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Rentals for Seniors in Key West, FL

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    $240
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    1 / 20
    4 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 / 27
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 / 26
    5 of 5 stars (31) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 / 14
    5 of 5 stars (19) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6
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    • Wi-Fi
    • Watersports Nearby
    • TV
    • Air Conditioning
    • Dryer
    • Grill
    • Refrigerator
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Relax of the Island Style front porch and enjoy Key West at it's finest. Centrally located, less than a block from Duval - this Completely updated 2 Bedroom, 1 Bath will simply amaze you! High Ceilings, tall windows, full kitchen with separate dining room and plenty of space to make your Key West... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed August 22, 2015
    Traveled to Key West with my sister and my Mom to celebrate Moms 85th birthday. The house was so close to everything we wanted to do and see. The grocer nearby was great, the...
    4 of 5 stars Reviewed May 2, 2015
    We stayed for three nights in April. Checked in Saturday, and as we were unloading our car owner came by to say hi and ask if we had any questions. She answered the few...
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    1 / 26
    5 of 5 stars (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Air Conditioning
    • Ocean Views
    • Hot Tub
    • Water Views
    • Wi-Fi
    • TV
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    ************************************************************************************************************************ TAKE 20% OFF: -- Stay October 24-27 (3 nights) and pay $950 instead of $1,200. -- Note, taxes and fees will be added to all rates. TAKE 30-40% OFF 2-NIGHT GET-AWAYS: --... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed June 23, 2015
    My wife and I stayed here on our honeymoon and were absolutely 100% pleased with the condo. I have to honestly say it was the nicest condo either of us have stayed in. The view...
    5 of 5 stars Reviewed June 16, 2015
    My husband and I stayed at this condo for 2 weeks. Had the best vacation ever. The view from the balcony is fabulous and tranquil. Didn't want to leave. The condo itself is...
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    $6,950
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    3 Bedrooms, 5 Bathrooms, Sleeps 9
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    • Wi-Fi
    • Air Conditioning
    • Children's Pool
    • Waterfront
    • Game Room
    • Hot Tub
    • Watersports Nearby
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    One of the very few & one of the largest Ocean Front Suites in Key West This place is really incredible! it's one of the largest ocean front suites in Key West. 3 bed room, 2 bath, 2200 square ft .You are literally 20 yards from the oceans edge. The wrap around balcony affords 90' of unobstructed... View all property information
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    Key West, Florida Keys 33040
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    $210
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    1 / 27
    5 of 5 stars (45) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Hot Tub
    • Stereo System
    • Wi-Fi
    • Satellite TV
    • Watersports Nearby
    • Air Conditioning
    • Staffed Property
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    This is a non-smoking condo (smoking on the balcony only) with that 'home away from home' appeal. My condo is reasonably priced and includes 1 king bed suite and 1 queen bed suite and a sofabed. All bed linens are provided. Wait there is more, 2 full baths, fully equipped kitchen (dine in/dine... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed August 10, 2015
    We had another great stay at our annual retreat in Key West. The condo that we regularly stay in has easy parking the room itself was great and is very close to everything. The...
    5 of 5 stars Reviewed August 3, 2015
    We found the condo to be all it was described to be. It was large enough for comfort, cozy enough for a good time. The location was away from the down town, as we wanted it, but...
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    1 / 5
    3.5 of 5 stars (2) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Shared Tennis Court
    • Grill
    • Air Conditioning
    • Internet Access
    • Garage
    • Satellite TV
    • Patio
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Penthouse unit has designer furniture in this two bedroom (master has king size bed and guest bedroom has a queen) with a comfortable queen sleeper sofa in the living room. Two full bathrooms, full kitchen, dishwasher, microwave, cook top and electric oven, and outside balcony overlooking the... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed May 25, 2015
    This room had all the comforts of home. A bit dated, but very clean. A bit of a drive to Duvall though. About a 10-12 min cab ride. We were there with 6 people and the cab drivers...
    3 of 5 stars Reviewed September 3, 2013
    Our first night I was kept up until 4 AM by noisy you people and I love to hang and have fun but come on they were really poorly behaved. The following night Saturday of Labor Day...
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    $325
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travelers have booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Ocean Views
    • Hot Tub
    • Wi-Fi
    • Sauna
    • Air Conditioning
    • Shared Tennis Court
    • Satellite TV
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    WELCOME to our beachside condo in Key West. Our terrace directly overlooks Smather's Beach and is the focal point of our home; watch the sunrise with coffee; watch the kids on the beach and the parasailors fly by; have a private sunset dinner; enjoy a late night drink and watch the cruise ships... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $1,500
    / Week
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travelers have booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Dryer
    • Hot Tub
    • Water Views
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    The Hyatt Windward Pointe is the most luxurious accommodation in Key West. One king bedroom suite with ocean views, queen bedroom and sleep sofa (accommodates 6), Full kitchen, balcony with ocean views, W/D in unit, TV in every room, large pool and hot tub, volleyball court, amazing landscaping.... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    From
    $85
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    1 Bedroom, 1 Bathroom, Sleeps 2
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    • Towels Provided
    • Terrace
    • Balcony
    • Grill
    • Wi-Fi
    • Parking
    • Linens Provided
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Nicely furnished private room and bath in quiet, desirable neighborhood in Old Town Key West. A/C + Cable TV + WiFi. Access to enchanting, large pool/deck area with outside grill. Equipped with microwave and refrigerator. The pool/deck area is beautifully landscaped and available for your use.... View all property information
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    Key West, Florida Keys 33040
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    $270
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    1 / 15
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Amenities & Details
    • Stereo System
    • Air Conditioning
    • DVD Player
    • Dryer
    • Washer
    • Garage
    • Refrigerator
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Upper Duval is the best! A few steps away from the Southernmost pt & beaches,great restaurants,art galleries, Louies backyard,and Blue Heaven. A few more steps from Mallory sq, Sloppy Joes, Smokin tuna, the pier restaurants, entertainment day and night. Have the best of both worlds, be in the... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed March 18, 2015
    Wonderful location. Delightful owners. Relaxed and comfortable. Pool area great...sun if you want it and shade if you need it. Would definitely recommend to friends and will stay...
    5 of 5 stars Reviewed March 2, 2015
    My wife and I stayed in Shelley's Rooftop Hideaway for the entire month of February. It was fantastic, and we had a great time in Key West, due in no small part to the location...
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    $260
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    1 / 14
    4 of 5 stars (14) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • There Are Tennis...
    • Internet Access
    • Hot Tub
    • Washer
    • DVD Player
    • Satellite TV
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This quiet four-story condominium building is located just a short walk across the road to the Ocean with a recreational side walk miles long for running, walking, rollerblading and biking to Smaters Beach which is Key West's largest beach. This 2 bedroom, 2 bathroom unit offers all the convenience... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed May 28, 2015
    Traveled with husband and teenage son. Plenty of room. Away from the really busy area of Key West. Clean. Close to the beach (brisk walk or bike ride). Did not use the pool...
    4 of 5 stars Reviewed March 30, 2015
    I traveled with my wife and 3 teen daughters for spring break. The condo was very nice with plenty of room for my family. The owner responded quickly to my Tripadvisor request and...
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    $250
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Incredible resort during the 'peakest' of peak seasons in Key West, Florida. This extraordinary resort is not right in the heart of the Duval Street area, and it therefore offers the best of both worlds to visitors. Since it's within a short car or cab or scooter or bike ride from the Old Town... View all property information
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    Key West, Florida Keys 33040
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    $318
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    1 / 10
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • TV
    • Refrigerator
    • Grill
    • Patio
    • Porch
    • Watersports Nearby
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Just 1 short block from Duval Street the Southernmost Retreat is a recently renovated and decorated 3 bedroom, 2 bath house located Simonton Street. The Southernmost Retreat is located in the Simonton Historic Cottages enclave and is surrounded by fine restaurants, art galleries, shopping and in... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed July 20, 2015
    Great place to sleep-we spent most of the time touring-courtyard was great for meeting new friends-place was very clean and plenty of space for 3 couples-location was very...
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    $260
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travelers have booked this property
    Overview Make Inquiry
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    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Washer
    • Elevator/Lift access
    • Watersports Nearby
    • There Are Tennis...
    • Air Conditioning
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This 2 bedroom, 2 bathroom unit offers all the convenience and comfort of your own home. It is spacious and fully equipped. Located just minutes from Smathers Beach, two miles from Higgs Beach. This condo is a fourth floor unit (there are two elevators in the building). It has a private balcony... View all property information
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    Key West, Florida Keys 33040
    From
    $349
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    1 / 18
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Amenities & Details
    • Watersports Nearby
    • Water Views
    • DVD Player
    • Wi-Fi
    • TV
    • Air Conditioning
    • Ocean Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Upscale 'Yacht and Breakfast'! 3 bedroom, (4th convertible bed), 2bath luxury yacht. IF TRAVELING WITHIN 10 days please contact us for reduced rates! Cruises can be added on for additional fee. Fully equipped from bow to stern -- Galley (kitchen to the non-boat speakers) has all cooking, baking and... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed May 26, 2015
    We had two couples staying for a long weekend,we couldn't of asked for a better place to stay,we have stayed in key west over 50 times in the past 10 years at numerous places and...
    5 of 5 stars Reviewed May 25, 2015
    It was a fun and unique vacation! At first it took some getting used to, flushing the toilets, water supply, close quarters, etc. But by the end that's what made it memorable. The...
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    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Watersports Nearby
    • Waterfront
    • Shared Tennis Court
    • Housekeeping...
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    WOW Oceanside Voted #1 Key West's Best Luxury Penthouse Marina/Condo/Pool Direct Oceanfront 1490 Sq Ft Condo, 3 Bedrooms, 2 Baths, (Sleeps 6)Oceanside Marina is one of the newest and one of the most prestigious communities offering breath taking water views and large, open units. The amenities are... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed May 1, 2015
    My brother, mother and I and our spouses met up in Key West for a great vacation. This condo had plenty of space inside and out for 6 adults and was very comfortable. The deck...
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    $350
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    1 / 22
    2 of 5 stars (1) Poor
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Waterfront
    • Refrigerator
    • Air Conditioning
    • Grill
    • Internet Access
    • Sauna
    • Gym
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    BETTER THEN ANY HOTEL IN KEY WEST HANDS DOWN :) As the name suggests Key West Livin' this is the only way To truly experience what Key West is all about. Stay aboard this 50 foot Ocean Super Sport Yacht instead of a hotel room in Beautiful Harbor Yacht Club located on the ocean with Beach ,... View all property information
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    Key West, Florida Keys 33040
    2 of 5 stars Reviewed May 18, 2015
    Would be lovely with lots of maintenance and repairs. Water leak in the cabin, smells humidity, surage, fridges are sticky from dirt and the fridge door won’t even close. Towels...
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    $183
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Dryer
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located on a quiet residential street in the beautiful Key West neighborhood of Casa Marina, A Low Key Paradise has a beautiful open layout, with views of the large private patio and pool visible as soon as you enter. Guests can walk to nearby Higgs beach, and Higgs beach dog park— perfect for your... View all property information
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    Key West, Florida Keys 33040
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    $197
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    1 / 11
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Private Outdoor...
    • Elevator/Lift access
    • Gym
    • Private Tennis Court
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    The resort all the convenience and comfort of your own home with these spacious fully equipped 2 bedroom condos located just minutes from Smathers Beach and 2 miles from Key West Airport. This location is also two miles from popular Higgs Beach and between 4 miles from the Key West Lighthouse... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed June 26, 2015
    Very lovely condo!!! Close to everything you need! It was our first time to key west and when we return we will definitely try to stay here again!!!! We really enjoyed our time.
    5 of 5 stars Reviewed March 22, 2014
    A great condo. All the amenities. Covered parking, close to the pool. Easy access to downtown, either by car or taxi. Wonderful communication with the owner. First time for 4 of...
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    1 / 14
    5 of 5 stars (47) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Shared Tennis Court
    • Stereo System
    • Private Outdoor...
    • DVD Player
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This luxurious condo/hotel features a wonderful tropical interior design. It has 2 spacious bedrooms (one room with a king-size bed and a full bath and one queen-size bed with a full bath. The unit has a fully equipped kitchen that looks onto the living room with a queen-size sofa sleeper. The... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed August 3, 2015
    Our stay at the condo was very enjoyable. It had all the comforts of home. We found the location to be great; close enough to downtown, far enough away for quite time! We would...
    5 of 5 stars Reviewed July 14, 2015
    From the beginning to the end, the process of renting the condo was made very easy owners were a pleasure to deal with and the condo was nice, clean and comfortable and all...
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    From
    $289
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 4
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Tropical oasis in the heart of key west. Historic landmark 1 block from duval street. Walk to the pier for sunset celebrations, artists, musicians and entertainment. Surrounded by restaurants and shops and key wests popular theatre. Mel fishers museum is just down the street. Enjoy bicycles,... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $2,500
    / Week
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    2 Bedrooms, 5 Bathrooms, Sleeps 6
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    Overview
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Water Views
    • Wi-Fi
    • Hot Tub
    • Watersports Nearby
    • Ocean Views
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    This property is located on the north side of Key West 4 miles from downtown.It is available from Dec. 27th to January 3rd. A great venue for the holiday season. This is a great two bedroom two bath unit with master bedroom and en suite. Private balcony which overlooks outdoor infinity pool. Also a... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $3,000
    / Month
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    2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Overview
    Amenities & Details
    • Shared Outdoor Pool...
    • TV
    • Air Conditioning
    • DVD Player
    • Stereo System
    • Watersports Nearby
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Spacious, tranquil Old Town Key West home. Two bedrooms, 2.5 bathrooms, sleeps up to 7. We are booking monthly renters for Sept. ($3000), Nov. ($5000), and Dec. 2015 ($6000).Space for you, your family, and your guests. This is a very spacious — 2600 sq. ft. including lanai. Master bedroom has... View all property information
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    Key West, Florida Keys 33040
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    $359
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    1 / 24
    4.5 of 5 stars (39) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    Overview Reviews (39) Make Inquiry
    Overview Reviews (39)
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    • Washer
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    • Sauna
    • Water Views
    • Waterfront
    • TV
    • Gym
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fully Appointed Suite- Condominium Unit- 2 Bedrooms, 2.5 Baths (Sleeps 4-5) Our beautifully landscaped property and contemporary housing will provide you with a serene tropical setting ideal for a relaxing vacation getaway. Located off the azure waters of the Atlantic Ocean, minutes away from... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed August 20, 2015
    I am an owner at Naples, and have been coming down for the past 5 years, for up to a week, each summer. I started years back trailering my 24 foot bay boat, and now I just drive...
    4 of 5 stars Reviewed August 20, 2015
    Beautiful property. Clean, spacious suites. Perfect for families. Convenient dock and marina. Restaurant service was fine but food was just "ok". Enjoyed being close to Key...
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    1 / 17
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Air Conditioning
    • Shared Tennis Court
    • Sauna
    • Water Views
    • Waterfront
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The 'SeaJay' at La Brisa is located in a gated community overlooking the Atlantic Ocean just steps away from Smathers Beach with it's pristine sand and palm trees. Directly across the street is Key West's longest sidewalk along the beautiful ocean for bike riding, jogging or walking. Smathers... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed July 19, 2015
    Myself, my husband, my sister and brother-in-law had visited Key West on a cruise and wanted to return for a week vacation. I rented this condo because of it's location to a...
    5 of 5 stars Reviewed May 21, 2014
    We enjoyed our week in the condo immensely. I considered it a bargain compared to other vacation rentals we checked. There were 5 of us (3 generations) and there was plenty of...
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    5 of 5 stars (26) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    • Air Conditioning
    • Sauna
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Key West Vacation Rentals 2 Bed 2 Bath Condos On The Ocean with ocean and partial ocean views - rent weekly or nightly. To see both my condos on my website with active availability calendars and virtual tours - Click on my name 'Henry Karp' - just to the right of this paragraph then scroll down... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed April 27, 2015
    This condo is just what we were looking for. Nice large balcony to sit on and enjoy the view. Kitchen is full equipped with everything you will need, ie pots, pans, cups, plates...
    5 of 5 stars Reviewed July 23, 2014
    This was a great place to stay with my husband and four teenage kids. We all had plenty of room as the rooms were huge...even the bathrooms! Everything we needed was there...even...
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    1 / 28
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview Reviews (1)
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    • Stereo System
    • Internet Access
    • Washer
    • DVD Player
    • Hot Tub
    • Gym
    • Satellite TV
    • Air Conditioning
    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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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed October 28, 2014
    fabulous condo on a very secure property close to the beaches. Roosevelt Blvd is within walking distance and has a sidewalk large enough for walking and biking along the ocean...
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    1 / 18
    4.5 of 5 stars (22) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Porch
    • Refrigerator
    • Stove
    • Linens Provided
    • TV
    • Watersports Nearby
    • Wi-Fi
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    CALL AND ASK ABOUT OUR WEEKLY SPECIAL WITH 1 NIGHT FREE! You will love staying in this great Key West historic old town location where 90% of the residents are local. They each have an interesting Key West tale to tell and are a very warm,friendly and diverse group. Here you will absorb the... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed August 6, 2015
    Great deal!!! We came down end of July beginning of August for a friends wedding. While it is extraordinarily hot this time of year in Key West, we made the best of it! Great...
    5 of 5 stars Reviewed May 7, 2015
    Location was great, bike rental shop on the corner, but even walking was not far. Marilyn was a breeze to deal with and the apartment was exactly as described. No issues at all...
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    4.5 of 5 stars (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Air Conditioning
    • Sauna
    • Water Views
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Waterfront
    • Internet Access
    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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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed April 15, 2015
    In January 2014, my wife and I stayed here with our friends, Twistedintheburgh and his wife, Mrs. Twisted (Mrs. T). While he reviewed the places we went sight-seeing and dining...
    5 of 5 stars Reviewed March 5, 2015
    We really enjoyed our stay at 1800 Atlantic! We were in town for our daughter's Key West Beach wedding and the location so close to the airport was perfect for picking up...
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    1 / 32
    4.5 of 5 stars (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Satellite TV
    • Waterfront
    • Hot Tub
    • Sauna
    • Air Conditioning
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Paradise found reservations must begin and end on a Saturday. You feel it the moment you arrive. It's a rhythm. A rhythm set into motion over a century ago by pirates, artists, writers and other champions of leisure. Today that same rhythm beckons you to discover the charm and grace of Old Key... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed January 2, 2015
    We loved our stay in Key West which was enhanced by the condo's location, views, lovely large heated pool and jacuzzi with views of Atlantic Ocean, our balcony with view of ocean...
    5 of 5 stars Reviewed May 30, 2014
    The vacation property is well worth the price. It's well maintain with beautiful views and perfect pool. Very spacious and quiet, perfect for a family. The condo is a 2 to 3...
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    1 / 40
    4.5 of 5 stars (39) Very good
    10 Bedrooms, 6 Bathrooms, Sleeps 20
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    • Waterfront
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    • Water Views
    • DVD Player
    • Air Conditioning
    • Internet Access
    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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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed March 26, 2015
    This year while my friends and neighbors froze to death in Buffalo, my extended family and a few friends escaped the cold at the Real World MTV House in Key West. It was cold in...
    4 of 5 stars Reviewed February 4, 2015
    Our group of 18 stayed at the MTV house for my 60th birthday. We had a ball! The owner(Andrew) was very accommodating to our needs. The house was big enough for all of us to be...
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    1 / 24
    4.5 of 5 stars (7) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Shared Tennis Court
    • Hot Tub
    • Sauna
    • Air Conditioning
    • Watersports Nearby
    • Waterfront
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautifully remodeled, 1374 sq. ft., 2 bedrooms (both are King Beds) 2 Bath condo located on the beach in a resort complex -(SLEEPS 6). Gorgeously landscaped & located RIGHT NEXT TO SMATHERS BEACH, the largest beach in Key West! AMENTIES INCLUDE: Private 40' Balcony, Master suite, Resort... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed March 8, 2015
    This is a nice complex and the unit was very nice. If you like a quiet area of Key West this is it. It is really to far from the old town area to walk and parking in Key West is...
    5 of 5 stars Reviewed January 6, 2014
    I traveled with my wife and 4 teenagers. The best part about this condo was its location...It was a short walk to Smather's Beach in one direction, and 1 mile from Duval St. in...
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    1 / 18
    1 of 5 stars (1) Terrible
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview Reviews (1)
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    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Shared Outdoor Pool...
    • DVD Player
    • Hot Tub
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This popular island destination is the site of the only living coral reef in the coastal regions of the US. In addition to the marine life and water activities other features of Key West include natural preserves and unique land animals. Coconut Mallory Resort and Marina is located in Key West,... View all property information
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    Key West, Florida Keys 33040
    1 of 5 stars Reviewed April 3, 2014
    We booked this through Expedia (sorry trip Advisor). Check in began at 4 according to our printed information from Expedia. We arrived at 6:30--the office was closed--- it had...
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    1 / 13
    5 of 5 stars (1) Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 18
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    • Deck
    • Washer
    • Internet Access
    • There Are Tennis...
    • Air Conditioning
    • Satellite TV
    • Watersports Nearby
    • Private Outdoor...
    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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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed February 16, 2014
    So our stay was Friday - Tuesday in January … We rented the Hemingway suite then added additional rooms … Love Love Love this place !! can not say enough about the owners / and...
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    1 / 19
    5 of 5 stars (11) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Stereo System
    • Deck
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Envision yourself unwinding and getting into the casual clothes we wear in Key West while you look around and know you are in Paradise as our island is called. Then ask anyone and they will tell you the best place to stay in Key West is the Truman Annex. My Bermuda-style cottage is on the... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed July 7, 2015
    We just stayed at a Touch of Bermuda in June 2015. It was our first time staying at this unit, but we had rented from the owner, Jack Agnew the year before. Jack is so great to...
    4 of 5 stars Reviewed June 29, 2015
    A comfortable and conveniently located property. Enjoyed our visit to Key West in part because of Jack's hospitality and home.
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    1 / 15
    4.5 of 5 stars (10) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Air Conditioning
    • Sauna
    • Private Outdoor...
    • Hot Tub
    • Waterfront
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Make our lovely home your dream vacation destination in fun-filled tropical Key West, Florida. '1800 Atlantic' is Key West's premiere luxury condo complex on a private Atlantic Ocean beach. Our beautifully furnished large 2 bedroom and 2 bath condo overlooks a serene tropical garden. Both... View all property information
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    Key West, Florida Keys 33050
    5 of 5 stars Reviewed March 16, 2015
    Patrick was excellent. He responded to emails quickly. There were no extra charges. The location was just as described in a secure building. The condominium was very clean...
    5 of 5 stars Reviewed February 16, 2015
    We had a wonderful week at 1800 Atlantic. Patrick was a pleasure to deal with and was responsive to all our questions. The unit was in excellent condition. I was not prepared...
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    1 / 9
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome To Paradise!!! Located in the heart of Key West this charming 3 bedroom, 2 bathroom house has been completly renovated and includes 50', 42', and 27' flat screen TVs, DVR, and wireless high speed internet. The interior has just been furnished with custom designer furniture by Domestic Home... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed March 9, 2015
    We loved our stay at Catherine St. The home is set up with everything that you could ever need. The pool is very private. Skinny Dipping a definite. All of the furniture is custom...
    5 of 5 stars Reviewed February 26, 2015
    My husband and I spent both January and February here and loved it. Great beds, lots of room as we had at least another couple stay with us and twice we have three couples. Pool...
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    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 4
    other travelers have booked this property
    Overview Make Inquiry
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    • Washer
    • Grill
    • Balcony
    • Refrigerator
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    This 1200 sq ft luxury apartment in the the heart of Old Key West is located only 2 blocks off Duval St and is a short walk or bike to all the fun of Key West ! The property is completely private and safe, surrounded by a 6 foot gated fence and tropical landscaping. Due to local zoning laws we... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
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    1 / 21
    5 of 5 stars (9) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Stereo System
    • Air Conditioning
    • Satellite TV
    • Washer
    • Dryer
    • DVD Player
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Truman Annex Best Location in Town!! 2 Bedroom 1 Bath ground floor Shipyard Condo. This beautiful condo sits on a private quiet walking lane and is just a 5 minute walk to downtown where you will find Key West's famous bars and shopping. Also a 10 minute walk to Ft. Zachary Taylor, our beautiful... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed August 4, 2015
    We had an excellent time in Key West at the Truman Annex. The condo met our needs and the information provided before our stay helped us plan our activities. The owners were...
    5 of 5 stars Reviewed January 23, 2015
    While the Artist Cottage was not available, the owner had another Shipyard condo that was perfect for us. The property is nicely maintained, the pool clean and warm, and the...
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    $229
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    5 of 5 stars (15) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    other travelers have booked this property
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • TV
    • Dryer
    • Refrigerator
    • Grill
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located in the heart of Old Town, this split 2 Bedroom plan is just blocks from everything Key West has to offer. The famous Southernmost Point, Hemingway House, Lighthouse, Beaches and more. Just 1/2 block from Duval Street. Completely updated for your comfort and convience with new furnitire,... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed June 14, 2015
    Clean and sunny 2 bedroom apartment with fully equiped kitchen, only 1/2 block from grocery store and restaurants. We walked to everything, though there is a driveway for off...
    5 of 5 stars Reviewed April 10, 2015
    Had a fantastic holiday in the Bimini Suite. It was clean, well decorated and probably had the most comfy bed I've ever slept in whilst away from home. The garden area was lovely...
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    $175
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    4.5 of 5 stars (9) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    other travelers have booked this property
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    Amenities & Details
    • Shared Tennis Court
    • Gym
    • Internet Access
    • Air Conditioning
    • Dryer
    • Washer
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Tropical 2 bedroom, 2 bath Key West Condo. Large balcony overlooking pool. Full kitchen and living room with all the amenities of home. Large heated pool and Jacuzzi. Tennis court and gym. Washer and dryer in unit. Great condo complex on quiet side of island. Located 1 mile from Smathers... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed July 28, 2015
    Everything you need, easy to get around island. Quiet, no view of water. Great place for the price. I would stay here again.
    4 of 5 stars Reviewed March 25, 2015
    The people who work on property were very friendly. The main areas in the condo were very clean. The guest bath could have been cleaner. The kitchen had everything you would need...
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    $250
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    1 Bedroom, 1 Bathroom, Sleeps 3
    Overview Make Inquiry
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    • Dryer
    • Wi-Fi
    • Washer
    • DVD Player
    • Refrigerator
    • TV
    • Stove
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    This is a Queen Studio unit currently in renovation. The unit will be available for rent on October 16th, 2015, and we'll updated the description with updated images shortly. The unit features: * Queen Bed * Pullout Sofa Bed * Fully equipped kitchen * Private bathroom * Dining Area * Flat-Screen... View all property information
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    Key West, Florida Keys 33040
    From
    $290
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    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Satellite TV
    • Refrigerator
    • Dryer
    • Wi-Fi
    • Housekeeping...
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    A True Conch Cottage, for a True Key West Experience When you first see this petite looking cottage, you initially feel like you need to say, 'Awwww, how cute IS this small house?' But then once you walk in you feel quite stunned by how large it actually feels inside. Gifted with an open-concept... View all property information
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    Key West, Florida Keys 33040
    From
    $1,074
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    1 / 23
    5 of 5 stars (2) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16
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    • Internet Access
    • TV
    • Dryer
    • Air Conditioning
    • Patio
    • Private Outdoor...
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Ready to escape to Key West? Make the most of your visit and stay at Top of Duval Vacation Rentals, located in the heart of Key West's Old Town. It's like having your own private hotel. If you are vacationing with family and friends, Top of Duval offers a truly unique layout with six individual... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed July 28, 2015
    A group of our great friends and family decided to spend a week in Key West for some diving and partying. Our requirements included 1) a clean place, 2) convenient to Duval St...
    5 of 5 stars Reviewed December 22, 2014
    This place was fantastic. With friends or family every room has its own bathroom and kitchen so you Can spread out. The front of building is right in the action on duval and the...
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    $275
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    4.5 of 5 stars (25) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3
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    Amenities & Details
    • DVD Player
    • Deck
    • Air Conditioning
    • Washer
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This gracious one bedroom, one bath conch cottage with private pool is the perfect place for your dream vacation. Casablanca is set back from White Street which runs the fourteen-block width of the island from the Gulf of Mexico to a fishing pier jutting out into the wide Atlantic Ocean. The... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed January 9, 2015
    My girlfriend and I stayed here for a week in mid December. It was great. The pool was awesome to hang out at the house was the perfect size for two people. Having the full...
    5 of 5 stars Reviewed October 7, 2014
    My wife and I have made several trios to Key West but we decided to stay in a house for this trip, and we couldn't have been happier to find this gem. The house was better than...
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    $200
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    1 / 6
    5 of 5 stars (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Internet Access
    • Deck
    • Washer
    • Satellite TV
    • Dryer
    • DVD Player
    • Air Conditioning
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Here's Céad Míle Fáilte to friend and to rover That's a greeting that's Irish as Irish can be It means you are welcome a thousand times over Wherever you come from, whosoever you be. Welcome to our home across the pond. We know you will enjoy your time in Key West as much as we do and Our... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed January 18, 2015
    Loved our stay in this very homely apartment. The location was excellent in the private Truman annex but close to Duval st and the local Green Parrot! The apartment was very well...
    5 of 5 stars Reviewed October 11, 2010
    This was our first time visiting Key West and we truly enjoyed our stay at this condo. It was clean, well maintained and had all of comforts and amenties of home. The location...
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    $350
    / Night
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    1 / 10
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Unit C232 is one of the premium rental Condo's in the 1800 Atlantic Complex. Beautifully decorated with higher end furnishings. Top of the line full size fully equipped eat in Kitchen. Dining room area and spacious living room. Both Bedrooms and the living room open onto the expansive private... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed January 2, 2012
    We had an enjoyable experience from the time we arrived at 1800 Atlantic until we left. The nice security guard on duty on Sunday night couldn't have been more helpful. The unit...
    5 of 5 stars Reviewed July 15, 2010
    Every facet of our stay was perfect. We have stayed in many other places in Key West, and this is by far our favorite! We have stayed in this particular unit several times, and...
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    $4,000
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    1 / 14
    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (8) Make Inquiry
    Overview Reviews (8)
    Amenities & Details
    • Washer
    • Private Outdoor...
    • Patio
    • Grill
    • Air Conditioning
    • Wi-Fi
    • TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    THIS PROPERTY IS A MONTHLY ONLY RENTAL Casa Mañana at 800 Virginia Street is perfectly situated for the discriminating guest who wants to enjoy Key West at its finest. Located just two blocks from Duval Street, home of world famous watering holes, shopping and dining, you are steps away from... View all property information
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    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed April 23, 2012
    We've stayed in 4 different vacation rentals for a month or more at a time, and I think we enjoyed Casa Manana the best. Lots of character, great location, friendly cats and...
    5 of 5 stars Reviewed July 2, 2011
    The home was wonderful & the perfect size for our family. It was close to everything & we enjoyed the nearby church bells while sitting by the pool. We were surprised however...
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