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Holiday Rentals in Key West, FL

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    €435
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    1 / 41
    4.5 of 5 stars (3) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 12
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    1 / 37
    4.5 of 5 stars (3) Very good
    Studio, 1 Bathroom, Sleeps 4
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    1 / 30
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 4
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    1 / 26
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Pet-friendly
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    • 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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    Key West, Florida Keys 33040
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    €218
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    1 / 22
    4 of 5 stars (35) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Air Conditioning
    • Internet Access
    • Elevator/Lift access
    • Satellite TV
    • Hot Tub
    • Deck
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The rooftop community of Duval Square is a prime perch from which to launch the best tropical vacation ever. The townhomes cluster on the second story above their namesake square. Winding pathways bordered by swaying palm and colorful plantings arranged in terracotta pots define the layout. Best... View all property information
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    Key West, Florida Keys 33040
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    €155
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    1 / 29
    4.5 of 5 stars (2) Very good
    Studio, 1 Bathroom, Sleeps 4
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    • Linens Provided
    • Parking
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    • Grill
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    • 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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    Key West, Florida Keys 33040
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    €173
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    1 / 28
    5 of 5 stars (2) Excellent
    Studio, 1 Bathroom, Sleeps 4
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    • Parking
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    • 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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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • 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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    €898
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    1 / 41
    5 Bedrooms, 6 Bathrooms, Sleeps 14
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    Overview Make Enquiry
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    • 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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    €3,319
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    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
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    €199
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    1 / 27
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
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    Overview Reviews (1)
    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
    €199
    / Night
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    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
    Overview Make Enquiry
    Overview
    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
    €252
    / Night
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    1 / 38
    2 Bedrooms, 3 Bathrooms, Sleeps 6
    other travellers have booked this property
    Overview Make Enquiry
    Overview
    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
    From
    €112
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    1 / 26
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2
    other travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    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
    From
    €620
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    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Sauna
    • Water Views
    • Private Outdoor...
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Construido en la década de 1950, el complejo rezuma encanto de la época, sin retraso en el crecimiento de las comodidades. Las habitaciones cuentan con obras de arte cubano, TV de pantalla plana, mini-nevera, y hamacas. El hotel presta huéspedes coloridos sarongs para relajarse, y algunas... View all property information
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    Key West, Florida Keys 33040
    From
    €234
    / Night
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    1 / 26
    4.5 of 5 stars (11) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6
    other 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
    €356
    / Night
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    1 / 24
    4.5 of 5 stars (13) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10
    other 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
    €498
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    1 / 25
    6 Bedrooms, 6 Bathrooms, Sleeps 24
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Patio
    • Parking
    • Hot Tub
    • Linens Provided
    • Satellite TV
    • Internet Access
    • 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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    Key West, Florida Keys 33040
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    €409
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    1 / 26
    2 of 5 stars (1) Poor
    4 Bedrooms, 2 Bathrooms, Sleeps 12
    other travellers have booked this property
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    Amenities & Details
    • Satellite TV
    • Grill
    • Terrace
    • Air Conditioning
    • Balcony
    • Internet Access
    • Hot Tub
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Seaport Suite is available for daily or weekly vacation rentals and located on the second floor of 219 Simonton in Old Town Key West. The location is as close to perfect as you can get, being one block off Duval Street and within walking distance to every single thing you could possibly want to do.... View all property information
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    Key West, Florida Keys 33040
    From
    €253
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    1 / 17
    4.5 of 5 stars (14) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    Overview Reviews (14) Make Enquiry
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    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • Grill
    • Water Views
    • Satellite TV
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This is one of the most elegant and colorful 2 bedroom units in the Key... View all property information
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    Key West, Florida Keys 33040
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    €2,183
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    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Refrigerator
    • Deck
    • Linens Provided
    • Satellite TV
    • Grill
    • Air Conditioning
    • Internet Access
    • Patio
    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 neighborhood is complete with conch style homes, little lanes, corner gardens and yes our famous Key West Roosters watching their chicks. Featuring a classic front porch for greeting the neighbors as... View all property information
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    Key West, Florida Keys 33040
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    €164
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    1 / 23
    5 of 5 stars (4) Excellent
    Studio, 1 Bathroom, Sleeps 2
    other travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Grill
    • Shared Outdoor Pool...
    • Satellite TV
    • Hot Tub
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The kitchen offers an under-counter fridge, microwave, coffee maker, toaster, blender and everything to cook, prepare and enjoy a light meal…and don’t forget the BBQ grill and Ice-maker by the pool! This very comfortable unit also has a very sexy two-person custom shower with glass door,... View all property information
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    Key West, Florida Keys 33040
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    €557
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    1 / 53
    5 of 5 stars (14) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 16
    other travellers have booked this property
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    Amenities & Details
    • Internet Access
    • Deck
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Patio
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Almost Southernmost Retreat is made up of Part of ALMOST SOUTHERNMOST and Part of ALMOST SOUTHERNMOST TOOon the 400 block of Truman Avenue is the perfect location between Duval Street and Whitehead Streets. This style is common throughout the islands. Located in a row of identical cigar-maker... View all property information
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    Key West, Florida Keys 33040
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    €121
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    1 / 32
    4.5 of 5 stars (31) Very good
    Studio, 1 Bathroom, Sleeps 2
    other travellers have booked this property
    Overview Reviews (31) Make Enquiry
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    Amenities & Details
    • Grill
    • Patio
    • Internet Access
    • Satellite TV
    • Linens Provided
    • Parking
    • Air Conditioning
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Monroe Suite is nestled at the rear of the Simonton Court complex. The efficiency studio features a fully-equipped kitchen, flatscreen TV with cable, free wireless internet, and private patio furniture to relax on. The bathroom has a custom tiled shower with glass door and vanity. Take... View all property information
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    Key West, Florida Keys 33040
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    €262
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    1 / 12
    4 of 5 stars (14) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Reviews (14) Make Enquiry
    Overview Reviews (14)
    Amenities & Details
    • Shared Outdoor Pool...
    • Dishwasher
    • Internet Access
    • Linens Provided
    • Balcony
    • Gym
    • Air Conditioning
    • Satellite TV
    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. Coral Hammock is one of the newest gated communities with 55 luxury... View all property information
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    Key West, Florida Keys 33040
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    €2,183
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    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Patio
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Sauna
    • Air Conditioning
    • Deck
    • Shared Outdoor Pool...
    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.*** Playa Royale is located on South Roosevelt Blvd., directly across from Key West's largest beach (Smathers) on the Atlantic Ocean. You can choose to join in activities held in the club house overlooking the... View all property information
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    Key West, Florida Keys 33040
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    €2,183
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    1 / 20
    4.5 of 5 stars (6) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4
    Overview Reviews (6) Make Enquiry
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    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    • Patio
    • Deck
    • Air Conditioning
    • Grill
    • Satellite TV
    • Refrigerator
    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.*** Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels lays the Paradise Suite. Paradise Suite (renovated for January 2013) is a bi-level suite with one... View all property information
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    Key West, Florida Keys 33040
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    €5,939
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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
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    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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    Key West, Florida Keys 33040
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    €278
    / Night
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    1 / 28
    4.5 of 5 stars (9) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    other travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Patio
    • Satellite TV
    • Deck
    • Internet Access
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Amelia House is surrounded by fine restaurants, art galleries, and fine shopping. The living room incorporates a sofa and chairs, in a colorful Caribbean print, which compliments the soft peach wall color. Included are rattan tables to complete the comfortable ambiance of the great room which... View all property information
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    Key West, Florida Keys
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    €188
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    1 / 25
    4.5 of 5 stars (11) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2
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    • Stereo System
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    • Pet-friendly
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    • x
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    About this property
    Having spent a long weekend in this one bedroom, one and a half bath apartment, one previous guest described it as a 'cozy condo hideaway in the heart of historic Key West.' The historic significance is close to home. It starts with the white stucco building that houses this suite and other... View all property information
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    Key West, Florida Keys 33040
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    €164
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    1 / 27
    4 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
    other travellers have booked this property
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    • Patio
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    • Pet-friendly
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    • Child-friendly
    • x
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    • x
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    About this property
    Part of the Nightly Group PALM GARDENS Flamingo Hideaway is a spacious unit. Historic homes dating to the late 1880s, this tropical paradise has just undergone a complete restoration with exceptional attention to details. The original Dade County pine walls have been saved to create that... View all property information
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    Key West, Florida Keys
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    €192
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    1 / 14
    4.5 of 5 stars (45) Very good
    Studio, 1 Bathroom, Sleeps 2
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    • Refrigerator
    • Shared Outdoor Pool...
    • Satellite TV
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    • Pet-friendly
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    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
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    About this property
    Perfect for two, this Bali-style studio cottage has it all: comfort, privacy and location. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West... View all property information
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    Key West, Florida Keys 33040
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    €210
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    1 / 15
    4.5 of 5 stars (47) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2
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    • Satellite TV
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    • Shared Outdoor Pool...
    • Refrigerator
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • x
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    About this property
    Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a charming one bedroom cottage. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer.... View all property information
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    Key West, Florida Keys 33040
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    €742
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    1 / 34
    4.5 of 5 stars (15) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • DVD Player
    • Air Conditioning
    • Private Outdoor...
    • Deck
    • Satellite TV
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    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
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    About this property
    Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this large estate through a private gate; stroll down brick pathways and wander by the cottage until you reach the two story main home. The gardens are lush and abundant featuring various species of... View all property information
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    Key West, Florida Keys 33040
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    €262
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    1 / 24
    4.5 of 5 stars (28) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Linens Provided
    • Satellite TV
    • Balcony
    • 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
    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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    Key West, Florida Keys 33040
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    €393
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    1 / 18
    4.5 of 5 stars (35) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Stereo System
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    • Pet-friendly
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    • Child-friendly
    • x
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    • x
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    About this property
    This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Mediterranean. It features three bedrooms and three baths. The open living/kitchen area is decorated with rich tones with tropical accents and soft fabrics. The dining room is outside in the attached... View all property information
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    Key West, Florida Keys 33040
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    €9,442
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    1 / 20
    5 of 5 stars (3) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Internet Access
    • Stereo System
    • Deck
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
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    About this property
    30 DAY MINIMUM RENTAL Welcome to Casa Alegria! An extended vacation at this Bahamian style conch house is sure to bring you happiness and joy! As you approach the front of the house you'll notice ample off-street parking on either side (a rarity in Old Town!) as well as an easy place to park... View all property information
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    Key West, Florida Keys
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    €7,951
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    1 / 15
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Internet Access
    • Deck
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    • Patio
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    • Air Conditioning
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    • 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
    30 DAY MINIMUM RENTAL This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a good central location to get to the Historic seaport or new town. The light & airy combined living/dining area with its soft color toned furnishings, hardwood floors & many windows... View all property information
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    Key West, Florida Keys 33040
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    €253
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    1 / 9
    4 of 5 stars (9) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    • Satellite TV
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    • Private Outdoor...
    • Internet Access
    • Stereo System
    • Water Views
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This comfortable 2 bedroom unit features a huge oceanfront balcony... View all property information
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    Key West, Florida Keys 33040
    From
    €262
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    1 / 22
    4 of 5 stars (20) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Dishwasher
    • Balcony
    • Internet Access
    • Shared Outdoor Pool...
    • Linens Provided
    • Satellite TV
    • Grill
    • 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
    From
    €279
    / Night
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    1 / 11
    4.5 of 5 stars (38) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Private Outdoor...
    • DVD Player
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    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, and shopping. Catherine House is located only ½ block from the quieter end of Duval Street, and better yet, just three blocks to a beach (Duval & South Streets). The house can comfortably... View all property information
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    Key West, Florida Keys 33040
    From
    €192
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    1 / 8
    4.5 of 5 stars (49) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Air Conditioning
    • Internet Access
    • DVD Player
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    • Patio
    • Satellite TV
    • Refrigerator
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true island hideaway .The bungalow features an one level open space living/dining area, full kitchen and a spacious bedroom with a king size bed. There is a... View all property information
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    Key West, Florida Keys 33040
    From
    €279
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    1 / 17
    4 of 5 stars (30) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Internet Access
    • Deck
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Stereo System
    • Air Conditioning
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Thoughtfully restored, Havana Lane hearkens back to a time when cigar makers lived in the neighborhood, gathering on porch stoops to pass on the latest news. Near the notorious Key West Cemetery, this classic conch cottage embodies the essence of rustic charm while offering modern amenities and... View all property information
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    Key West, Florida Keys 33040
    From
    €428
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    1 / 18
    4 of 5 stars (40) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Stereo System
    • Internet Access
    • Deck
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually decorated in soft pine and white, wicker furnishings and sofa sleeper in living room, this four bedroom, three and a half bath home provides a comfortable... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €188
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    1 / 22
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Deck
    • Stereo System
    • Refrigerator
    • Grill
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Location combined with history and design makes Coral Condo a prize piece of vacation real estate. This cozy one bedroom is located in the heart of Old Town just one block off Duval Street, where you'll find many of the attractions visitors come to the island to enjoy. This large corner condo is on... View all property information
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    Key West, Florida Keys
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    €5,715
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    1 / 10
    5 of 5 stars (2) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2
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    • Grill
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    • Air Conditioning
    • Deck
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    • Satellite TV
    • DVD Player
    • Refrigerator
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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
    30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located just behind Old Town Key West and known for it's tranquil tree lined streets. Centrally located on the island, yet far enough away from the hustle bustle of Duval, this is truly a wonderful locale... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €8,448
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    1 / 17
    5 of 5 stars (2) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4
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    • DVD Player
    • Private Outdoor...
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    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Hot Tub
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • x
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    About this property
    30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's 'Guestbook' column, this charming Old Town house has recently been completely and tastefully renovated by its owners. Located just across the street from Key West's historic city cemetery, truly a tourist attraction in our... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €10,435
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    1 / 17
    4 of 5 stars (2) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6
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    • Satellite TV
    • Private Outdoor...
    • Stereo System
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Deck
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
    • ?
    About this property
    30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated 'Conch' house with many architectural touches in the charming historic district. Designed to bring the outdoors in, this home features a bright living room with cathedral ceilings & tall French doors opening to the pool & garden... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    €236
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    1 / 20
    4.5 of 5 stars (21) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Stereo System
    • Shared Outdoor Pool...
    • Water Views
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
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    About this property
    Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 400 feet of oceanfront property. An expansive pool and spa sits oceanside surrounded by a lushly landscaped garden of native Key West plants and trees.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    €6,987
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    1 / 28
    4 Bedrooms, 3 Bathrooms, Sleeps 7
    Overview Make Enquiry
    Overview
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    • TV
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    • Washer
    • Air Conditioning
    • Deck
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    • Pet-friendly
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    • Child-friendly
    • x
    • ?
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    • x
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    About this property
    SOUTHARD LOVE Simply tell your friends and family to meet you at the corner of Southard Street and Love Lane, one of Key West’s premier Old Town addresses. This spectacular, three-story, historic and award-winning home has been fully renovated to meet the most discerning tastes. Dappled sunlight... View all property information
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    Location Information
    Key West, Florida Keys 33040