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House Rentals and Apartments in Key West, FL

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    $225
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    1 / 20
    4 of 5 stars (4) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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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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    1 / 9
    5 of 5 stars (2) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
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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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    $349
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    1 / 18
    5 of 5 stars (5) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    • 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 3 WEEKS please contact us for reduced rates! Fully equipped from bow to stern -- Galley (kitchen to the non-boat speakers) has all cooking, baking and grilling items; 3/4 fridge/freezer, Keurig... 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 / 5
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Wi-Fi
    • Grill
    • Air Conditioning
    • Shared Yard
    • Parking
    • Towels Provided
    • Linens Provided
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Live in luxury poolside in a beautifully furnished studio (private room and full bath) apartment, situated in a quiet, coveted residential Key West neighborhood. Walk right outside your door into an enchanting, very nicely landscaped pool/deck area for your enjoyment. You'll be strategically... View all property information
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    Key West, Florida Keys 33040
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    $300
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    1 / 26
    5 of 5 stars (30) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Hot Tub
    • Sauna
    • Satellite TV
    • Waterfront
    • Watersports Nearby
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This Luxury unit is 1375 sq ft of breath taking beachfront living space in this tropical complex. Great views from the 40 foot deck which encompasses the whole unit. Every room has a spectacular view of the tropical Nature Preserve and the Atlantic Ocean. The complex is oceanfront with an Olympic... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed April 7, 2015
    Our family enjoyed this well stocked condo. They provided bikes to ride to the beach along with beach towels, beach chairs, umbrella, and cooler. The covered secure parking was...
    5 of 5 stars Reviewed March 25, 2015
    The condo is very spacious, lots of room for everyone and in a great location. The owners left us some very helpful tips and ideas for what to do in Key West. The Condo was clean...
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    $1,700
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    1 / 26
    5 of 5 stars (24) Excellent
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Stereo System
    • Washer
    • Internet Access
    • Satellite TV
    • Deck
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Casa Del Sol, a Key West Vacation...your very own luxurious and elegantly appointed 2 bedroom and 2.5 bath townhome with private carport... part of 45 lushly landscaped acres in Truman Annex. As part of President's Walk townhomes in gated Truman Annex, this premier waterfront community... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed June 16, 2015
    Spotlessly clean place. Everything as advertised. Quiet neighborhood in a semi-gated community. We took the auto-train to Sanford and drove down to Key West. Many quality...
    5 of 5 stars Reviewed May 5, 2015
    We scheduled our vacation with Jim and Joanne at Casa Del Sol and experienced a no hassle application. Our friendly hosts gave us all the information we needed to enjoy ourselves...
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    $4,000
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    1 / 9
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Towels Provided
    • Parking
    • Shared Yard
    • Linens Provided
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Two bedroom, two bath, totally renovated in 2015, all new, marble floors, 10 foot ceilings, granite counters, walking distance to all major tourist attractions, one site parking, one block from Southernmost Point, one block from famous Duval Street. local beach is less than one mile, restaurants,... View all property information
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    Key West, Florida Keys 33040
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    $219
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    1 / 14
    5 of 5 stars (18) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • 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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    Location Information
    Key West, Florida Keys 33040
    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...
    5 of 5 stars Reviewed April 5, 2015
    Great old house with lots of character in the perfect location. Very clean, comfortable beds, and a great pool area. Had one minor issue that management fixed for us right away...
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    $295
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    1 / 26
    5 of 5 stars (16) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • 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 July 20 - 23 (3 nights) and pay a reduced rate of $800 for all three nights instead of $1,020. -- Note, taxes and fees will be added to all rates.... View all property information
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    Location Information
    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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    $175
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    1 / 17
    4 of 5 stars (1) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Washer
    • Internet Access
    • Satellite TV
    • DVD Player
    • Deck
    • Water Views
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    For those of you who want to stay as close to Key West as possible without paying those outrageous Key West prices, stay with us between mile marker 10 and 11 in this waterfront condominium. This small, yet efficient penthouse condominium, 672 sq. ft., stands alone as a roof unit on building 3 of... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed May 3, 2014
    The condo was exactly what I was looking for and it was represented accurately. It was about fifteen minutes from Duval street, had a water view, it was quiet and the interior...
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    $259
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    1 / 14
    4.5 of 5 stars (15) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    Amenities & Details
    • Watersports Nearby
    • Refrigerator
    • Wi-Fi
    • Dryer
    • Grill
    • TV
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Just steps away from shops, restaurants, and the excitement of Duval Street, yet set on a quiet side street in a world of its own. With 3 bedrooms and 2 Baths, The Grand Bahama Suite has plenty of room for a large gathering or group of friends. Experience endless sunshine and the incomparable... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed June 21, 2015
    The Grand Bahama suite was spotless clean, beautifully decorated , perfectly located to walk everywhere. The kitchen had all the essentials and the washer dryer made it very...
    3 of 5 stars Reviewed June 17, 2015
    We arrived at approximately 3:30 p.m. we found the apartment or unit and gained entry easily. The unit was exactly like the pictures and what we expected. It is approximately a...
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    $1,500
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    1 / 4
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Make Inquiry
    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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    Key West, Florida Keys 33040
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    $1,425
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    1 / 29
    4.5 of 5 stars (21) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (21) Make Inquiry
    Amenities & Details
    • DVD Player
    • Grill
    • Parking
    • Shared Outdoor Pool...
    • Internet Access
    • Air Conditioning
    • TV
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    LINGER LONGER: 2 bedroom 1.5 bath townhome in Truman Annex. Master bedroom with queen bed and guest bedroom with trundle that converts to 2 twins are on either side of the full bathroom on the 2nd floor. Downstairs is an open floor plan with kitchen/dining/living room and half bath. French... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed May 18, 2015
    I am a repeat renter and plan to return next year. Walking distance to everything but in a quiet community off Duval.
    5 of 5 stars Reviewed July 24, 2014
    Great accommodations! My family had a great week here! Right by the pool and the condo had everything you need. Can't wait to stay here again!
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    $235
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    1 / 9
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • Water Views
    • Satellite TV
    • Waterfront
    • Deck
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    You have the use of one of four private cabins each with its own marine style bathroom and queen like bed for $235.. Three cabins available for six or less guest for $695. Captain Charles and wife Deborah use one cabin. You may choose our sunset sail for $50 per person that includes snacks and non... View all property information
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    Key West, Florida Keys 33040
    From
    $255
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    1 / 21
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Make Inquiry
    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
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    $1,500
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    1 / 6
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Deck
    • Ocean Views
    • Water Views
    • Staffed Property
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This Key West condo is legally listed as a one-bedroom. However it could easily accommodate two couples, or a family of 4, with privacy. The first floor includes a full kitchen, full bath, dining area, TV area with a sofa, and a Murphy Bed. The second floor (a lock-out unit) includes a 'closet... View all property information
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    Key West, Florida Keys 33040
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    $175
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    1 / 21
    5 of 5 stars (8) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Water Views
    • Deck
    • Air Conditioning
    • Watersports Nearby
    • Stereo System
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    What a unique way to spend time on the water. Its not a 5 star hotel but you will have a nice clean private chartered boat on the water. Get ready for a unique vacation that others will envy. Boat is a 2003 Beneteau 331, while the boat is dockside the marina has electricity, water and Internet.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed May 18, 2015
    After a bit of a problem confirming the reservation, and no help from Trip Advisor, we arrived as scheduled on 5-15 and were met by Yanna who gave us a detailed tour of the boat...
    5 of 5 stars Reviewed March 6, 2015
    We spent 3 nights on this boat. James the owner was easy going and welcoming. He explained all we needed to know and was available by phone for any questions or concerns. Boat...
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    $375
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    1 / 18
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Water Park Nearby
    • Waterfront
    • There Are Tennis...
    • Water Views
    • Ocean Views
    • Washer
    • Deck
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Look at this! July 4th weekend is open for your holiday stay! Obsession 37'ft. 1979 O'Day completely renovated with new interior and new varnish and paint throughout. $375/night for two people three nights preferred minimum. Half day 4 hour sail worth $600 included free (please plan cash 20% tip... View all property information
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    Key West, Florida Keys 33040
    From
    $183
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    1 / 27
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Deck
    • Watersports Nearby
    • Elevator/Lift access
    • Air Conditioning
    • Shared Tennis Court
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    ***Due to licensing restrictions, this Key West Condo rental requires minimum stay of 30 nights*** MONTHLY RENTAL ONLY - NO PETS ALLOWED - NO SMOKING - NO EXCEPTIONS Seaside Breeze is a true Key West island paradise. It is a wonderful two bedroom two bath, newly renovated condo decorated in light... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed March 17, 2015
    Stayed here for 2 months while I was having my house remodeled and I was very pleased with the facilities and the unit. The condo has been nicely redone and very well stocked...
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    $250
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    1 / 30
    4.5 of 5 stars (56) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (56) Make Inquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Stereo System
    • Wi-Fi
    • DVD Player
    • Watersports Nearby
    • Deck
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    All new luxury 2 bedroom / 2 1/2 bath condo of 1100 sq. ft. less than 1/2 mile outside of Key West in NEW gated community, including huge heated pool, clubhouse with fitness center. Sleeps up to 6 with a queen bed in each room and a queen sleeper/sofa in LR. We are 4 miles from Duval St. and 2... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed March 3, 2015
    We loved our vacation! The house was in a great location, easily accessible to many of the best rated restaurants and local convenient stores. We LOVED the provided bikes and rode...
    5 of 5 stars Reviewed February 8, 2015
    Nice condo and only ten minutes from downtown. Judy was great to work with. Pool on property was enjoyed by our family.
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    $210
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    1 / 27
    5 of 5 stars (41) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (41) Make Inquiry
    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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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed June 17, 2015
    It is away from the loud touristy area, which is what I wanted. We saved a ton of ,only by cooking our own meals. Condo was nice and clean. Beds were pretty comfortable. Pool...
    5 of 5 stars Reviewed June 11, 2015
    This property and Condo were awesome! I would highly recommend this unit and owner. The complex is conveniently located. Easy to find and well appointed. This is the best...
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    $185
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    1 / 5
    3.5 of 5 stars (2) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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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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    Location Information
    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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    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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    $3,500
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    2 of 5 stars (1) Poor
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    • Air Conditioning
    • Hot Tub
    • Deck
    • Patio
    • Stereo System
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The artist cottage is mainly used as a residence for visiting artist that are in town doing shows at my gallery. The cottage is very quiet and secluded with lots of privacy,situated amongst 100 year old trees and lush tropical foliage. The cottage was built in 1913 and is a true piece of old key... View all property information
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    Key West, Florida Keys 33040
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    $250
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    1 / 18
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • 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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    $300
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    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    • 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... 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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    1 / 10
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    • 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
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    $220
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    1 / 27
    4.5 of 5 stars (29) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (29) Make Inquiry
    Amenities & Details
    • Water Views
    • Internet Access
    • TV
    • Air Conditioning
    • DVD Player
    • Balcony
    • Hot Tub
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa, within minutes of the hectic lifestyle of downtown. Balconies run the length of this home offering fresh air and sunshine with ocean breezes wafting by. Condo offers street view; complex offers... View all property information
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    Key West, Florida Keys 33040
    2 of 5 stars Reviewed March 22, 2015
    We stayed for a week with my wife and 4 adult children. The location worked out nice for us near the beach and a small grocery store down the street. The unit was large and all...
    5 of 5 stars Reviewed July 29, 2014
    With a short walk to the beaches, the awesome pool and hot tub, and quick drive to Duvall Street, this was the perfect place to stay! Our condo was so clean and spacious and we...
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveler have booked this property
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    • Private Outdoor...
    • Air Conditioning
    • Deck
    • Internet Access
    • Washer
    • Dryer
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    ******** Key West laws state that this property can only be rented out monthly******* This lovely home is in the Casa Marina District of Key West. It has a front porch, front balcony that the 2 smaller bedrooms have access to, a large patio by the heated private pool in the back yard, and a... View all property information
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    Key West, Florida Keys 33040
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    $1,800
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    1 / 17
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Bluewater is a classic porch-on-porch Key West home with all the amenities to make your vacation ideal. Located in the prestigious Sanctuary of the Key West Golf Club, the house has two bedrooms each with its own private bath. The house sleeps 4 adults and two children or smaller adults. It... View all property information
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    Key West, Florida Keys 33040
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    $2,000
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    1 / 9
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • Towels Provided
    • Secure Parking
    • Linens Provided
    • Private Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Downtown Key West, one block from Southernmost Point, one block from Hemingway House, walking distance to all mojor tourist attractions, restaurants, galleries, beaches. Three bedroom, two bath totally renovated, on site parking, rear patio. Central Air, granite counters, stainless appliances.... View all property information
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    Key West, Florida Keys 33040
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    $183
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
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    • 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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    $310
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    1 / 23
    4.5 of 5 stars (17) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (17) Make Inquiry
    Amenities & Details
    • Balcony
    • Shared Outdoor Pool...
    • Internet Access
    • DVD Player
    • TV
    • Terrace
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    DUVAL COURTYARD - 3 bedroom 2 bath townhome has plenty of space, a fabulous location and all the amenities you could wish for. The main living area flows from kitchen to dining area to French doors that open to a balcony where you can sit and people watch. Master bedroom has bath ensuite along... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed April 16, 2014
    Our stay at Duval Courtyard was great except for the flight of stairs to the apartment. Anything that we had a problem with was quickly fixed. The home is very comfortable with...
    4 of 5 stars Reviewed October 24, 2013
    We enjoyed our time in Key West and at the home in Duval Courtyard. The location is great and the home was well , equipped and clean. Everyone we talked to regarding the home...
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    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    • 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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    Key West, Florida Keys 33040
    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...
    5 of 5 stars Reviewed January 23, 2014
    The condo was fantastic. I was clean convenient and would recommend to anyone. This was exactly as described.
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    2 of 5 stars (1) Poor
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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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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    $325
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
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    • 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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    Key West, Florida Keys 33040
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    $205
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    1 / 14
    5 of 5 stars (45) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    • 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 June 11, 2015
    Grandparents, Children,Grandchildren, we all had a great stay. Our experience ranged from charter boat fishing to trips to the beach.
    5 of 5 stars Reviewed February 24, 2015
    This trip to Key West was partially a college graduation present for our son and a family vacation. We had the most wonderful week and this was partially due to our stay at...
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    $1,317
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    1 / 26
    4 of 5 stars (33) Very good
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (33) Make Inquiry
    Amenities & Details
    • Parking
    • Air Conditioning
    • Grill
    • TV
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool...
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    CROWNER'S JEWEL: Delightful 2 bedroom 2.5 bath Conch-style townhome in the quiet gated community of Truman Annex, surrounded by historic buildings and tropical flora; only a short walk to Duval Street.Master bedroom has small bath ensuite and private balcony (note: both bathrooms have shower... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed November 5, 2014
    Great Place! 2 blocks from Duval. Spacious, great amenities. Showers are tiny but at least there are 2 which helps bigger groups get ready. Clean. Nice neighborhood.
    4 of 5 stars Reviewed April 17, 2014
    Excellent rental company with at Home In Key West!!! We can't wait for our next trip to Key West... We will definitely be using at Home... And we will always stay in Truman annex!
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    $2,225
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    3 Bedrooms / 4 Bathrooms / Sleeps 8
    traveler have booked this property
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    • Ocean Views
    • Shared Tennis Court
    • Pool Table
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    28 DAY MINIMUM STAY IS MANDATED BY COUNTY LAW. PLEASE DO NOT SEND ENQUIRIES FOR SHORTER PERIODS!! Charted back in the 1800's, Shark Key was named by early explorers for its shark-like shape. This exclusive island boasts more than 2 miles of pristine shoreline, lush foliage, and a sparkling lagoon... View all property information
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    Key West, Florida Keys 33040
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    $450
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    1 / 15
    4.5 of 5 stars (8) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Water Views
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Stereo System
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Large 3 Bedroom, 2 Bath OCEANFRONT condo. Breathtaking views of the Atlantic from every room. Tropical landscaped property with large heated pool and Jacuzzi. Just steps to Smathers Beach which has swimming, jet skis, parasailing, etc. Fully appointed condo with all the amenities of home at... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed February 9, 2015
    Loved the condo! Besides a few minor issues the place was everything it promised and more. Nicely and comfortably decorated with lots of room (there were 6 adults). The balcony...
    5 of 5 stars Reviewed December 29, 2014
    The condo comfortably fit out family of 5. It had lovely ocean views, homey updated decor, a pool & jacuzzi, while walking distance to Smather's Beach equipped with all kinds of...
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    $175
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    4.5 of 5 stars (8) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    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 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...
    5 of 5 stars Reviewed March 5, 2015
    Located in a private condo complex, the unit we stayed in featured excellent amenities while also clean and well maintained. Location to old town and Duval will require...
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    $1,400
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    5 of 5 stars (16) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    • Private Outdoor...
    • Internet Access
    • Outdoor Dining Area
    • Grill
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Experiance the laid back life of the tropics in this light and airy 1 bedroom, 1 bath private home. Located on a quiet lane in the heart of Old Town, The Key West Garden House features a large covered back porch, outdoor living and dining area, gas barbeque and heated pool in a lush tropical... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed January 24, 2015
    The Key West Garden House is amazing. It is walkable to any location in Old Town and serves as a nice respite for down time. Susan was incredibly helpful with places to eat and...
    5 of 5 stars Reviewed November 23, 2014
    This house is in the most perfect location to enjoy Key West. Right in the historic district, close enough to walk anywhere, yet on a quiet side street that felt miles away form...
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    $10,750
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    1 / 24
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Housekeeping...
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    AVAILABLE FOR STAYS OF 28 DAYS OR LONGER. Vacation in style in this 2 bedroom, 2 bathroom beautifully furnished Keys Home, with lush landscaping with over 20 palm trees, tiki hut/bar with bar stools, heated swimming pool, pool deck chairs, private sandy beach, outdoor deck with dining, outdoor... View all property information
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    Key West, Florida Keys 33040
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    $149
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    1 / 20
    5 of 5 stars (10) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    • Water Views
    • Internet Access
    • Elevator/Lift access
    • Satellite TV
    • Stereo System
    • Hot Tub
    • Shared Tennis Court
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The Jungle Breeze condo at LaBrisa Condominiums is a 1 bedroom, 1 bath apartment with a king size bed in the bedroom and a queen size sleeper sofa in the living area. It accommodates 2-4 people. This property is rented by the week from Saturday to Saturday, it is not a hotel; it is a privately... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed October 14, 2014
    My wife and I stayed here from Oct 4th thru the 11th. The Condo is situated minutes away from the airport so it was a quick taxi ride. The grounds of the complex are well taken...
    5 of 5 stars Reviewed August 11, 2014
    My wife, 2 adult daughters, and I, stayed at Pam's La Brisa "Jungle Breeze" condo from August 2 - 9, 2014. The condo is located in a very safe and friendly gated community. Pam...
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    $289
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    1 / 11
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • 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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    Key West, Florida Keys 33040
    From
    $185
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    1 / 8
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Pool Table
    • TV
    • Stereo System
    • DVD Player
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Note, this is a monthly rental. We do not rent our home out for less than 30 days. Historic 'conch' house has been completely redesigned and custom crafted by 2 architects as our home away from home. Featured on HGTV in 2007 (!), this intimate house boasts many fun and thoughtful features which... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed December 8, 2014
    This is a wonderful conch house in Old Town, Key West. The house is just around the middle of Old Town, so you can walk or bike to the harbor, the ocean, and the great music at...
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    $300
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    4 of 5 stars (1) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Recently renovated, two bedroom, one bathroom, high end kitchen, luxurious living room, and balcony over looking garden restaurant. Tile throughout, modern kitchen, top-of-the-line appliances, are just a few nice features of this perfect vacation rental. Just moments from some of the best dinning... View all property information
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    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed April 8, 2014
    Just got back from Key West and this condo is in a prime location on Duval St. It is towards the back so noise is not a problem-other than roosters crowing (they are all over the...
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    1 Bedroom / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Wi-Fi
    • Refrigerator
    • Air Conditioning
    • Hot Tub
    • TV
    • Dryer
    • Stove
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    KEY WEST VACATION CONDO RENTAL DESCRIPTION Our beautiful deluxe one bedroom condo in Key West Florida on Southard Street is just blocks from the ocean and Duval street. Located in historic old town, the condo is enclosed in a beautiful garden on the ground floor. It is approximately 1200 sq ft... View all property information
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    Location Information
    Key West, Florida Keys 33040
    Key West Vacation Rentals and Condos

    Browse through the list of beachfront house rentals in the Florida Keys and you’ll start to feel the warm breeze. You’ll sense the cool sand under your feet and taste the spike of a margarita. Everyone and everything on the island of Key West seems to go at its own pace, which makes it a wondrous vacation destination for families and friends of all ages. House and condo rentals abound – penthouse beach villas on the sandy shoreline, inland cottages in the bustling Old Town district, even fully equipped yachts are available for stay!

    Of course, it’s not all limes and leisure. Phenomenal water activities and outdoor recreation are just steps from your vacation rental, while kid-friendly adventure parks are abundant. The social scene on Duval Street caters to both a younger and older clientele looking to mingle over mouthwatering cuisine or tantalizing cocktails.

    Condo rentals in Key West are so enticing that the island is known as the “Winter White House” because of its appeal to visiting U.S. presidents, and it’s been home to literary greats Ernest Hemingway and Tennessee Williams.

    Where To Rent a Vacation Home in Key West

    Vacation rentals in Key West can be found all over town, but knowing what each area offers will help you decide on the perfect place. Condo rentals in Old Town will put you in the center of the action – steps from the famous Duval Street, with numerous restaurants, bars, boutiques, souvenir shops and major attractions. Luxurious, modern house rentals on the beach offer more privacy and relaxation. No matter where you make your home base, if you rent a moped or scooter in Key West, you’ll find it easy to get around without a rental car.

    Many House Rentals Near Attractions and Activities For All Ages

    Key West vacation rentals scatter the whole island, so you’ll always be close to family fun and adventure. Fury Water Adventures offers jet skis, kayaking, parasailing, boating and some of the best snorkeling and diving excursions you’ll ever find. Fishermen will marvel at the eclectic aquatic life in the crystal-blue waters, while families can take the kids to the Florida Keys Eco-Discovery Center, with interactive and dynamic sea exhibits – all just steps away from the island’s spacious, family-friendly condo rentals. Enjoy the romance of paradise on a sunset dinner cruise to wind down from a busy day on the beach or in town.

    Key West Bars and Restaurants

    Bustling nightlife and gastronomy surround the house rentals in the Historic Seaport neighborhood. Start your night with frozen daiquiris at the famous Lazy Gecko before moving to the award-winning Italian restaurant La Trattoria on the legendary Duval Street. A visit to Key West wouldn’t be complete without trying the conch fritters. And we recommend you indulge in as many different versions of key lime pie as possible. Parrotheads (you know who you are) should make a beeline to Jimmy Buffet’s Margaritaville Café, where you can order up your very own Cheeseburger in Paradise.

    Book a Key West Vacation Rental For Your Next Trip

    Vacation rentals in Key West are the perfect way to experience the island like a local. Traipse down Duval Street to take in the culture, enjoy the family-friendly attractions with your children and loved ones and relax on the white-sand beaches with a margarita in hand. Whichever way you vacation, TripAdvisor has the best deals on house rentals, condo rentals, and beach homes in Key West.