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Holiday Rentals in Florida Keys, FL

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    Travellers to Florida Keys are booking December dates now. Secure your holiday rental today, and have the perfect trip.
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    €340
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    1 / 29
    5 of 5 stars (13) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    €187
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    1 / 25
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    €990
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    1 / 27
    4.5 of 5 stars (3) Very good
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    €990
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    1 / 31
    4 of 5 stars (5) Very good
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    • Internet Access
    • Grill
    • Shared Outdoor Pool...
    • Patio
    • Air Conditioning
    • Deck
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
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    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** Located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and magnificent development in Old Town Key West with wide streets lined with multi-million... View all property information
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    Key West, Florida Keys 33040
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    €198
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    1 / 30
    4.5 of 5 stars (10) Very good
    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Grill
    • DVD Player
    • Parking
    • Balcony
    • Air Conditioning
    • Internet Access
    • TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    CORAL VILLA: A beautiful 3-bedroom townhome in the gated community of Coral Hammock. Just off U.S. 1, across from the golf course, and minutes from some of Key West locals' favorite restaurants, marinas, Smathers Beach and the airport.Fully equipped kitchen, HDTVs, WIFI and off-street parking... View all property information
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    Key West, Florida Keys 33040
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    €232
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    1 / 20
    Key West
    1 Bedroom / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Linens Provided
    • Satellite TV
    • Microwave
    • Refrigerator
    • Internet Access
    • Terrace
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Duval Delight is a breathtaking, newly-renovated 2-story condo located at the historic 'Cuban Club' on the 'quieter' side of world famous Duval St. This high end vacation rental features a huge 55-inch flatscreen TV in the living room and all brand new furniture including a comfy, pull-out queen... View all property information
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    Key West, Florida Keys 33040
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    €241
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    1 / 33
    4.5 of 5 stars (24) Very good
    Key West
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Shared Outdoor Pool...
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Deck
    • Balcony
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in Duval Square (between Duval Street and Simonton Street), where fine dining abounds (Square One, Origami Sushi Bar and NY Pasta Garden), This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle. Lush and... View all property information
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    Key West, Florida Keys 33040
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    €241
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    1 / 26
    4.5 of 5 stars (47) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (47) Make Enquiry
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Patio
    • Shared Outdoor Pool...
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Inside, you will find all of the comforts of home and This two-story 1880's Cigar Maker's Cottage has been completely renovated and has a living room with 42' flat screen TV/DVD, Queen sleeper sofa, kitchen with dishwasher, dining room and bath (with outdoor shower) on the ground floor.... View all property information
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    Key West, Florida Keys 33040
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    €241
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    1 / 25
    4.5 of 5 stars (15) Very good
    Key West
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (15) Make Enquiry
    Amenities & Details
    • Internet Access
    • Refrigerator
    • Shared Outdoor Pool...
    • Balcony
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle. Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €2,431
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    1 / 24
    Key West
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Hairdryer
    • Air Conditioning
    • TV
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    GREEN ORCHID: Situated on a narrow lane in one of the last historic Old Town neighborhood, this 2-bedroom 2.5 bath home has it all!Living room has French doors opening to let in the tropical breezes. Modern, stainless kitchen. Outdoor shower on the lushly landscaped walkway. Guest bedroom with... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €124
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    1 / 28
    4.5 of 5 stars (30) Very good
    Key West
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Grill
    • Air Conditioning
    • Linens Provided
    • Patio
    • Microwave
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Mallory Suite is nestled at the rear of the Simonton Court complex. The efficiency studio features a fully-equipped kitchen, flatscreen TV with cable, free wireless internet, and private patio furniture to relax on. The bathroom has a custom tiled shower with glass door and vanity. Take... View all property information
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    Key West, Florida Keys 33040
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    €169
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    1 / 25
    4.5 of 5 stars (36) Very good
    Key West
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (36) Make Enquiry
    Amenities & Details
    • Internet Access
    • Deck
    • Patio
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Romantic Retreat features a king pillow-top bed, Tommy Bahama furniture, flat screen TV and tropically inspired original fine art. The recently renovated kitchen includes granite counter tops, under counter refrigerator, microwave, toaster/oven, coffee maker, blender and soft mood lighting under... View all property information
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    Key West, Florida Keys 33040
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    €187
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    1 / 28
    4.5 of 5 stars (24) Very good
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (24) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Linens Provided
    • Satellite TV
    • Deck
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sea Breeze features all the amenities of then some! A full kitchen with glass top stove, dishwasher, icemaker, blender, toaster, coffee maker and radio/CD player to play your favorite Jimmy Buffet CD while enjoying a fresh cup of isn't a better way to start your day in paradise! A covered... View all property information
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    Key West, Florida Keys 33040
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    €376
    / Night
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    1 / 29
    4.5 of 5 stars (50) Very good
    Key West
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Refrigerator
    • Grill
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Deck
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tropical Retreat, at 519 Catherine Street, is on a quiet lane half a block off the upscale Upper end of Duval St. where there are many sophisticated restaurants, high-end art galleries and shops. Downtown Duval St. is within easy walking distance from Tropical Retreat to enjoy the exciting... View all property information
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    Key West, Florida Keys 33040
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    €270
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    1 / 34
    5 of 5 stars (6) Excellent
    Marathon
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Waterfront
    • DVD Player
    • Satellite TV
    • Stereo System
    • Private Outdoor...
    • Gym
    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
    €232
    / Night
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    1 / 31
    4.5 of 5 stars (7) Very good
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Deck
    • Refrigerator
    • Grill
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    One half of the group unit Tradewinds and Opposite Leeward Isle The style is common throughout the islands. Our shotgun offers original Dade County pine floors and sandblasted walls that reflect the antiquity of design. The Webster Dictionary dates windward back to 1549; defined as, the side... View all property information
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    Key West, Florida Keys 33040
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    €4,052
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    1 / 29
    5 of 5 stars (1) Excellent
    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Refrigerator
    • Grill
    • Private Outdoor...
    • Patio
    • Linens Provided
    • Air Conditioning
    • Internet Access
    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.*** The main dwelling includes a beautiful, newly-renovated kitchen, a master bedroom with en-suite, a second bedroom with twin beds (which can be made into a king upon request), a full guest bathroom including... View all property information
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    Key West, Florida Keys 33040
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    €3,602
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    1 / 26
    4.5 of 5 stars (2) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Internet Access
    • Patio
    • Refrigerator
    • Satellite TV
    • Air Conditioning
    • Grill
    • Balcony
    • Deck
    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.*** The master bedroom features a king-size bed, flat screen television, en suite bathroom and french doors leading you out to the private side deck. The second bedroom features a queen-size bed and flat screen... View all property information
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    Location Information
    Key West, Florida Keys
    From
    €448
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    1 / 41
    4.5 of 5 stars (3) Very good
    Key West
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Patio
    • Grill
    • Internet Access
    • Deck
    • Hot Tub
    • Refrigerator
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tradewinds is comprised of the Leeward Isle and Windward Isle Two Cigar Maker’s Cottages, side-by-side, located ½ block off Duval Street. These two cottages are a favorite of our guests who like to relax in the private, quiet, beautiful garden areas with large spas that are behind each house.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €2,701
    / Week
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    1 / 27
    Islamorada
    Studio / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Washer
    • TV
    • Wi-Fi
    • Dryer
    • Patio
    • Waterfront
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    With the weather getting hotter, the water is once again the place to be in South Florida. Fortunately, you'll barely have to venture out your back door to take a soak while vacationing at this quaint oceanfront conch house. Located on Islamorada's Lower Matecumbe Key, near mile marker 76, this... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
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    €124
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    1 / 35
    4.5 of 5 stars (3) Very good
    Key West
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Grill
    • Patio
    • Air Conditioning
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southernmost Sanctuary Suites People looking for a vacation getaway in Key West are thrilled when they find a hidden gem like The Seagull Suite - located in the gardens of a private compound called The Sanctuary. Location, charm, and island appeal - the Seagull Suite is located in the... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €1,080
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    1 / 31
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Linens Provided
    • Air Conditioning
    • Internet Access
    • Ceiling Fans
    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 7 nights.*** Papa's Catch is a keeper! From the granite kitchen counters to the tumbled marble bath with the rain forest showerhead; this tastefully redone condominium cries out value and comfort. Sleeping four very... View all property information
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    Key West, Florida Keys 33040
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    €358
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    1 / 22
    4.5 of 5 stars (3) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The BAHAMA HOUSE located at 508 Amelia Street is a historic Bahamian-style Conch Cottage. It is a perfect example of turn-of-the-century island architecture. This adorable two bedroom cottage, each with queen bed and TV (the master has a large flat screen), two full baths and queen sleeper-sofa is... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €178
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    1 / 28
    5 of 5 stars (2) Excellent
    Key West
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southern Palms Traveler's Palm (formerly Palm Isle) - a room ahead of its time - A truly 'green unit'. Your roommate, or in this case, 'suite mate' is a giant Sapodilla tree that provides the ambiance and shade to your private hot tub and tree-top hammock. The second-story studio... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €3,151
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    1 / 25
    Key Largo
    4 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Balcony
    • Grill
    • Satellite TV
    • Internet Access
    • Patio
    • Parking
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Minimum Rental: 1 Month Enjoy your stay in this gorgeous single family home. You’ll love the convenient location in the Ocean Shores area of Key Largo. There’s easy ocean access from this 90' concrete dock. Water, electricity, fish cleaning station and gas barbecue grill are all... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
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    €178
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    1 / 24
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Hot Tub
    • Linens Provided
    • Air Conditioning
    • Shared Outdoor Pool...
    • Refrigerator
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €124
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    1 / 32
    4.5 of 5 stars (31) Very good
    Key West
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (31) Make Enquiry
    Amenities & Details
    • Grill
    • Patio
    • Internet Access
    • Satellite TV
    • Linens Provided
    • Microwave
    • Air Conditioning
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Monroe Suite is nestled at the rear of the Simonton Court complex. The efficiency studio features a fully-equipped kitchen, flatscreen TV with cable, free wireless internet, and private patio furniture to relax on. The bathroom has a custom tiled shower with glass door and vanity. Take... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €169
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    1 / 27
    4 of 5 stars (2) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Patio
    • Refrigerator
    • Satellite TV
    • Air Conditioning
    • Deck
    • Shared Outdoor Pool...
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of the Nightly Group PALM GARDENS Flamingo Hideaway is a spacious unit. Historic homes dating to the late 1880s, this tropical paradise has just undergone a complete restoration with exceptional attention to details. The original Dade County pine walls have been saved to create that... View all property information
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    Location Information
    Key West, Florida Keys
    From
    €360
    / Night
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    1 / 11
    Key Colony Beach
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Private Outdoor...
    • Washer
    • Water Views
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This beautifully decorated 4 bedroom, 4 bath half-duplex has what you need to enjoy your vacation. There are 3 tv's in the unit, one of which is a 42' plasma. There is also a smaller living room area on the ground level. The 12 x 16 heated PRIVATE POOL is right out back to relax after a day of... View all property information
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    Location Information
    Key Colony Beach, Florida Keys 33051
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    €4,952
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    5 of 5 stars (2) Excellent
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Grill
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • TV
    • Internet Access
    • Hairdryer
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    BLOOM'N PARADISE: Private residence with 3 bedrooms and 3 bathrooms in the main house plus a pool house with 1 bedroom 1 bath in Truman Annex, a prestigious gated community in Old Town. Surrounded by tropical greenery in a beautiful quiet gated community 2 blocks from Duval Street and... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €259
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    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Linens Provided
    • Grill
    • Deck
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Duval Hideaway features all the comforts of home, and then some! A full kitchen with everything needed to prepare a gourmet meal including washer/dryer, glass top stove, dishwasher, blender, toaster, coffee maker and radio/CD player. Each of the queen bedrooms has a 24' LCD TV, spacious closets... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €376
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    Key West
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • DVD Player
    • Grill
    • Internet Access
    • Air Conditioning
    • Patio
    • Private Outdoor...
    • Deck
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Alexandria's Secret is a private retreat in the historic district of Key West. With impeccable location and amenities, this three bedroom home is a Key West favorite for its secluded ambiance.This serene hideaway is just moments away from Duval Street and the most exciting spots the southernmost... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €124
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    1 / 30
    4 of 5 stars (1) Very good
    Key West
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Linens Provided
    • Grill
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southernmost Sanctuary Suites The Heron Suite is located street side with it's own porch for people watching. Get one of Ana's Cuban mixes - it just doesn't get any better! Conveniently located to the beach, Duval Street, great restaurants, Ana's for great Cuban fare and morning coffee... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €457
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    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    travellers have booked this property
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    • Refrigerator
    • Deck
    • Patio
    • Shared Outdoor Pool...
    • Hot Tub
    • Grill
    • Dishwasher
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This nightly group rental consists of 3 separate units. 1) Porchside Paradise 2) Orange Blossom Suite 3) Deckside Suite . Three separate bedrooms with queen sized beds. Two sleeper sofas and two private hot tubs! Located at 510 Petronia St, literally steps from Duval St! Take advantage of the... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €198
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    1 / 25
    4.5 of 5 stars (48) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Internet Access
    • Hot Tub
    • Hairdryer
    • TV
    • Grill
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    KEY WEST GINGER HOUSE: 2 bedrooms, 2 full baths ensuite. Historic home built in 1933 takes advantage of every breeze with plenty of windows, French doors, high ceilings and wood floors. Kitchen opens to the living/dining space that opens to the private, fenced backyard. Flatscreen TV and... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €214
    / Night
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    1 / 31
    4 of 5 stars (1) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Conch Republic Cottages 'Porchside Paradise' is located in the front section of the 'Conch Republic Cottages'. This beautiful 'home away from home' features an inviting and spacious front porch - great for people watching - as well as a private two person hot tub. The unit is gated off... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €178
    / Night
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    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Linens Provided
    • Air Conditioning
    • Balcony
    • Internet Access
    • Satellite TV
    • Refrigerator
    • Hot Tub
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €232
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    1 / 28
    4.5 of 5 stars (15) Very good
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Deck
    • Internet Access
    • DVD Player
    • Hot Tub
    • Grill
    • Satellite TV
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of ALMOST SOUTHERNMOST RETREAT This Truman Avenue home is the perfect location, located between Duval Street and Whitehead St. The style is common throughout the islands. Our shotgun was renovated in March, 2008. Located in among a row of identical cigar-maker cottages, this gem features... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €169
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    1 / 30
    4.5 of 5 stars (21) Very good
    Key West
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Stereo System
    • Refrigerator
    • Deck
    • Air Conditioning
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    AUDUBON'S LIVING ROOM HAS JUST BEEN REFURBISHED WITH NEW FURNITURE INCLUDING NEW CHAIRS AND A NEW QUEEN SLEEPER SOFA! The Audubon House is an historic free-standing one bedroom cottage featuring all the comforts of home, and more! The spacious, beautifully furnished great room features a... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €4,727
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    1 / 24
    5 of 5 stars (1) Excellent
    Islamorada
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Patio
    • Refrigerator
    • Grill
    • Shared Outdoor Pool...
    • Internet Access
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Minimum Rental: 1 Month Location, location, location! This home has it all - ocean side Lower Matecumbe location, totally remodeled in 2009. Relax by the cocktail pool or sunbathe in the private roof top sunning area. There are blue water ocean views from almost every room in this... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    €178
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    1 / 31
    4.5 of 5 stars (39) Very good
    Key West
    1 Bedroom / 2 Bathrooms / Sleeps 4
    traveller have booked this property
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    Amenities & Details
    • Patio
    • Shared Outdoor Pool...
    • Air Conditioning
    • Internet Access
    • Refrigerator
    • Satellite TV
    • Deck
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located inside the Villas known as Old Town Garden Villas Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels is the Bermuda Suite.Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €178
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    5 of 5 stars (25) Excellent
    Key West
    1 Bedroom / 2 Bathrooms / Sleeps 4
    traveller have booked this property
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    Amenities & Details
    • Shared Outdoor Pool...
    • Deck
    • Air Conditioning
    • Grill
    • Satellite TV
    • DVD Player
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located inside the Villas known as Old Town Garden Villas Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door! The bedroom is decorated in rich tropical colors. A writing desk and chair... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €241
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    4.5 of 5 stars (34) Very good
    Key West
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Deck
    • Balcony
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    • Air Conditioning
    • Internet Access
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in Duval Square (between Duval Street and Simonton Street), where fine dining abounds (Square One and Origami Sushi Bar), Casa Caribe is a second story paradise just steps from the sights, sounds and excitement of world-famous Duval Street. Lush and tropical gardens surround this... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €241
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    1 / 28
    4.5 of 5 stars (23) Very good
    Key West
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Linens Provided
    • Satellite TV
    • Deck
    • Shared Outdoor Pool...
    • Refrigerator
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security entrances gives the feeling of exclusivity unparalleled in Key West. The foyer of this Mediterranean Style unit with Mexican Tile downstairs... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €270
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    Marathon
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Refrigerator
    • Towels Provided
    • Linens Provided
    • Dishwasher
    • Parking
    • Balcony
    • Terrace
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • 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
    €367
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    4.5 of 5 stars (31) Very good
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Deck
    • Refrigerator
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located on one of old town's prettiest historic streets, Frances Street. Casa Serendipity is one of the finest examples of the 'conch cottage' style architecture that Key West is famous for. Designed to accommodate a family, this three-bedroom home has two full baths, one full bath upstairs and... View all property information
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    Key West, Florida Keys 33040
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    €115
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    3.5 of 5 stars (7) Average
    Key West
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • Internet Access
    • Grill
    • Linens Provided
    • Patio
    • Satellite TV
    • Air Conditioning
    • Deck
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This wonderful unit is set apart from the others with cathedral ceilings and a skylight in each room; light and airy and yet very cozy and comfortable. This efficiency condo is perfect for 2 and can even accommodate the occasional guest with the living room sleeper sofa. The bedroom has a... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €169
    / Night
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    4.5 of 5 stars (29) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Patio
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool...
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of the Nightly Group PALM GARDENS Luxury and fine details define these units on White Street, the heart of the art district and just six blocks from Duval Street and the Historic Seaport. Historic homes dating to the late 1880s, the tropical paradise has just undergone a complete... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €529
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    5 of 5 stars (47) Excellent
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    travellers have booked this property
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    Amenities & Details
    • Shared Outdoor Pool...
    • Satellite TV
    • Air Conditioning
    • Deck
    • Patio
    • DVD Player
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Two Queen bedrooms upstairs (each with a private bath) and two Queen bedrooms downstairs (each with a private bath) gives sleeping privacy and convenience for up to 8. Each bedroom has flat screen TVs, air-conditioning and ceiling fan. The two upstairs bedrooms have showers, the two downstairs... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €3,602
    / Month
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    Islamorada
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Patio
    • Satellite TV
    • Water Views
    • Shared Outdoor Pool...
    • Grill
    • Internet Access
    • Hot Tub
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Minimum Rental: 1 Month This is a very special unit in a premier condominium complex located directly on the Atlantic Ocean and in the heart of Islamorada. This unit provides spectacular ocean views. It is one of the few units that offer spiral stairs to the ground level directly from... View all property information
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    Location Information
    Islamorada, Florida Keys 33036