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Holiday Rentals in Key West, FL

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    Travellers to Key West are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 28
    4.5 of 5 stars (24) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 41
    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    €4,965
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    About this property
    If you have ever had the fortune to wander the historic streets and lanes of Key West's famous seaport neighborhood then you know how time seems to stand still. Yet right in the heart of Key West's bustling seaport this blissfully ideal cottage-style house offers all the amenities one could desire... View all property information
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    Key West, Florida Keys
    1 / 53
    5 of 5 stars (14) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Almost Southernmost Retreat is made up of Part of ALMOST SOUTHERNMOST and Part of ALMOST SOUTHERNMOST TOOon the 400 block of Truman Avenue is the perfect location between Duval Street and Whitehead Streets. This style is common throughout the islands. Located in a row of identical cigar-maker... View all property information
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    Key West, Florida Keys 33040
    1 / 37
    4 of 5 stars (11) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    €445
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    About this property
    **Recently Renovated!! Located in Duval Square (between Duval St and Simonton St) where fine and varied dining abounds (Square One, Origami Sushi Restaurant and New York Garden Cafe), This development extends from Duval Street to Simonton Street and is in the heart of historic Old Town. It is... View all property information
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    Key West, Florida Keys 33040
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    €4,115
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    About this property
    This gentle Governor's Retreat in the Key West Meadows is an immaculate luxury vacation rental cottage ideal for a quiet couple or single person with discerning taste. The property is the perfect Key West setting for rest, relaxation, and rejuvenation. It is ideal for the person of distinction who... View all property information
    Location Information
    Key West, Florida Keys
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €2,236
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    • Air Conditioning
    • Balcony
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • x
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    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Salt Pond Hideaway is located right off of South Roosevelt Blvd. in the oceanfront Salt Ponds Condominium Complex. It offers a neighborly and relaxing atmosphere with the ocean breezes of the Atlantic right... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 30
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    From
    €906
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    • Internet Access
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    • Pet-friendly
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    • x
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    About this property
    Just like its name, Petunia is a happy place. Open the picket gate, walk down the short, bricked walk and open the original wood door with a grin from ear to ear. You’ve come home. This two-story, two-bedroom home with a beautifully updated, second-floor bath offers the kinds of privacy and... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 25
    5 of 5 stars (42) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    From
    €344
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    • DVD Player
    • Grill
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    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
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    • x
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    About this property
    Poinciana House, a one-bedroom, two-full bath conch cottage, is a standout in authentic Florida design and guest friendliness. The private pool area and tropical garden is where you find the namesake Royal Poinciana tree complete with a chair hammock beckoning from one enormous branch. Swinging... View all property information
    Location Information
    Key West, Florida Keys
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    €222
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    About this property
    Truman at Duval - if you're looking for South Beach slick-- not here! If you're looking for Key West charm and location, look no further. Small 2 bedroom, 1 bath, apartment that just screams fun and good times! Duval, with its world class reputation, beckons you to come play. Sight-seeing, people... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 26
    4 of 5 stars (4) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    €984
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    • Terrace
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    • Air Conditioning
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    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** The spacious living room/dining room features a with large flat screen TV and DVD player. Living room French doors open up into the private deck which features outdoor seating and a Gas BBQ Grill, making your... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 15
    5 of 5 stars (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    From
    €346
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    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Washer
    • Parking
    • Balcony
    • Internet Access
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Steps from Duval Street, the Lighthouse, the Hemingway Home, shops, restaurants, and galleries! 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... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 20
    3 of 5 stars (1) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    From
    €581
    / Night
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    • Shared Outdoor Pool...
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    • x
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    • Elder access
    • ?
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    About this property
    Originally built in 1938, Amanda's Dream Suites vacation rental is a charming large wooden home offering two full stories with deep porches which overlook the garden and pool. An exterior stair case on one end of the building join the first and second floor. A renovation of the home in the early... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 19
    4 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    From
    €206
    / Night
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    • DVD Player
    • Internet Access
    • Balcony
    • Porch
    • Washer
    • Satellite TV
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    There's no better way to experience 'Island Time'-that slow shifting of hours that makes Key West such an ideal vacation spot-than staying at Royal Palm. Located in the prestigious Foundry building within the exclusive Truman Annex gated community, this two-bedroom, three-story brick townhouse... View all property information
    Location Information
    Key West, Florida Keys
    1 / 38
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
    From
    €1,811
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    • Private Outdoor...
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Elder access
    • x
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    About this property
    'SOUTHARD LOVE' is located on Southard Street on the corner of LOVE Lane This home is a perfect example of WHY people come to Key West to stay for a month or more! Live the island lifestyle outside enjoying the front porch, the second floor balcony, and the side lounge area with cocktail pool.... View all property information
    Location Information
    Key West, Florida Keys
    1 / 21
    3 of 5 stars (7) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    From
    €716
    / Night
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    • Air Conditioning
    • Parking
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A Private Tropical Paradise... is the feeling you get when you enter the pavilion of this extraordinary award winning villa just a half block off Duval St. in Old Town Key West. I first visited this private home when it was featured on the prestigious Garden Home Tour of Key West which opens a few... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 27
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    €984
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    • Air Conditioning
    • DVD Player
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    • Grill
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** Granite counter tops are in the well outfitted kitchen. The bath has travertine on the floors and walls- its small but very attractive with a bath/ shower combination. This great location, together with... View all property information
    Location Information
    Key West, Florida Keys 33040
    6 Bedrooms, 6 Bathrooms, Sleeps 22 | Quick View
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    €937
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    • Balcony
    • Patio
    • Parking
    • Terrace
    • Grill
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Papa's Hideaway is a Guesthouse property comprised of Garden of Eden , Torrents of Spring , Sun Also Rises , For Whom the Bell Tolls , Islands in the Stream Minimum Stay: Please contact Key West Vacation Rentals regarding minimum stays and special rates. Minimum stay requirements apply on... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    €2,236
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    • Air Conditioning
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    • 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.*** Nestled in tropical, flowering gardens, the Providence Suite is perfectly located, 1/2 block from Duval Street Downstairs is the living room with Queen sleeper sofa, dining room and fully equipped kitchen.... View all property information
    Location Information
    Key West, Florida Keys 33040
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    1 / 32
    5 of 5 stars (9) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    €608
    / Night
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    • Washer
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    • Private Outdoor...
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    • Patio
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    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    “Southard Comfort” is 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
    Location Information
    Key West, Florida Keys 33040
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
    From
    €11,629
    / Month
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    • Hot Tub
    • DVD Player
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    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    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
    Location Information
    Key West, Florida Keys 33040
    1 / 16
    2 of 5 stars (1) Poor
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    €268
    / Night
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    • Air Conditioning
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    • Pet-friendly
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    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    An exclusive island style brownstone perfectly nestled in Key West's most prominent gated waterfront neighborhood known as 'Truman Annex', this striking tri-level historic building has all the architectural allure of a 19th century urban brownstone with an unparalleled modern Caribbean... View all property information
    Location Information
    Key West, Florida Keys
    1 / 22
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    From
    €10,734
    / Month
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    • Porch
    • Shared Garden
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    • Pet-friendly
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    • ?
    • ?
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    • x
    • ?
    About this property
    Classic romantic 1800’s Key West architecture has inspired a superbly executed renovation of this extraordinary historic Victorian estate. Displaying a perfected cosmopolitan flair, the owner / designer has artfully intertwined a look-back into architectural history with a sophisticated... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 21
    4.5 of 5 stars (5) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    From
    €716
    / Night
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    • Satellite TV
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    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    You know that incredible experience of Déjà vu? When you enter someplace for the very first time, and instantly you get that sense that you’ve been there before? When I first visited this vacation rental house, it happened to me. My mind sparked, the place seemed wonderfully familiar, and I felt an... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 9
    2.5 of 5 stars (3) Poor
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    From
    €313
    / Night
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    • Satellite TV
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    • x
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    • Elder access
    • x
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    About this property
    Perched just above the fun and frolic of Duval Street at the City Island View vacation rental suite, you're sure to capture the 'island beat' that stirs this tiny tropical island of Key West, Florida. This extraordinary Key West vacation rental features the original 2nd floor front porch that spans... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 25
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    €358
    / Night
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    • Patio
    • Grill
    • Private Outdoor...
    • Internet Access
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This home has a unique pricing structure. While it can rent for less than 30 days, the owner prefers Monthly rentals. Because of this, this home offers substantial (25% off) Monthly Rental discounts. Your space. Your vacation lifestyle. The Quilted Giraffe provides both. This two-bedroom, two full... View all property information
    Location Information
    Key West, Florida Keys
    1 / 24
    4.5 of 5 stars (12) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    €268
    / Night
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    • Balcony
    • Satellite TV
    • Internet Access
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    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
    Location Information
    Key West, Florida Keys 33040
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
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    €177
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    • Balcony
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    • Pet-friendly
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    • Child-friendly
    • ?
    • ?
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    • x
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    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
    Location Information
    Key West, Florida Keys 33040
    1 / 35
    5 of 5 stars (1) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    From
    €1,073
    / Night
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    • Terrace
    • Balcony
    • Air Conditioning
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    • x
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    • x
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    About this property
    Island Rendezvous vacation rental offers the perfect solution for a gathering of family or friends who desire to be in the heart of Old Town Key West. Here you will enjoy a completely private retreat with an atmosphere of wonderfully unchanged Caribbean charm. By combining Pavilion Villa and Down... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 27
    4.5 of 5 stars (26) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    €132
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    About this property
    Part of the Nightly group unit Tres Flores You won't find a better private off-street parking is just outside your door. Turn down 'Free School House Lane' (1/2 block from the Marquesa Hotel & Restaurant) and you are home! Featuring a queen pillow-top bed with light weight down comforter and 10'... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 Bedrooms, 3 Bathrooms, Sleeps 18 | Quick View
    From
    €5,367
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    • Internet Access
    • Waterfront
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    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** a passport tucked away off of mile marker 15. While relaxing in the 20x12 free form lagoon pool, the surrounding scenery makes you feel like you are on your own deserted island. Around the back of the... View all property information
    Location Information
    Key West, Florida Keys
    1 / 9
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    €2,594
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    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Completely hidden from the street, this recently redecorated garden flat provides you with two private entrances off a large gated manicured garden. Your own private expansive covered bricked front porch spans the width of the garden right out the front door and leads to a beautiful meditation... View all property information
    Location Information
    Key West, Florida Keys
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    €4,920
    / Month
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    • Air Conditioning
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    • Pet-friendly
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    • ?
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    • Elder access
    • x
    • ?
    About this property
    Key West has long been loved for its playful spirit, forever attracting all genres of fun-loving artists, musicians, and writers. In recognition for the island’s historical humor, we have fondly named this beautiful upscale home, On Hemingway’s Rounds. Paying tongue-in-cheek homage to Papa’s... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 16
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    €2,773
    / Month
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    • Satellite TV
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Island living is made easy in this tropical one bedroom, 2-story Key West cottage. A classic-contemporary Key West style, this attractive rental home is designed with a graceful spiral stair case that connects the 1st and 2nd floors and a romantic gingerbread Juliet-style 2nd floor balcony... View all property information
    Location Information
    Key West, Florida Keys
    1 / 25
    5 of 5 stars (14) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    From
    €277
    / Night
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    • Internet Access
    • Outdoor Dining Area
    • Satellite TV
    • Washer
    • Balcony
    • DVD Player
    • Parking
    • Air Conditioning
    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
    Location Information
    Key West, Florida Keys
    Studio, 1 Bathroom, Sleeps 2 | Quick View
    other travellers have booked this property
    From
    €115
    / Night
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    • Parking
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This cute and colorful studio is perfect for anyone who is excited to explore Key West. You are just around the corner from all Duval Street has to offer. Restaurants, bars, shops, live music.. it's all just steps away. Be sure to catch the sunset at Mallory Square and a bite to eat on the harbor.... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 22
    4.5 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    €581
    / Week
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    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Washer
    • Private Outdoor...
    • Grill
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    First floor corner condo perfect for 2 plus space for visiting friends and family! A surprise awaits you inside the gates of the Southard Square village. Nestled in the heart of Historic Key West, you will be only 4 blocks from world famous Duval Street and 3 blocks away from the scenic Historic... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 32
    4.5 of 5 stars (38) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    From
    €141
    / Night
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    • Air Conditioning
    • Balcony
    • Parking
    • Internet Access
    • Satellite TV
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    With world class nightlife, shopping and restaurants all within walking distance, you are in the center of the best that Key West has to offer. Located on the second floor of a lovely Victorian-styled complex, this 1 bedroom/1 bathroom condominium features a full kitchen, high ceilings and a... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 24
    4.5 of 5 stars (13) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    From
    €689
    / Night
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    • DVD Player
    • Washer
    • Hot Tub
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Keys have some of the most charming, top-rated vacation residences in the world. Truman House, a 1920's Conch home with four spacious bedrooms, three full baths, a dazzling pool, and ample amenities easily qualifies for the list. And as an added perk, this classic pet-friendly home is located... View all property information
    Location Information
    Key West, Florida Keys
    1 / 27
    3 of 5 stars (5) Average
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
    From
    €1,118
    / Night
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    • Satellite TV
    • Air Conditioning
    • Porch
    • Shared Garden
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Featured on HGTV House Hunters on Vacation, the timeless charm of this distinguished Classic Key West Estate vacation rental is at once authentic and magnificent. If you have ever had the opportunity to stroll the residential streets of the Historic Seaport of Old Town of Key West, you have... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 18
    4 of 5 stars (6) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    From
    €716
    / Night
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    • Air Conditioning
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Have you ever outgrown a favorite small space, and dreamed about transforming it into something larger and even better?  Wishing you could somehow magically gain enough room to expand it so it offered twice the space, while keeping all its original charm?  Well … that’s exactly what happened right... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 21
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    €6,217
    / Month
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    • Air Conditioning
    • Washer
    • Grill
    • DVD Player
    • Internet Access
    • Private Outdoor...
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    To say this townhouse condominium is worth the amassed treasure of Blackbeard, one of the most notorious and wealthy pirates in seafaring history, is a major understatement. The 1950's era art deco Steamplant at water's edge has been quintessentially transformed into Old Town Key West's most... View all property information
    Location Information
    Key West, Florida Keys 33040
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    From
    €267
    / Night
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    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Grill
    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
    Location Information
    Key West, Florida Keys 33040
    1 / 16
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    €7,604
    / Month
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    • Shared Garden
    • Parking
    • Air Conditioning
    • Internet Access
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    When I first toured this special Key West ~ Indies vacation house, I was struck by the refreshingly authentic blend of its multi-cultural exterior design and interior decor, and felt as if I could be standing in a villa in the British Virgin Islands (BVI). It's not surprising the home embodies this... View all property information
    Location Information
    Key West, Florida Keys
    1 / 38
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    €649
    / Week
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    Amenities & Details
    • Washer
    • Terrace
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Grill
    • Balcony
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    28 Night Minimum Stay Requirement - The Treetop Apt at The Sailmaker's House This second floor one bedroom apartment has one of the most desireable walking locations in Historic Old Town. Located only 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street. There is a 28 night... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    From
    €4,920
    / Month
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    • Private Outdoor...
    • Air Conditioning
    • Grill
    • Internet Access
    • Terrace
    • Patio
    • Balcony
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Due to licensing restrictions, this property has a minimum stay of 28 nights. Aqua Pearl Crest is a recently and completely remodeled 3 bed 3.5 bath home with a private pool, off-street parking & an outdoor shower. The open-concept kitchen is outfitted with stainless steel appliances and granite... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    €483
    / Night
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Grill
    • Parking
    • Private Outdoor...
    • Patio
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Location! Style! Elegance! This beautiful home is the fabulous combination of everything a great vacation property should be. One half block to Duval Street in the historic district, the location can't be beat. The home's history is rich; neighboring the historic Gato Cigar factory which is now... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 30
    4 of 5 stars (2) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    From
    €626
    / Night
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    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Undeniably adorable, Key West Wabi Sabi vacation rental is a celebration of authentic Key West cottage style island living. Built in 1930, the front of the historic wooden plank house is held to vintage form with loads of original details, complete with welcoming front porch and saw-tooth tin roof.... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 29
    5 of 5 stars (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    €649
    / Week
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Grill
    • Balcony
    • Washer
    • Air Conditioning
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful second floor studio for two on the second floor of the historic Sailmaker's House. - Incredible location in Historic Old Town! 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 floor plan maximizes the... View all property information
    Location Information
    Key West, Florida Keys 33040