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Condos in Key West, FL

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    Travellers to Key West are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    1 / 29
    4.5 of 5 stars (50) Very good
    3 Bedrooms / 4 Bathrooms / Sleeps 8
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    $335
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    1 / 31
    4.5 of 5 stars (7) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    1 / 29
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    1 / 28
    3 of 5 stars (5) Average
    Studio / 1 Bathroom / Sleeps 2
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    About this property
    This wonderful unit that has been completely remodeled in July 2013 has a private entrance in to the quaint efficiency on the back side of the complex. Featuring hardwood floors, Dade County Pine walls and a high-end, fully stocked kitchenette, this secluded hideaway offers the finest of... View all property information
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    Key West, Florida Keys 33040
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    $4,030
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    1 / 16
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Satellite TV
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    About this property
    Island living is made easy in this tropical one bedroom, 2-story Key West cottage. A classic-contemporary Key West style, this attractive rental home is designed with a graceful spiral stair case that connects the 1st and 2nd floors and a romantic gingerbread Juliet-style 2nd floor balcony... View all property information
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    Key West, Florida Keys
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    1 / 29
    5 of 5 stars (22) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Hot Tub
    • DVD Player
    • Deck
    • Patio
    • Shared Outdoor Pool...
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    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of 4 exclusive units at Abbey Road, The original Cuban tile has been preserved throughout the house, wherever possible. Upon entering the spacious living room, a large tropical sectional queen sleeper sofa allows you to comfortably watch the 46” flat screen TV/DVD. Also available is an I-Pod... View all property information
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    Key West, Florida Keys 33040
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    $1,154
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    1 / 32
    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Internet Access
    • Hot Tub
    • Deck
    • Patio
    • Grill
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Abbey Road - Gated Compound, Sleeps up to 12! Lennon's Lodge (Sleeps 6 with 8 person hot tub), McCartney's Manor (Sleeps 2 with 2 person hot tub), Starr's Suite (Sleeps 2 with 2 person hot tub) and Harrison's Hideaway (Sleeps 2 with 2 person hot tub) and will accommodate up to 12 persons for... View all property information
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    Key West, Florida Keys 33040
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    $4,550
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    1 / 26
    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Internet Access
    • Patio
    • Refrigerator
    • Satellite TV
    • Air Conditioning
    • Grill
    • Balcony
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The master bedroom features a king-size bed, flat screen television, en suite bathroom and french doors leading you out to the private side deck. The second bedroom features a queen-size bed and flat screen... View all property information
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    Key West, Florida Keys
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    $244
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    1 / 28
    3 of 5 stars (2) Average
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Deck
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    • Pet-friendly
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    • Child-friendly
    • ?
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    • Elder access
    • x
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    About this property
    Part of Conch Republic Cottages Welcome to sweet paradise! Located at 510 Petronia, the 'Orange Blossom Suite' is in close proximity to all the fun-filled action of Duval St, however, it is private enough to not hear any of it! 'Orange Blossom Suite' shares a huge back patio with one other suite... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $3,640
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    1 / 35
    1 Bedroom / 1 Bathroom / Sleeps 2
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    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
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    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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    Location Information
    Key West, Florida Keys 33040
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    1 / 37
    4.5 of 5 stars (2) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 10
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Refrigerator
    • Balcony
    • Patio
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • x
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    About this property
    Hibiscus Suite is a queen efficiency with a kitchen, bathroom and a small outdoor deck. Orchid and Jasmine are both one bedroom suites with queen bedrooms, queen sleeper sofas, kitchenettes and outdoor decks. All units have TV/DVD, cable and Free WiFi! This complex offers combined parking for 3... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $1,362
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    1 / 34
    6 Bedrooms / 6 Bathrooms / Sleeps 22
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    • Patio
    • Private Outdoor...
    • Grill
    • Refrigerator
    • Deck
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Elder access
    • x
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    About this property
    Papa's Hideaway is a Guesthouse property comprised of Garden of Eden , Torrents of Spring , Sun Also Rises , For Whom the Bell Tolls , Islands in the Stream Minimum Stay: Please contact Key West Vacation Rentals regarding minimum stays and special rates. Minimum stay requirements apply... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $1,089
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    1 / 25
    6 Bedrooms / 5 Bathrooms / Sleeps 16
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    Amenities & Details
    • Grill
    • Patio
    • Stereo System
    • Internet Access
    • Air Conditioning
    • Terrace
    • Balcony
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Located in the luxury townhome complex 'Echo Gardens,' 'Escape 2 Paradise' consists of two homes, units #3 and #4 - A Key Escape and Absolutely Paradise - which are right next door to each other. Equipped with two private pools, two private parking spaces, and enough room to sleep 16 people,... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $5,200
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    1 / 30
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Patio
    • Air Conditioning
    • Linens Provided
    • Deck
    • Refrigerator
    • Internet Access
    • Dishwasher
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Beautifully decorated with abstract art throughout, this 2 bed 2 bath monthly rental is the perfect 'get away' spot for individuals looking to fully immerse themselves in Key West culture. This house is... View all property information
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    Key West, Florida Keys 33040
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    $357
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    1 / 24
    4.5 of 5 stars (25) Very good
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (25) Make Enquiry
    Amenities & Details
    • DVD Player
    • Deck
    • Air Conditioning
    • Washer
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This gracious one bedroom, one bath conch cottage with private pool is the perfect place for your dream vacation. Casablanca is set back from White Street which runs the fourteen-block width of the island from the Gulf of Mexico to a fishing pier jutting out into the wide Atlantic Ocean. The... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $5,850
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    1 / 25
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Refrigerator
    • Internet Access
    • Linens Provided
    • Microwave
    • Dishwasher
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ***BRAND NEW POOL TO BE COMPLETED BY SEPTEMBER 2015*** Tucked into a quiet residential neighborhood, this renovated home is the perfect getaway for a family or group of friends looking to experience the Key West island life! This 3 bedroom home is on Patricia St, just a block from the scenic... View all property information
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    Key West, Florida Keys 33040
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    $777
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    1 / 35
    4 Bedrooms / 5 Bathrooms / Sleeps 10
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    Amenities & Details
    • Refrigerator
    • Microwave
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    'Simonton Court Cottages' consists of the 4 nightly units 'Audubon House,' 'Truman Efficiency,' 'Monroe Efficiency,' and 'Mallory Efficiency.' In total, this group rental sleeps 8 - 10 comfortably. Perfect for cost-conscious, larger, groups who are looking for great a location. Take advantage... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $491
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    1 / 30
    4.5 of 5 stars (6) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Internet Access
    • Patio
    • Deck
    • Refrigerator
    • Air Conditioning
    • Grill
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of ALMOST SOUTHERNMOST RETREAT Almost Southernmost Too in the 400 block of Truman Avenue is the perfect location, located between Duval Street and Whitehead St. Just around the corner from Hemingway's House and the Historic Lighthouse Museum, Almost Southernmost Too is a perfect example of... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $1,011
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    1 / 30
    4 Bedrooms / 5 Bathrooms / Sleeps 12
    traveller have booked this property
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    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Linens Provided
    • Deck
    • Grill
    • Patio
    • Ceiling Fans
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Island Oasis The beaches of the Atlantic Ocean are less than a 7 minute blocks away. This ultra luxurious 2 bedroom, 2-1/2 bath, 2 story house has been totally redecorated by one of Key West’s most talented designers, Michael Pelkey. Sitting in a row of 6 townhomes built by Key West's premier... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $390
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    1 / 23
    4.5 of 5 stars (27) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (27) Make Enquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
    • Balcony
    • Linens Provided
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $439
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    1 / 32
    4 of 5 stars (10) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Refrigerator
    • Air Conditioning
    • Balcony
    • Linens Provided
    • Shared Outdoor Pool...
    • Internet Access
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in Duval Square (between Duval St and Simonton St) where fine and varied dining abounds (Square One, Origami Sushi Restaurant and New York Garden Cafe), This development extends from Duval Street to Simonton Street and is in the heart of historic Old Town. It is comprised of residential... View all property information
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    Key West, Florida Keys 33040
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    $647
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    1 / 41
    4.5 of 5 stars (3) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Patio
    • Grill
    • Internet Access
    • Deck
    • Hot Tub
    • Refrigerator
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tradewinds is comprised of the Leeward Isle and Windward Isle Two Cigar Maker’s Cottages, side-by-side, located ½ block off Duval Street. These two cottages are a favorite of our guests who like to relax in the private, quiet, beautiful garden areas with large spas that are behind each house.... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $231
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    1 / 35
    4.5 of 5 stars (3) Very good
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Grill
    • Patio
    • Air Conditioning
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southernmost Sanctuary Suites People looking for a vacation getaway in Key West are thrilled when they find a hidden gem like The Seagull Suite - located in the gardens of a private compound called The Sanctuary. Location, charm, and island appeal - the Seagull Suite is located in the... View all property information
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    Key West, Florida Keys 33040
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    1 / 30
    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Linens Provided
    • Grill
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southernmost Sanctuary Suites The Heron Suite is located street side with it's own porch for people watching. Get one of Ana's Cuban mixes - it just doesn't get any better! Conveniently located to the beach, Duval Street, great restaurants, Ana's for great Cuban fare and morning coffee... View all property information
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    Key West, Florida Keys 33040
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    $390
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    1 / 21
    4.5 of 5 stars (37) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (37) Make Enquiry
    Amenities & Details
    • Internet Access
    • Balcony
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool...
    • Satellite TV
    • Grill
    • 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
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    $348
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    1 / 22
    4.5 of 5 stars (4) Very good
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Welcome to Artist House: a 2 bedroom 2.5 bath rooftop townhome located within the gated community of Duval Square. Beautifully decorated with bright colors and unique art work, this property will give you a great Key West experience and is perfectly located so that you can park your car in the... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $309
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    1 / 28
    4 of 5 stars (7) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Deck
    • DVD Player
    • Waterfront
    • Satellite TV
    • Hot Tub
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    UPDATE: New King-sized bed w/ pillow top mattress installed June 2015 Outside the front of the complex are the tennis courts. If you choose to stay inside the complex you can enjoy the lush landscape on the inside of the courtyard. Just a short stroll takes you to the relaxing hot tub and then... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $231
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    1 / 25
    4.5 of 5 stars (2) Very good
    Studio / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Grill
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southernmost Sanctuary Suites Located on Historic Simonton Street, these suites are the perfect cozy escape you've been looking for! An adorable front porch to watch the people biking, walking or scooting along. Start your mornings on the porch with your Cuban coffee and a good book... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $517
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    1 / 22
    4.5 of 5 stars (3) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Elder access
    • x
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    About this property
    The BAHAMA HOUSE located at 508 Amelia Street is a historic Bahamian-style Conch Cottage. It is a perfect example of turn-of-the-century island architecture. This adorable two bedroom cottage, each with queen bed and TV (the master has a large flat screen), two full baths and queen sleeper-sofa is... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $5,850
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Deck
    • Patio
    • Wi-Fi
    • Washer
    • TV
    • Hot Tub
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    History buffs love to immerse themselves in the centuries old legends of Key West – and if they're lucky, they'll find room in Smuggler's Den to celebrate the tall tales of smugglers, pirates and colorful outlaws whose stories are part of the fabric of the island. Smuggler's Den, a delightfully... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $257
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    1 / 28
    5 of 5 stars (2) Excellent
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southern Palms Traveler's Palm (formerly Palm Isle) - a room ahead of its time - A truly 'green unit'. Your roommate, or in this case, 'suite mate' is a giant Sapodilla tree that provides the ambiance and shade to your private hot tub and tree-top hammock. The second-story studio... View all property information
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    Key West, Florida Keys 33040
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    $244
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    1 / 32
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
    traveller have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Part of Southern Palms ROYAL PALM (formerly Little Palm) - What an idyllic setting! Picture the most perfect romantic getaway cottage with all the must have's for a great Key West vacation - in a setting that nature provided in the late 1800's - the hardwood canopy is stunning! The Tommy Bahama... View all property information
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    Key West, Florida Keys 33040
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    $296
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
    • Linens Provided
    • Balcony
    • Satellite TV
    • 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
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    $335
    Per Night
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    1 / 25
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Balcony
    • Air Conditioning
    • Internet Access
    • Refrigerator
    • Linens Provided
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $2,275
    Per Week
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    1 / 21
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Hairdryer
    • Air Conditioning
    • Satellite TV
    • Cooker
    • Microwave
    • Linens Provided
    • Dishwasher
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    2 Bedroom 2 bathroom high ceilings spacious unit in Truman Annex. Bright and Airy floor plan with cathedral ceilings, balcony. Highly desirable and rare 2 bedroom, 2 bath unit. One assigned parking space, large community pool and short distance to Fort Taylor Beach. Short walk to Duval Street,... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $1,336
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    1 / 41
    5 Bedrooms / 6 Bathrooms / Sleeps 14
    traveller have booked this property
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    Amenities & Details
    • Patio
    • Satellite TV
    • Private Outdoor...
    • Internet Access
    • Grill
    • Refrigerator
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    When rented as a group, Banana’s Foster includes- Sweet Caroline - Banana Split - Key Lime Cottage Creme Brûlée All together this grouping has 5 separate bedrooms, each with it’s own bathroom and a ½ bath downstairs, 2 full kitchens, a BBQ grill and shared courtyard with a plunge pool.... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $335
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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
    • Linens Provided
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Balcony
    • Refrigerator
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $309
    Per Night
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    1 / 20
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Deck
    • Refrigerator
    • Balcony
    • Satellite TV
    • Linens Provided
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Banana's Foster Guest House This one bedroom apartment is on the 2nd floor of this historic property and accessed through the shared gated courtyard, right beside the shared off street parking on Simonton. Once through the gates, walk around the shared plunge pool and BBQ grill, going... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $478
    Per Night
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    2 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Linens Provided
    • Grill
    • Refrigerator
    • Air Conditioning
    • Shared Outdoor Pool...
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Banana's Foster Guest House This spacious 2 bedroom apartment takes up the first floor of this historic home. From the off street parking and shared courtyard entrance off Simonton opening into the kitchen to the private front entrance with sweeping front porch over Caroline Street- this... View all property information
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    Key West, Florida Keys 33040
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    $390
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    1 / 23
    4.5 of 5 stars (25) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (25) Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Grill
    • Balcony
    • Satellite TV
    • 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
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    $231
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    1 / 26
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • Terrace
    • Linens Provided
    • Air Conditioning
    • Internet Access
    • Patio
    • Satellite TV
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Brand New to the Rental Market! Part of Banana's Foster Guest House This cozy 2nd floor studio is perfect for a couple looking to be in the middle of the Duval action! After entering the compound from the shared off street parking into the courtyard with shared plunge pool and BBQ grill, go... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $348
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    4.5 of 5 stars (11) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Deck
    • Grill
    • Hot Tub
    • Patio
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The kitchen is fully equipped with a glass top stove, refrigerator with ice-maker, microwave and everything needed for cooking a gourmet meal or just heating leftovers! French doors open from the kitchen and breakfast bar onto a private deck with a large 4 person private hot tub, table and chairs,... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $231
    Per Night
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    1 / 25
    Studio / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Terrace
    • Balcony
    • Linens Provided
    • Air Conditioning
    • Satellite TV
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Banana's Foster Guest House This comfortable 2nd floor studio right on the corner of Caroline and Simonton, just a block off Duval, is a great spot for 2 guests wanting to be in the thick of things! After entering the compound from the shared off street parking into the courtyard with... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $530
    Per Night
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    1 / 24
    4.5 of 5 stars (13) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Grill
    • Deck
    • Air Conditioning
    • Patio
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    POOLSIDE PARADISE is made up of POOLSIDE RETREAT and POOLSIDE SUITE With 3 bedrooms (K, 2 Q, plus 2 Q sleeper), 2 full baths and 2 full kitchens, this historic home is perfect for up to 10 persons. The front portion features a King bedroom, a Queen bedroom and a Queen sleeper sofa in the living... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $7,150
    Per Month
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    1 / 13
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Key West has long been loved for its playful spirit, forever attracting all genres of fun-loving artists, musicians, and writers. In recognition for the island’s historical humor, we have fondly named this beautiful upscale home, On Hemingway’s Rounds. Paying tongue-in-cheek homage to Papa’s... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $1,882
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    1 / 48
    11 Bedrooms / 9 Bathrooms / Sleeps 32
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tropical Village is comprised of 6 separate vacation rentals properties that can also be rented separately. COTTAGE @ TROPICAL VILLAGE POOLSIDE @ TROPICAL VILLAGE SOUTHERN CROSS @ TROPICAL VILLAGE TOON HALL @ TROPICAL VILLAGE RETREAT @ TROPICAL VILLAGE HIDEAWAY @ TROPICAL VILLAGE... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $1,115
    Per Night
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    1 / 25
    6 Bedrooms / 6 Bathrooms / Sleeps 24
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Patio
    • Linens Provided
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Southernmost Sanctuary Suites are comprised of the following homes Egret Suite Heron Suite Ibis Suite Osprey Suite Pelican Suite Seagull Suite which can all be booked individually. Minimum Stay: Please contact Key West Vacation Rentals regarding minimum stays and... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $7,150
    Per Month
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    1 / 24
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Internet Access
    • Hot Tub
    • Grill
    • Deck
    • Air Conditioning
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Cayo Hueso: As you approach the front door to 1120 Curry Lane the transformation starts to happen. The small lush tropical lane, the two wonderfully inviting porches... your journey to the tropics and... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $543
    Per Night
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    1 / 36
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Absolutely Paradise! That's what you will think the moment that you arrive at this luxurious, tropical retreat. Located in the heart of Old Town Key West, this beautiful home will entice, entertain, and excite even the most discriminating traveler. This spacious (almost 2000 sq ft) three story, 3... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $7,150
    Per Month
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    1 / 21
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Deck
    • Water Views
    • Internet Access
    • Private Outdoor...
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    SPRING SPECIALS! 10% off MAY & JUNE 2015! Please see Specials Page for terms, rules and limitations. To say this townhouse condominium is worth the amassed treasure of Blackbeard, one of the most notorious and wealthy pirates in seafaring history, is a major understatement. The 1950's era art deco... View all property information
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    Location Information
    Key West, Florida Keys 33040