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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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    $573
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    1 / 25
    4.5 of 5 stars (9) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    $189
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    Studio / 1 Bathroom / Sleeps 2
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    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Studio / 1 Bathroom / Sleeps 2
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    • Shared Outdoor Pool...
    • Internet Access
    • Satellite TV
    • Parking
    • Air Conditioning
    • Linens Provided
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Elder access
    • x
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    About this property
    Room 8 has a king bed and private bathroom. The natural wood paneling on three walls is beautiful and timeless. This room has a lovely semi-private veranda that overlooks the pool area as well as the rooftops of Key West. The birds-eye view is spectacular and lush. The Curry House is an historic... View all property information
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    Key West, Florida Keys 33040
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    $2,880
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    1 / 12
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Stereo System
    • TV
    • Grill
    • Porch
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Over 150 years ago, Key West was the future. In the mid 1800’s clipper ships from Europe and the Caribbean carved a trusted path of international commerce to the Key West seaport, and the island flourished in the Golden Age of Sail. With opportunistic wreckers and treacherous pirates in the wake of... View all property information
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    Key West, Florida Keys
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    1 / 25
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Balcony
    • Hot Tub
    • Linens Provided
    • Air Conditioning
    • Shared Outdoor Pool...
    • Refrigerator
    • Satellite TV
    • Internet Access
    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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    Key West, Florida Keys 33040
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    $4,114
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    1 / 15
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • 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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    Key West, Florida Keys 33040
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    $6,171
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    1 / 15
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Grill
    • Deck
    • Internet Access
    • Patio
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • 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.*** This exclusive home in the heart of the island offers optimum privacy while having an airy and open floor plan and the best of appointments throughout. Whether enjoying the heated pool flanked by... View all property information
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    Key West, Florida Keys 33040
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    $9,325
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    1 / 24
    4.5 of 5 stars (2) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Deck
    • DVD Player
    • Satellite TV
    • Stereo System
    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    • 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.*** You will certainly enjoy this wonderful historic home with recent renovations, perfectly placed pool, and plenty of outdoor living space located at 1116 Curry Lane. This home is situated in the heart of Old... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $2,057
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    1 / 10
    5 of 5 stars (40) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (40) Make Enquiry
    Amenities & Details
    • Balcony
    • Satellite TV
    • Grill
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Shared Outdoor Pool...
    • Stereo System
    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. It is an upstairs unit with 2 bedrooms and 1 Bathroom with 1 queen, 2... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $3,428
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    1 / 13
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Deck
    • Washer
    • Dryer
    • DVD Player
    • Refrigerator
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This delightful 2 Bedroom Cigar Maker's Cottage at 1008 Whitehead was built in the 1880's, where there was once a Cigar Factory across the street on Truman Ave. It's history also includes the previous owner, David Kaufelt, a well-known Key West writer. Quaint and charming, with a view of the... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $354
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    1 / 27
    3 of 5 stars (2) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Satellite TV
    • Balcony
    • Air Conditioning
    • Linens Provided
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    *** 1 Private, covered parking spot is included when you rent this particular vacation condo 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.... View all property information
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    Key West, Florida Keys 33040
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    $17,827
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    1 / 40
    5 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Hot Tub
    • Water Views
    • Satellite TV
    • Waterfront
    • DVD Player
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    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.*** Shark Key Chateau is 'Grande' to say the least. With unspoiled views from every angle, to playful colors, and unrivaled decor and design, this home is a Chateau unlike any other. Shark Key Chateau is... View all property information
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    Key West, Florida Keys 33040
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    $368
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    1 / 28
    4.5 of 5 stars (23) Very good
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (23) Make Enquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Linens Provided
    • Satellite TV
    • Deck
    • Shared Outdoor Pool...
    • Refrigerator
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security entrances gives the feeling of exclusivity unparalleled in Key West. The foyer of this Mediterranean Style unit with Mexican Tile downstairs... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $5,211
    / Month
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    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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    Location Information
    Key West, Florida Keys 33040
    From
    $272
    / Night
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    1 / 27
    4 of 5 stars (19) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (19) Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Satellite TV
    • Refrigerator
    • Deck
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located inside the Villas known as Old Town Garden Villas Little Havana suite is a bi-level suite with a very spacious bedroom upstairs with king bed, down pillows, tv/dvd player, cordless telephone, writing desk and chair, in-room safe, iron & ironing board complete with Bahama ceiling fan, a/c... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $1,026
    / Night
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    1 / 28
    4 Bedrooms / 4 Bathrooms / Sleeps 16
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Hot Tub
    • Deck
    • Private Outdoor...
    • Grill
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Condos are tied together in a lushly landscaped garden setting with a spa pool in the rear. Booking all 4 condos gives you a great alternative to booking a single house as you are offered privacy and closeness at the same time. Call to book your Island Paradise while there is still time!... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $1,437
    / Night
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    1 / 34
    6 Bedrooms / 6 Bathrooms / Sleeps 22
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Patio
    • Private Outdoor...
    • Grill
    • Refrigerator
    • Deck
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Papa's Hideaway is a Guesthouse property comprised of Garden of Eden , Torrents of Spring , Sun Also Rises , For Whom the Bell Tolls , Islands in the Stream Minimum Stay: Please contact Key West Vacation Rentals regarding minimum stays and special rates. Minimum stay requirements apply... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $532
    / Night
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    1 / 34
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Beach Boys on one of their many trips to Key West (they are Mojito buds with Jimmy Buffett) stayed at our vacation rental called Havana Hideaway, where they wrote the song Kokomo - according to a very reliable source at the Pink Cab Company. This vacation rental is a modern two-story, built in... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $411
    / Night
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    1 / 23
    4 of 5 stars (31) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (31) Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Satellite TV
    • Dishwasher
    • Grill
    • Linens Provided
    • Balcony
    • Internet Access
    • 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
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    Get the List
    From
    $354
    / Night
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    1 / 26
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Hot Tub
    • Satellite TV
    • Linens Provided
    • Balcony
    • Refrigerator
    • 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
    $313
    / Night
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    1 / 24
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Refrigerator
    • Linens Provided
    • Air Conditioning
    • Internet Access
    • Hot Tub
    • Balcony
    • Satellite TV
    • 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
    $354
    / Night
    Payment Protection
    View Details
    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
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $313
    / Night
    Payment Protection
    View Details
    1 / 23
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Refrigerator
    • Internet Access
    • Balcony
    • Linens Provided
    • Satellite TV
    • Hot Tub
    • 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
    $4,251
    / Month
    View Details
    1 / 16
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Island living is made easy in this tropical one bedroom, 2-story Key West cottage. A classic-contemporary Key West style, this attractive rental home is designed with a graceful spiral stair case that connects the 1st and 2nd floors and a romantic gingerbread Juliet-style 2nd floor balcony... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys
    From
    $354
    / Night
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    1 / 27
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Refrigerator
    • Hot Tub
    • Internet Access
    • Linens Provided
    • Satellite TV
    • 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
    $354
    / Night
    Payment Protection
    View Details
    1 / 23
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Balcony
    • Refrigerator
    • Linens Provided
    • Hot Tub
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • 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
    $354
    / Night
    Payment Protection
    View Details
    1 / 25
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Refrigerator
    • Satellite TV
    • Linens Provided
    • Balcony
    • Internet Access
    • 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
    $354
    / Night
    Payment Protection
    View Details
    1 / 25
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Linens Provided
    • Hot Tub
    • Internet Access
    • Refrigerator
    • Balcony
    • 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
    $411
    / Night
    View Details
    1 / 24
    4.5 of 5 stars (28) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (28) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Grill
    • Balcony
    • Dishwasher
    • Linens Provided
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $189
    / Night
    Payment Protection
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    1 / 14
    Studio / 1 Bathroom / Sleeps 2
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    • Linens Provided
    • Air Conditioning
    • Shared Outdoor Pool...
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    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Perhaps the best value in the Curry House, Room four is simply stunning. The walls have remained unpainted, revealing the solid construction of native, Dade County pine which is naturally resistant to the adverse effects of the local environment. Room Four shares a bathroom with Room 3. The... View all property information
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    Key West, Florida Keys 33040
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    $272
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    4.5 of 5 stars (8) Very good
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Shared Outdoor Pool...
    • Deck
    • Balcony
    • Satellite TV
    • Grill
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    • Refrigerator
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Papa's Hideaway is a historic Key West Inn with all the charm of Hemingway's day and the convenience of being just one block off Duval street. The perfect mix of location, atmosphere and value. Feel your tensions release as you soak up the warm tropical sun. Listen to the trade winds rustling... View all property information
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    Key West, Florida Keys
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    $422
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    4.5 of 5 stars (13) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Shared Outdoor Pool...
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    • Satellite TV
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    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located at Papa's Hideaway , the serene grounds strike you immediately upon entering the beautifully landscaped, gated property. Located just one block off World Famous Duval Street, Garden of Eden is the perfect combination of quiet Key West living and optimum access to all of the islands best... View all property information
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    Key West, Florida Keys
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    $5,485
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    1 / 26
    4.5 of 5 stars (8) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Private Outdoor...
    • Internet Access
    • DVD Player
    • Patio
    • Satellite TV
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    • Grill
    • Deck
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Elder access
    • x
    • ?
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The superb location at the top of Solares Hill, three blocks to the Historic Seaport and Duval Street, one block to the Public Library; Casa 625 will amaze you with the detailing, decorating and attention to... View all property information
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    Key West, Florida Keys 33040
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    $3,840
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    1 / 35
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
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    • Washer
    • Balcony
    • Wi-Fi
    • TV
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    • Dryer
    • Grill
    • Refrigerator
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    • 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
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    $697
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    3 Bedrooms / 3 Bathrooms / Sleeps 10
    travellers have booked this property
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    • Refrigerator
    • Deck
    • Patio
    • Shared Outdoor Pool...
    • Hot Tub
    • Grill
    • Parking
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Elder access
    • x
    • ?
    About this property
    This nightly group rental consists of 3 separate units. 1) Porchside Paradise 2) Orange Blossom Suite 3) Deckside Suite . Three separate bedrooms with queen sized beds. Two sleeper sofas and two private hot tubs! Located at 510 Petronia St, literally steps from Duval St! Take advantage of the... View all property information
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    Key West, Florida Keys 33040
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    $189
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    1 / 25
    1 of 5 stars (1) Terrible
    Studio / 1 Bathroom / Sleeps 2
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    • Parking
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    • Pet-friendly
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    • ?
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    • x
    • ?
    About this property
    Part of Conch Republic Cottages Efficiency at its finest! The Deckside Suite is the perfect vacation rental in Key West for those who are trying to get the most bang for their buck. You have everything you need in this cozy, studio-style unit, including a fully-stocked kitchen, cable TV, free... View all property information
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    Key West, Florida Keys 33040
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    $354
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    1 / 27
    3 of 5 stars (1) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Satellite TV
    • Dishwasher
    • Linens Provided
    • Internet Access
    • Balcony
    • Shared Outdoor Pool...
    • Air Conditioning
    • 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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    Key West, Florida Keys 33040
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    $340
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Refrigerator
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Linens Provided
    • Hot Tub
    • Balcony
    • 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
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    $3,977
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    1 / 23
    4.5 of 5 stars (11) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Grill
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    • Hairdryer
    • Air Conditioning
    • Private Outdoor...
    • TV
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    VERANDAH: 2 bedroom 2 bath home with private pool and plenty of space for your family to stay and play! Master bedroom on 1st floor with bath, kitchen and 2 spacious living areas, plus a dining area outside by the pool and grill. The 2nd bedroom is a loft accessed by the stairwell overlooking... View all property information
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    Key West, Florida Keys 33040
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    $6,857
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    1 / 29
    4.5 of 5 stars (4) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Satellite TV
    • Deck
    • Internet Access
    • Patio
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool...
    • Hot Tub
    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.*** Tobago House is just steps from restaurants, night life, Hemingway's House, and the 'Southernmost Point' of the United States. This home offers an open, airy floor plan with old style pine walls and floors,... View all property information
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    Key West, Florida Keys 33040
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    $354
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    4.5 of 5 stars (15) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    • Deck
    • Internet Access
    • DVD Player
    • Hot Tub
    • Grill
    • Satellite TV
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of ALMOST SOUTHERNMOST RETREAT This Truman Avenue home is the perfect location, located between Duval Street and Whitehead St. The style is common throughout the islands. Our shotgun was renovated in March, 2008. Located in among a row of identical cigar-maker cottages, this gem features... View all property information
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    Key West, Florida Keys 33040
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    $258
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    4.5 of 5 stars (21) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Internet Access
    • Satellite TV
    • Stereo System
    • Refrigerator
    • Deck
    • Air Conditioning
    • Patio
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Elder access
    • x
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    About this property
    AUDUBON'S LIVING ROOM HAS JUST BEEN REFURBISHED WITH NEW FURNITURE INCLUDING NEW CHAIRS AND A NEW QUEEN SLEEPER SOFA! The Audubon House is an historic free-standing one bedroom cottage featuring all the comforts of home, and more! The spacious, beautifully furnished great room features a... View all property information
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    Key West, Florida Keys 33040
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    $272
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    5 of 5 stars (25) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    traveller have booked this property
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    • Shared Outdoor Pool...
    • Deck
    • Air Conditioning
    • Grill
    • Satellite TV
    • DVD Player
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located inside the Villas known as Old Town Garden Villas Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door! The bedroom is decorated in rich tropical colors. A writing desk and chair... View all property information
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    Key West, Florida Keys 33040
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    $2,057
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    4 of 5 stars (55) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Ceiling Fans
    • Microwave
    • Shared Outdoor Pool...
    • Patio
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    • Linens Provided
    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. 7 night minimum rental.Paradise is definitely found in this Non-Smoking,... View all property information
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    Key West, Florida Keys 33040
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    $368
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    4.5 of 5 stars (24) Very good
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Shared Outdoor Pool...
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Deck
    • Balcony
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in Duval Square (between Duval Street and Simonton Street), where fine dining abounds (Square One, Origami Sushi Bar and NY Pasta Garden), This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle. Lush and... View all property information
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    Key West, Florida Keys 33040
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    $368
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    4.5 of 5 stars (15) Very good
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Internet Access
    • Refrigerator
    • Shared Outdoor Pool...
    • Balcony
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle. Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security... View all property information
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    Key West, Florida Keys 33040
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    $326
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    1 / 39
    4 of 5 stars (23) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    • DVD Player
    • Internet Access
    • Satellite TV
    • Refrigerator
    • Grill
    • Air Conditioning
    • Deck
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Southernmost Retreat features all the comforts of home, and then some! A full kitchen with everything needed to prepare a gourmet meal including washer/dryer, glass top stove, dishwasher, blender, toaster, coffee maker and radio/CD player. The perfect place to listen to your favorite music while... View all property information
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    Key West, Florida Keys 33040
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    $176
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    3 of 5 stars (5) Average
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Linens Provided
    • Patio
    • Internet Access
    • Air Conditioning
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    • Refrigerator
    • Satellite TV
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    $411
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    4.5 of 5 stars (28) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    Amenities & Details
    • Linens Provided
    • Satellite TV
    • Balcony
    • Grill
    • Shared Outdoor Pool...
    • Internet Access
    • 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