
    / Night
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    1 / 25
    4.5 of 5 stars (19) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (19) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    • Deck
    • Dryer
    • DVD Player
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    If you choose this two-bedroom, two plus bath home for your Key West vacation, you won't be sorry. While Key West has some fourteen neighborhoods, locals identify The Meadows area, your vacation neighborhood, as the most neighborly. Here you'll find houses with a statistically high year-around... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $147
    / Night
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    1 / 12
    4 of 5 stars (1) Very good
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Freshly redecorated canal front home. Living room has a 32' flat screen TV with DVD, two sleeper sofas . Master bedroom has full size bed, mirror closet and a vanity with drawers. Guest bedroom has twin trundel bed with mirror closet and slider doors to patio and canal. Spacious open kitchen... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $1,282
    / Night
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    1 / 42
    Key West
    5 Bedrooms / 6 Bathrooms / Sleeps 14
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Patio
    • Refrigerator
    • Internet Access
    • Private Outdoor...
    • Linens Provided
    • Deck
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    When rented as a group, Banana’s Foster includes- Sweet Caroline - Banana Split - Key Lime Cottage Creme Brûlée All together this grouping has 5 separate bedrooms, each with it’s own bathroom and a ½ bath downstairs, 2 full kitchens, a BBQ grill and shared courtyard with a plunge pool.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $386
    / Night
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    1 / 21
    5 of 5 stars (4) Excellent
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (4) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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 a full kitchen, contemporary living room with comfortable furniture, new ultra comfortable... View all property information
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    Location Information
    Key West, Florida Keys
    From
    $4,363
    / Month
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    1 / 24
    4.5 of 5 stars (2) Very good
    Amenities & Details
    • Microwave
    • Water Views
    • Stereo System
    • Dishwasher
    • Boat Available
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Great home with an even better view ... come and stay for a month and enjoy the Incredible endless views from the patio. Home is located in the perfect spot for snorkeling, fishing, and diving, and has a protected & private boat basin! Come once and you will see why so many people come back year... View all property information
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    Location Information
    Matecumbe Key, Florida Keys 33036
    From
    $2,057
    / Week
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    1 / 5
    4.5 of 5 stars (2) Very good
    Islamorada
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Plantation Key canal home. Nice new home with screened porch and pool table! Delightfully furnished for a comfortable stay. Excellent outdoor entertaining space, great for soaking in the hot tub, gazing at fish in the canal, having cocktails under the Chickee, or for the kids to run around and... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    $156
    / Night
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    1 / 20
    5 of 5 stars (3) Excellent
    Amenities & Details
    • Grill
    • Washer
    • DVD Player
    • Deck
    • Satellite TV
    • Refrigerator
    • Dryer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    If you want to experience the true meaning of a Key Largo Island Vacation, then look no further than our spacious villa on the ocean side of the world famous Key Largo, Florida... ..The Dive Capital of the World! This villa is located inside Kawama Yacht Club, a beautiful Hawaiian Island style... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $349
    / Night
    View Details
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    • Internet Access
    • Dishwasher
    • Balcony
    • Patio
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Key West, Florida Keys
    From
    $268
    / Night
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    1 / 22
    4.5 of 5 stars (3) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Balcony
    • Air Conditioning
    • Porch
    • Cooker
    • DVD Player
    • Grill
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Location combined with history and design makes Coral Condo a prize piece of vacation real estate. This cozy one bedroom is located in the heart of Old Town just one block off Duval Street, where you'll find many of the attractions visitors come to the island to enjoy. This large corner condo is on... View all property information
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    Location Information
    Key West, Florida Keys
    From
    $22,441
    / Month
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    1 / 1
    4 of 5 stars (1) Very good
    Islamorada
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Refrigerator
    • TV
    • Water Views
    • Internet Access
    • Grill
    • Washer
    • Deck
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Casa Dorado is a premier rental vacation home on Lower Matecumbe Key in Islamorada, Florida. Completely renovated in 2014, the spacious living and dining areas, four bedrooms, and three and a half bathrooms will make for a very comfortable stay during your visit to the Florida Keys. The house is... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    $125
    / Night
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    1 / 11
    4 of 5 stars (1) Very good
    Cudjoe Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    38' seawall with dock posts, cleats, fish cleaning table and swim ladder. This home has a large covered, screened porch with upscale patio furniture including a large table with four comfortable chairs, a swinging love seat and several swivel chairs. The master bedroom has a queen size bed with... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $343
    / Night
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    1 / 39
    4.5 of 5 stars (17) Very good
    Key Largo
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (17) Make Enquiry
    Amenities & Details
    • Water Views
    • Waterfront
    • Satellite TV
    • Refrigerator
    • Washer
    • Air Conditioning
    • Patio
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to this elegant island home in Mariners Club, Key Largo`s premier resort. The open living area, dining room and designer kitchen draw your eyes outside to breathtaking views of the oasis pool and beyond to Rock Harbor and the Atlantic Ocean. This is the vacation we all dream about, clear... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $499
    / Night
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    1 / 12
    Amenities & Details
    • Washer
    • Air Conditioning
    • Private Outdoor...
    • Grill
    • Patio
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This elegant two-story island home is a quiet retreat in the heart of Old Town Key West. Margaux's Hideaway is stylishly decorated, perfectly highlighting the classic nature of a Key West home while integrating modern amenities. This home is designed to bring the beauty of the outdoors inside.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $1,496
    / Night
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    1 / 13
    5 of 5 stars (1) Excellent
    Key West
    7 Bedrooms / 6 Bathrooms / Sleeps 18
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Deck
    • Grill
    • Patio
    • Watersports Nearby
    • Internet Access
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Our unique property consists of 3 suites (a total of 7 bedrooms and 6 baths) with 2 sparkling lagoon style dipping pools in one compound in the luxurious Casa Marina area of Old Town Key West. We can accommodate groups up to 18 guests. The breakdown of the 3 suites which are being rented... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $243
    / Night
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    1 / 15
    4.5 of 5 stars (18) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (18) Make Enquiry
    Amenities & Details
    • Washer
    • Air Conditioning
    • Dryer
    • Satellite TV
    • Sauna
    • DVD Player
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    2 Bedroom 2 bath Island view condo located in the oceanfront condominium complex with the largest oceanfront pool & 20 person hot tub. Sleeps 4-6. Everything you need for an island vacation without the cramped hotel room! Outdoor balcony access from living and bedroom areas. Fully equipped kitchen.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $405
    / Night
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    1 / 28
    4 of 5 stars (9) Very good
    Amenities & Details
    • Elevator/Lift access
    • Washer
    • Dryer
    • Waterfront
    • Gym
    • Satellite TV
    • Water Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Set on a deep-water marina and glistening turquoise waters of the Atlantic Ocean, this villa of distinction epitomizes luxurious ocean front living. Those in search of elegant accommodations yet with the laid-back Keys lifestyle will not be disappointed. This 3-bedroom, corner villa contains all... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $1,621
    / Week
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    1 / 28
    5 of 5 stars (1) Excellent
    Amenities & Details
    • Gym
    • Dryer
    • Garage
    • Washer
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    My Sunshine Luxury Suite is an upscale property located in Key West, an island paradise. Sunshine Suite provides the luxury and convenience of your own condo home just 90 miles from Havana. Surrounding the resort, you will enjoy lush tropical foliage and amenities such as our tennis court, gym... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $374
    / Night
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    1 / 16
    Marathon
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • DVD Player
    • Gym
    • Air Conditioning
    • Waterfront
    • Balcony
    • Private Outdoor...
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This spacious three bedroom, two and a half bath Villa will make you feel right at home. Each bedroom has it’s own television, with a 60” flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or upper balcony. The... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    From
    $268
    / Night
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    1 / 25
    4.5 of 5 stars (11) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Stereo System
    • DVD Player
    • Balcony
    • Air Conditioning
    • Cooker
    • Internet Access
    • Linens Provided
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Having spent a long weekend in this one bedroom, one and a half bath apartment, one previous guest described it as a 'cozy condo hideaway in the heart of historic Key West.' The historic significance is close to home. It starts with the white stucco building that houses this suite and other... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $873
    / Night
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    1 / 25
    5 of 5 stars (1) Excellent
    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    We are excited to announce the owner of our most popular luxury vacation rental 'SECRET VILLA' is now offering the mirror image as a vacation rental! Available NOW....'SECRET VILLA II'! Location, Location, Location....This amazing property is situated on a quiet and peaceful lane away from traffic... View all property information
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    Location Information
    Key West, Florida Keys
    From
    $628
    / Night
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    1 / 32
    4.5 of 5 stars (35) Very good
    Cudjoe Key
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Reviews (35) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Stereo System
    • Hot Tub
    • Playground
    • Dryer
    • DVD Player
    • Water Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Great for groups with up to 12 adults and 2 children, White Ibis Inn is one property with a Main House and Guest House, with a total of 5 bedrooms, 3 baths, 2 kitchens and 1 laundry room. There's plenty of room for play, peace, and parking. The property is situated on Cudjoe Key, MM21, about a 20... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $1,870
    / Night
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    1 / 40
    4.5 of 5 stars (39) Very good
    Key West
    10 Bedrooms / 6 Bathrooms / Sleeps 20
    Overview Reviews (39) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Washer
    • Deck
    • DVD Player
    • Private Outdoor...
    • Internet Access
    • Water Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    THIS ISN'T JUST A HOUSE, THIS IS YOUR OWN PRIVATE MINI RESORT IN KEY WEST, FLORIDA. THIS IS THE PROPERTY USED BY MTV TO FILM THE 2006 REAL WORLD KEY WEST. 500 FEET OF OCEANFRONT, 8 to 10 BEDROOMS are available (sleeps up to 20) , 5 1/2 baths, 11 plasma TVs, pool table (and Ping Pong), tennis... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $933
    / Night
    Payment Protection
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    1 / 30
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 16
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Hot Tub
    • Refrigerator
    • Balcony
    • Private Outdoor...
    • Deck
    • Air Conditioning
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Condos are tied together in a lushly landscaped garden setting with a spa pool in the rear. Booking all 4 condos gives you a great alternative to booking a single house as you are offered privacy and closeness at the same time. Call to book your Island Paradise while there is still time!... View all property information
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    Location Information
    Key West, Florida Keys 33040