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Key West Cottages

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    Travellers to Key West are booking December dates now. Secure your holiday rental today, and have the perfect trip.
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    €214
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    1 / 9
    5 of 5 stars (2) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
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    3.5 of 5 stars (2) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    €114
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Wi-Fi
    • Hot Tub
    • Washer
    • Elevator/Lift access
    • Watersports Nearby
    • There Are Tennis...
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    • Pet-friendly
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    • Child-friendly
    • ?
    • ?
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    • 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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    €1,366
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    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Refrigerator
    • Cooker
    • Internet Access
    • Balcony
    • Linens Provided
    • Satellite TV
    • Air Conditioning
    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • ?
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    About this property
    Experience a world full of lush and fragrant gardens on a Caribbean Estate tucked away in the heart of Old Town, Key West. Stay in a 2 bedroom unit in a restored historic wrecker's home and wander through the extensive gardens as time transcends you to an era long ago. You can relax and indulge... View all property information
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    Key West, Florida Keys 33040
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    €4,097
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    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Wi-Fi
    • Refrigerator
    • Air Conditioning
    • Hot Tub
    • TV
    • Dryer
    • Cooker
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Key West, Florida Keys 33040
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    €155
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    2 Bedrooms / 1 Bathroom / Sleeps 6
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    Amenities & Details
    • DVD Player
    • Ocean Views
    • Satellite TV
    • Shared Tennis Court
    • Washer
    • Deck
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    2 Bdrm, 1 Bath, Washer/dryer, Dishwasher, Great Porch View Of Southard St, Pool Multiple week and military discounts available. Great Fall rates! Queen bed in Master Bedroom, two single beds in second bedroom, fold out queen bed in couch, gated back patio with gas grill, lounge chairs, table and... View all property information
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    Key West, Florida Keys 33040
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    €228
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    1 / 18
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    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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    Location Information
    Key West, Florida Keys 33040
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    €992
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    1 / 6
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Hot Tub
    • Refrigerator
    • TV
    • There Are Tennis...
    • Watersports Nearby
    • Deck
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beachfront resort located 3.5 miles from Duval Street. Convenient shuttle service to downtown. Outdoor pool with Tiki Bar. Good reviews on Trip Advisor and detailed description may be found at the Hyatt Residence Club website. Amenities include full kitchen with dining area, washer and dryer, 2... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €182
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    1 / 24
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • DVD Player
    • Stereo System
    • Internet Access
    • Private Outdoor...
    • Deck
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    2 bedrooms, 1 Bath, 1 Outdoor Shower and Pavillion, Tropical Garden (sleeps 4-6). Open the gate and stroll through the lush gardens of this beautiful two bedroom, one bath home, built in 1953 and entirely renovated. In addition to the updated kitchen and bath, there's a screen porch, a covered... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €179
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    1 / 11
    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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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 26 June 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 22 March 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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    €2,026
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    1 / 24
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    traveller have booked this property
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    Amenities & Details
    • 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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    Location Information
    Key West, Florida Keys 33040
    From
    €137
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    1 / 7
    Studio / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Air Conditioning
    • Washer
    • TV
    • Deck
    • Hot Tub
    • Sauna
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    We are situated in New Town on the paradise island of Key West, about 12 minutes drive from downtown Duval Street. This romantic studio cottage consists of a bedroom with very comfortable king sized bed and a bathroom, with a pool and lush landscaping right outside your door. It has air... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €9,788
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    1 / 24
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    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
    From
    €208
    / Night
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    1 / 27
    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Shared Outdoor Pool...
    • Air Conditioning
    • Balcony
    • Satellite TV
    • Internet Access
    • Linens Provided
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
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    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 29 April 2015
    We came in a small plane, so we needed to ship our luggage down to Key West. The office staff allowed us to ship it right to the check in office. The suite had two rooms and a...
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    €1,639
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    1 / 15
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Cooker
    • There Are Tennis...
    • Watersports Nearby
    • Refrigerator
    • TV
    • Wi-Fi
    • Air Conditioning
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Location, location, location! Situated in the heart of the Cuban district, steps from arguably the best 'con leche' in Key West, this monthly rental is minutes from everything on the island. No cars are necessary, bikes and beach chairs are provided. This property will meet all of the demands a... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €2,276
    / Week
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    1 / 17
    2 Bedrooms / 5 Bathrooms / Sleeps 6
    Overview Make Enquiry
    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
    €396
    / Night
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    1 / 32
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Linens Provided
    • Parking
    • Hot Tub
    • Balcony
    • Ocean Views
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    Location, Location, Location! Ocean View, Lagoon Beach Front. This 83' Luxury Houseboat is located at 6000 Peninsular Ave. Key West, FL 33040, slip 25. The property is furnished and includes: linens, towels, 3 bedrooms, 3 beds, 2 full baths, 1 Large pull-out couch, all kitchen appliances,... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €3,187
    / Month
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    1 / 8
    2 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Balcony
    • Grill
    • Terrace
    • Linens Provided
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    A hidden jewel in the old town of Key West. A private garden, with pool, and fountain, covered porch, and space to sun. Comfortable bedrooms, with a loft to sleep 2. fully equipped kitchen, air-conditioning internet, tv, cable. Bes quiet neighborhood. This home rents by the month and is occupied a... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €273
    / Night
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    1 / 22
    4 of 5 stars (25) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (25) Make Enquiry
    Amenities & Details
    • DVD Player
    • Shared Outdoor Pool...
    • Air Conditioning
    • Grill
    • Satellite TV
    • Balcony
    • Internet Access
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
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    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 9 March 2014
    Traveled with wife and brother and his wife. Very clean, nice size 1200 sf, convenient layout, Pool was nicely heated, adequate parking. about 3/4 of a mile from Malory Square...
    4 of 5 stars Reviewed 11 July 2013
    The condo was nice, a few updates are in order. More cooking untesils and cookware would be nice. Overall, clean, nice location, friendly neighbors and friendly and helpful...
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    €701
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    1 / 4
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Linens Provided
    • Air Conditioning
    • Towels Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Key West Cottage located in Mid-town away from the maddening crowd when you want to be and close enough to join in when you're ready. Our cottage is surrounded by lush vegetation including: coconuts trees, mango trees, tamarind trees, banana plants, guava plants, Spanish lime trees and many... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €848
    / Week
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    1 / 14
    2 Bedrooms / 5 Bathrooms / Sleeps 4
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Watersports Nearby
    • Private Outdoor...
    • Wi-Fi
    • Washer
    • TV
    • There Are Tennis...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    MONTHLY RENTAL ONLY Buoy's Backyard - an authentic Key West retreat in the historic district just a block from upper Duval (the quiet end), two blocks from Hemingway House, and three blocks to Southernmost Buoy and Beach. Brick driveway provides private gated parking for two cars. This home has... View all property information
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    Key West, Florida Keys 33040
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    €171
    / Night
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    1 / 26
    4 of 5 stars (13) Very good
    Studio / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Microwave
    • Refrigerator
    • Parking
    • Internet Access
    • Linens Provided
    • Grill
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located at Papa's Hideaway Feel your tensions release as you soak up the warm tropical sun. Listen to the trade winds rustling through the palms, blowing each of your cares away... This Deluxe Studio is located on the ground floor and offers a private porch just off of the pool area. The... View all property information
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    Location Information
    Key West, Florida Keys
    4 of 5 stars Reviewed 4 June 2015
    By far the best part about our stay was the pool. It was so great to have somewhere to relax while we were in Key West. That's the whole point in going! The pool was the perfect...
    1 of 5 stars Reviewed 6 December 2014
    First thing: A pat on the back of the receptionist who checked us in, out and ran our boarding passes. Had our docs ready and waiting. Also housekeeping and maintenance who work...
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    €182
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    1 / 6
    5 of 5 stars (3) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (3) Make Enquiry
    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 18 January 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 11 October 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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    €3,642
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    1 / 29
    5 of 5 stars (1) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Parking
    • Internet Access
    • Air Conditioning
    • Grill
    • Private Outdoor...
    • Balcony
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    EASY LIVIN' : Private home with pool in Truman Annex, a gated community in historic Old Town, in walking distance of anything you'll want to do during your visit.Bricked yard with outdoor living space and tranquil pool; custom built by the owners with family gatherings in mind. 3 bedrooms,... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €1,093
    / Week
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    1 / 13
    5 of 5 stars (21) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (21) Make Enquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Stereo System
    • Washer
    • Internet Access
    • Deck
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    POINCIANA PLACE, same great location and with many of the same amenities as the Seashell Cottage, has availability August 15-22, 2015, and August 29-September 12, 2015, for a discounted rate of $855/week, plus tax but including cleaning charge, for 2 adults. Forget that 'been there, done that'... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 10 December 2013
    We have been traveling to Key West 1-2 times a year for about 15 years and have stayed everywhere from the most economical to the high end resorts and will confidently say this...
    5 of 5 stars Reviewed 10 September 2013
    First of all, I must say that I never even considered staying in a rental house on a vacation. But I am so glad that I did, because it was absolutely wonderful! My husband and I...
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    €464
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    1 / 21
    5 of 5 stars (4) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Stereo System
    • Deck
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Chick-A-Pea’s Cottage: Located in the gallery district of Key West. The house is steps off of Duval St. near Hemmingway’s house, the Southernmost Point, the Butterfly Museum and great shops, restaurants and bars . The location is quiet & private… yet in the heart of key west The house is a... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 12 June 2014
    My family and fiance stayed at Chick a pea this past may. Todd was wonderful during all of the communication phases, booking and getting into the property. Upon arrival Todd...
    5 of 5 stars Reviewed 20 May 2014
    My husband and another couple went for a week of relaxation. This was the perfect home with all the amenities. The pool and outdoor sitting area is where we spent most of our...
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    €1,366
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    4.5 of 5 stars (39) Very good
    10 Bedrooms / 6 Bathrooms / Sleeps 20
    Overview Reviews (39) Make Enquiry
    Amenities & Details
    • Waterfront
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    • Water Views
    • DVD Player
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
    • x
    About this property
    THIS ISN'T JUST A HOUSE, THIS IS YOUR OWN PRIVATE MINI RESORT IN KEY WEST, FLORIDA. THIS IS THE PROPERTY USED BY MTV TO FILM THE 2006 REAL WORLD KEY WEST. 500 FEET OF OCEANFRONT, 8 to 10 BEDROOMS are available (sleeps up to 20) , 5 1/2 baths, 11 plasma TVs, pool table (and Ping Pong), tennis... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 26 March 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 5 February 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 of 5 stars (1) Terrible
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • 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 3 April 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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    €3,460
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Stereo System
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Washer
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Please contact us for current pricing details and availability - we do not maintain calendars OVERVIEW The Turtle House is a 100+ year old recently completely renovated Conch house. The house can comfortably accommodate a maximum of five (5) guests, who are comfortable sharing an open living... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 4 May 2010
    The best place to have a taste of old Key West. Not at all like anything you would rent anywhere else in the country!It was walking distance to everything in Old Town and the...
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    5 of 5 stars (13) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Washer
    • Internet Access
    • Private Outdoor...
    • DVD Player
    • Satellite TV
    • Deck
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    You'll know you've found island heaven--the term heaven meaning transcendence or going beyond the ordinary--when you enter Casa Camilla. This two-bedroom, two-bathroom home located in the lovely Meadows neighborhood of Old Key West is extraordinary inside and out. The outside rear half of the... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 1 July 2015
    Would return in a heart beat! The house was in a fantastic neighborhood...whether you are biking,"scooting" or on foot you can easily get to stores,breakfast and a colada, or the...
    5 of 5 stars Reviewed 8 June 2015
    Great choice! I'm a stickler for cleanliness and this place was spotless! Location was awesome and private. House is beautifully decorated and has everything one could possibly...
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    €1,184
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    1 / 21
    5 of 5 stars (8) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • 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
    5 of 5 stars Reviewed 23 January 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...
    5 of 5 stars Reviewed 29 June 2014
    Wonderful location was able to walk to experience Key West. Something for everyone to enjoy with 2 older teenagers. Did something every day but was very relaxing, never felt...
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    €8,289
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    1 / 15
    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Internet Access
    • Deck
    • Satellite TV
    • Patio
    • Private Outdoor...
    • Air Conditioning
    • Stereo System
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    30 DAY MINIMUM RENTAL This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a good central location to get to the Historic seaport or new town. The light & airy combined living/dining area with its soft color toned furnishings, hardwood floors & many windows... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 6 February 2013
    We really loved the cottage and did appreciate all the little extras our host had provided. The location couldn't have been more convenient. We rented bicycles but could have...
    5 of 5 stars Reviewed 26 June 2009
    I have rented the Angla Cottage for the past three seasons. The house is very comfortable with space for guests in a separate portion of thje house. Swimming pool is great, and...
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    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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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 9 March 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 26 February 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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    €2,276
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    1 / 14
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Porch
    • Refrigerator
    • TV
    • Air Conditioning
    • Dryer
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Take a trip to someplace where warm breezes lull you into a tropical state of mind... Key West Vacation Rental Banana Dream offers you an exceptional opportunity to enjoy Key West at its best! This charming 2 bedroom / 2 bath - first floor condominium is the perfect getaway for two. It is furnished... View all property information
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    Key West, Florida Keys 33040
    From
    €455
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    1 / 13
    4.5 of 5 stars (15) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (15) Make Enquiry
    Amenities & Details
    • Watersports Nearby
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Washer
    • Deck
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The Pineapple Cottage is tucked away and totally private, yet it is only a half a block from Duval Street. This two story 'cottage' offers a first floor bedroom that opens through french doors to the private pool and gardens. A second floor suite includes a bedroom and bath plus a seperate living... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 25 June 2015
    This beautiful house was situated in the center of downtown although hidden and quiet we never used our car during our stay. The backyard and private pool were amazing. We ate...
    5 of 5 stars Reviewed 18 January 2015
    My wife & I have been to Key West a few times, and this last trip we brought some first timers with us. We stayed at the Pineapple Cottage and it was amazing. It truly is a...
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    1 / 27
    5 of 5 stars (13) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Stereo System
    • Deck
    • Shared Outdoor Pool...
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    SeaShadows is a townhouse located just 2 blocks from Duval Street and a few minutes walk from Mallory Square. Down the street is Ft. Zachary Taylor Park where you can spend the day fishing, swimming, barbecuing, walking, and anything else that you can think of doing in the sun. It sleeps 4... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 7 June 2015
    My husband started researching accommodations in Key West five months before making our reservations at "Sea Shadows". We'd never been to Key West so we counted on other "Trip...
    5 of 5 stars Reviewed 3 April 2015
    First of all, I had no idea of all the amenities this offered. I was floored when I got in! I mean it, towels, robes, shampoo, toiletries, anything that you normally pack could...
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    1 / 20
    5 of 5 stars (4) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Internet Access
    • Deck
    • DVD Player
    • Satellite TV
    • There Are Tennis...
    • Washer
    • Watersports Nearby
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Key West has all of the charms of being away from the world, yet with all of the worldly conveniences near at hand. Located in the historic old town, Namaste Key West is in a quiet residential neighborhood, with beaches 5 minutes away, 3 yoga studios within a block, coffee shops, and a grocery... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 2 September 2014
    My husband and I stayed in lovely Namaste from May 15th through Aug 15th and were enchanted the entire time. The house is lovely, even better than the fabulous pictures. It is...
    5 of 5 stars Reviewed 30 April 2013
    The Namaste Cottage was an amazing place to stay during our time in Key West. We spent two weeks at Namaste and were constantly reminded of how central it is to all of the great...
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    €327
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    1 / 24
    4.5 of 5 stars (36) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (36) Make Enquiry
    Amenities & Details
    • Washer
    • Internet Access
    • Sauna
    • Water Views
    • Waterfront
    • TV
    • Gym
    • Air Conditioning
    Suitability
    • 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
    4 of 5 stars Reviewed 2 July 2015
    After moving our boat to the marina, we decided to stay at Key West Harbour for the weekend with some friends. We were pleasantly surprised with the spacious suite, the restaurant...
    4 of 5 stars Reviewed 16 June 2015
    Lovely accommodations and facility, great pool and service-but it is located Ina Marina and different than being Ina resort setting. We loved it!!
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    €2,549
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    1 / 35
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Balcony
    • Wi-Fi
    • TV
    • Air Conditioning
    • Dryer
    • Grill
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    SUMMER SPECIAL TAKE 10% OFF AUGUST AND SEPTEMBER! Gorgeous one bedroom apartment on the second floor of the historic Sailmaker's House. This 28 night minimum vacation rental is located only 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street. One bedroom one bath floor plan... View all property information
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    Key West, Florida Keys 33040
    From
    €1,366
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    1 / 14
    4.5 of 5 stars (12) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Balcony
    • DVD Player
    • Shared Outdoor Pool...
    • Linens Provided
    • Satellite TV
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Eaton Manor sits on the north side of LaBrisa and provides easy access to... View all property information
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    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 14 May 2013
    Overall the condo is very nice. Towels and sheets could use an update along with all of the kitchen amenities. Mainly pots, pans, silverware etc. overall the place worked out...
    2 of 5 stars Reviewed 4 April 2013
    First off, we are not the type of people looking for a 4star place on a beer budget, then trash the accommodations on trip advisor because a lamp was out or the water tasted...
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    €4,735
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    1 / 25
    5 of 5 stars (1) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Water Views
    • Internet Access
    • Stereo System
    • Deck
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Three bedroom, four bathroom private home with heated pool stocked with massage water jets and special colored lighting. Breathtaking sunsets can be seen from third floor deck overlooking the Ocean. High definition plasma TV and surround stereo throughout the home. High Speed internet and faxing... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 2 June 2015
    My family and I absolutely loved staying in this beautiful Key West home. Located in Truman Annex (a quiet, private community in Old Town Key West), the location is perfect for...
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    €6,373
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    1 / 7
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful 3 Bedroom, 2 1/2 bath Key West Home just steps to Duval. Nice Pool and Jacuzzi. Living Room, Dining Room, Kitchen, Family Room 1/2 bath on First Floor. 3 Bedrooms 2 baths on second floor. 30 Day Rental View all property information
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    Key West, Florida Keys 33040
    From
    €371
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    1 / 26
    4.5 of 5 stars (10) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Private Outdoor...
    • Refrigerator
    • Patio
    • Air Conditioning
    • Grill
    • Satellite TV
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This gem is located at the end of a hidden lane, just off Simonton Street, behind The Gardens Hotel. Helen's Hideaway is a step back in time to Key West during its slumbering past. Built by David Wolkowski, who built many of Key West's premier resorts, including the Pier House, this paradise... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 28 May 2015
    Helen's Hideaway is a great little hideaway in Key West. It is very private and has parking which is an added bonus. Inside the house it was clean and we had maid service every...
    5 of 5 stars Reviewed 14 November 2014
    Loved this place.It's exactly as pictured online. Loved the heated pool and the tropical feel of the pool area.Great location. Our only complaints: pull out couch needs replacing...
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    €2,731
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    1 / 15
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Ceiling Fans
    • Dishwasher
    • Internet Access
    • Microwave
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Hemingway's Shadow is a well-appointed, 1 bedroom home located on Thomas Street, directly behind the Key West Lighthouse Museum. The living room, dining area and kitchen form an L-shape open area. The... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €3,642
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    1 / 14
    5 of 5 stars (8) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (8) Make Enquiry
    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 23 April 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 2 July 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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    €162
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    5 of 5 stars (2) Excellent
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Satellite TV
    • Patio
    • Ceiling Fans
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southernmost Sanctuary Suites The Osprey Suite (Formerly the Osprey Suite) - Located in the Garden at the Southernmost Studios, the Osprey Suite is the perfect island getaway. Located within walking distance to all of the charms in Old Town you'll never want to leave! The Osprey has a... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 25 June 2015
    This place was perfect for our vacation needs. It was close to everything, and the places a bit further away totally doable by renting bikes for the week. We cooked some meals...
    5 of 5 stars Reviewed 28 August 2014
    This was a last minute booking for us.. we had no idea what type of room we would be getting. Boy were we surprised! The gate is a little hard to find at first and you begin to...
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    5 of 5 stars (2) Excellent
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Patio
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southernmost Sanctuary Suites The Ibis Suite is located at The Sanctuary in Old Town key West, Only steps to the action, this studio suite has all the comforts of home but surrounds you in island style! Lush gardens surround the Jacuzzi and the calm atmosphere is exactly what you'll need... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 2 June 2015
    My friends and I stayed at Ibis this past January (all in our mid 20's). I thought I reviewed this property then, but apparently I did not. It was our first trip to Key West and...
    5 of 5 stars Reviewed 29 October 2014
    We have stayed in this lodging five times. It is very clean and service is excellent and friendly. The location is secluded and especially quiet.
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    €717
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    4 of 5 stars (1) Very good
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    travellers have booked this property
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    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located at 729 Whitehead St, 'Southern Palms' is the group property consisting of the following homes Coconut Palm formerly Island Oasis Traveler's Palm formerly Palm Isle Royal Palm formerly Little Palm which can all be booked individually. All together, these three units have 5 separate... View all property information
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    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 11 May 2015
    We took over the whole compound with three generations of our family - my family and 4 month old twins in the attic suite, my sister's family and the grandparents on the first...
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    €4,552
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    1 / 18
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Linens Provided
    • Cooker
    • Satellite TV
    • Private Outdoor...
    • Patio
    • Dishwasher
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Behind the white picket fence sits this beautiful executive pool home in New Town. This three bedroom, two bathroom home has a custom kitchen with full pantry adjacent to the large dining and living room. The master suite has an oversized bathroom with jet tub and glass shower, a walk in closet... View all property information
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    Location Information
    Key West, Florida Keys 33040