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Houses in Florida Keys, FL

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    All 1,130 Rentals in Florida Keys
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    Travellers to Florida Keys are booking December dates now. Secure your holiday rental today, and have the perfect trip.
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    From
    $342
    / Night
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    1 / 14
    4.5 of 5 stars (60) Very good
    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (60) Make Enquiry
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    $410
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    1 / 15
    4.5 of 5 stars (37) Very good
    Key West
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (37) Make Enquiry
    From
    $2,049
    / Week
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    1 / 10
    5 of 5 stars (40) Excellent
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (40) Make Enquiry
    From
    $410
    / Night
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    1 / 23
    4.5 of 5 stars (18) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (18) Make Enquiry
    Amenities & Details
    • DVD Player
    • Grill
    • Satellite TV
    • Balcony
    • Internet Access
    • Shared Outdoor Pool...
    • Air Conditioning
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $3,416
    / Month
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    1 / 14
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Porch
    • Refrigerator
    • TV
    • Air Conditioning
    • Dryer
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Take a trip to someplace where warm breezes lull you into a tropical state of mind... Key West Vacation Rental Banana Dream offers you an exceptional opportunity to enjoy Key West at its best! This charming 2 bedroom / 2 bath - first floor condominium is the perfect getaway for two. It is furnished... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $410
    / Night
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    1 / 14
    4.5 of 5 stars (35) Very good
    Key West
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (35) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Gym
    • Shared Outdoor Pool...
    • Air Conditioning
    • Linens Provided
    • Stereo System
    • Balcony
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Roomy condo in the heart of Old Town. Fully equipped kitchen, washer, dryer, microwave, dishwasher, central AC and TV. Large, shared pool. Below are shops, cafes and a health club offering daily memberships. Secured parking for one car. Three blocks to the nearest beach. Families are welcomed... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $410
    / Night
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    1 / 24
    4.5 of 5 stars (28) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (28) Make Enquiry
    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
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $2,391
    / Week
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    1 / 17
    4 of 5 stars (13) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Terrace
    • Balcony
    • Shared Outdoor Pool...
    • Gym
    • Linens Provided
    • Internet Access
    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. Bright, tropical colors and tile floors provide an island ambience to... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $410
    / Night
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    1 / 21
    4.5 of 5 stars (26) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (26) Make Enquiry
    Amenities & Details
    • DVD Player
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Satellite TV
    • Linens Provided
    • Balcony
    • 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
    $4,372
    / Month
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    1 / 20
    Islamorada
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Grill
    • Washer
    • Dryer
    • Satellite TV
    • Internet Access
    • Refrigerator
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This charming 2 bedroom and 2 bathroom home is located at the 90 mile marker. This home is centrally located to shopping, restaurants, and grocery store. This home offers deep water dockage and easy access to the Atlantic Ocean via Tavernier Creek. Great outdoor space whether you are sitting on... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
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    From
    $410
    / Night
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    1 / 23
    4.5 of 5 stars (27) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (27) Make Enquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
    • Balcony
    • Linens Provided
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $547
    / Night
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    1 / 19
    4.5 of 5 stars (35) Very good
    Key West
    3 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (35) Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Satellite TV
    • Deck
    • DVD Player
    • Grill
    • 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
    From
    $410
    / Night
    View Details
    1 / 21
    4.5 of 5 stars (37) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (37) Make Enquiry
    Amenities & Details
    • Internet Access
    • Balcony
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool...
    • Satellite TV
    • Grill
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $410
    / Night
    View Details
    1 / 23
    4.5 of 5 stars (25) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (25) Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Grill
    • Balcony
    • Satellite TV
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $478
    / Night
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    1 / 32
    4.5 of 5 stars (12) Very good
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Patio
    • Air Conditioning
    • Balcony
    • Linens Provided
    • Satellite TV
    • Waterfront
    • Water Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Come stay aboard our FABULOUS houseboat Libra! Docked in one of Key West's most exclusive yacht club marinas, our guests have free access to a host of 'members only' amenities including a swimming pool, private beach, tiki bar, fitness facility, sauna, clubhouse, onsite restaurant, free parking and... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $410
    / Night
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    1 / 12
    4 of 5 stars (14) Very good
    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (14) Make Enquiry
    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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    Location Information
    Key West, Florida Keys 33040
    From
    $2,049
    / Week
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    1 / 16
    4.5 of 5 stars (41) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (41) Make Enquiry
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • Air Conditioning
    • Balcony
    • DVD Player
    • Linens Provided
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom and one bathroom unit has a spacious balcony on the 2nd floor deck. In case you would like to work on vacation the unit has a wireless DSL connection. There is one assigned parking space per unit.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $683
    / Night
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    1 / 24
    4.5 of 5 stars (29) Very good
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (29) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Deck
    • Grill
    • Shared Outdoor Pool...
    • DVD Player
    • Air Conditioning
    • Balcony
    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
    $2,186
    / Week
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    1 / 10
    4 of 5 stars (1) Very good
    Key Largo
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • DVD Player
    • Boat Available
    • Satellite TV
    • Waterfront
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fantastic 3 Bedroom, waterfront home. House is located in Key Largo and has its own dock for swimming or boating. Centrally located for shopping , restaurants and all activities in Key Largo. The house can be rented with or without a 23 ft. Mako Center console. Boat is an extra $800.00 per week.... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $156
    / Night
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    1 / 10
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tropical whimsy merged with designer chic! Living room has a wall of windows overlooking tropically landscaped patio. Patio has glass top dining table, two (lie down and never get up) lounge chairs, colorful picnic table, three shade umbrellas and large gas grill. Living room has a flat screen... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
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    From
    $321
    / Night
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    1 / 8
    5 of 5 stars (3) Excellent
    Key Largo
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Boat Available
    • Satellite TV
    • Waterfront
    • Washer
    • Air Conditioning
    • Grill
    • Internet Access
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Bayside condo in a 10 unit complex overlooking dock and canal. This unit is located in the center of Key Largo with access to shopping and great restaurants. Perfect for the avid diver or fisherman as there is a dive shop and bait shop located in the complex. This is a 1 bedroom with a King bed... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $1,640
    / Week
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    1 / 8
    3.5 of 5 stars (2) Average
    Key Largo
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Deck
    • Dryer
    • DVD Player
    • Waterfront
    • Internet Access
    • TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Keysey cottage with direct access to the bay or ocean from the dock. Centrally located to stores, restaurants and all that Key Largo has to offer. We are located 2 miles from Pennekamp Park and 4 miles from the Jacobs Aquatic Center. Enjoy the Manatees swimming at the dock or fish and snorkel at... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $2,391
    / Week
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    1 / 21
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Hairdryer
    • Air Conditioning
    • Satellite TV
    • Cooker
    • Microwave
    • Linens Provided
    • Dishwasher
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    2 Bedroom 2 bathroom high ceilings spacious unit in Truman Annex. Bright and Airy floor plan with cathedral ceilings, balcony. Highly desirable and rare 2 bedroom, 2 bath unit. One assigned parking space, large community pool and short distance to Fort Taylor Beach. Short walk to Duval Street,... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $4,099
    / Month
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    1 / 12
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Cooker
    • Dishwasher
    • Linens Provided
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This unit offers the perfect way to visit Key West, park your car and walk everywhere. Sunset celebration is only steps away. This town home is complete luxury with viking appliances, custom kitchen cabinets, granite counter tops, beautifully furnished, and Westin Hotel heavenly beds. The amenities... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $5,192
    / Month
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    1 / 17
    5 of 5 stars (1) Excellent
    Key West
    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
    $6,831
    / Month
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    1 / 18
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Linens Provided
    • Cooker
    • Satellite TV
    • Private Outdoor...
    • Patio
    • Dishwasher
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Behind the white picket fence sits this beautiful executive pool home in New Town. This three bedroom, two bathroom home has a custom kitchen with full pantry adjacent to the large dining and living room. The master suite has an oversized bathroom with jet tub and glass shower, a walk in closet... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $5,465
    / Month
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    1 / 14
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Terrace
    • Balcony
    • Satellite TV
    • Air Conditioning
    • Dishwasher
    • Shared Outdoor Pool...
    • Internet Access
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    30- Night minimum stay: Private and quiet, this luxurious unit is an ideal place for relaxing away from the noise and partygoers of Duval Street, while still being only a few minutes away from the unique charm of Old Town Key West. Beautifully decorated with palm tree décor, leather sleeper sofa,... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $8,198
    / Month
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    1 / 19
    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Linens Provided
    • Internet Access
    • Balcony
    • Private Outdoor...
    • Deck
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in Big Coppitt is this secluded, waterfront paradise. This 3 bedroom, 3 bathroom house features a private pool. Relax in the grand outdoor patio area overlooking the pool and canal. Each of the three bedrooms has its own private bathroom. Located on the ground floor is the living room,... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $6,831
    / Month
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    1 / 16
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Microwave
    • DVD Player
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • Linens Provided
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located on a quiet street in the Meadows of Key West; a tranquil residential neighborhood located just behind the Key West Historical district. This home offers you a two bedroom one bathroom main house with a separate one bedroom cottage with a full bathroom. The private pool and outdoor deck area... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $1,858
    / Week
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    1 / 15
    Marathon
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Balcony
    • Gym
    • DVD Player
    • Refrigerator
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Escape to gorgeous Marathon, Florida Keys for a romantic getaway or a fun family retreat. For families with young children this Keys Vacation home is located just two blocks away from beautiful Sombrero Beach with a children`s playground, baseball diamond, volleyball net, picnic areas and roped... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    From
    $342
    / Night
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    1 / 17
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Gym
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy this quiet 2 bedroom, 2 bath condominium tucked away from all the excitement of Key West. Spend your days lounging by the shared lagoon shaped pool surrounded by beautifully lush tropical foliage. Or take just a short walk to Smather’s Beach where you can spend your time snorkeling,... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $4,408
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    1 / 22
    5 of 5 stars (1) Excellent
    Cudjoe Key
    4 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Water Views
    • Waterfront
    • Internet Access
    • Private Outdoor...
    • TV
    • Washer
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful four thousand plus square foot home located on Cudjoe Key. Private beach and 30 foot swimming pool with 10 foot waterfall hot tub. Huge master suite overlooking the ocean. The house comes with BBQ grill and single and double kayaks. Spectacular views can be enjoyed from the screened... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $3,839
    / Week
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    4.5 of 5 stars (12) Very good
    Cudjoe Key
    6 Bedrooms / 4 Bathrooms / Sleeps 18
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Water Views
    • Satellite TV
    • Air Conditioning
    • Washer
    • Deck
    • Internet Access
    • Waterfront
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Oceanfront 6 bed/4 bath home with panoramic ocean view on Cudjoe Key. Sleeps 12+. Beach, Hot Tub, Floating Dock, Heated Pool, Kayaks and 540 square foot screened in porch overlooking the Atlantic ocean. This house has been very popular with large groups. Floating dock is great to fish and swim... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $273
    / Night
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    1 / 6
    5 of 5 stars (3) Excellent
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Internet Access
    • Deck
    • Washer
    • Satellite TV
    • Dryer
    • DVD Player
    • Air Conditioning
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Here's Céad Míle Fáilte to friend and to rover That's a greeting that's Irish as Irish can be It means you are welcome a thousand times over Wherever you come from, whosoever you be. Welcome to our home across the pond. We know you will enjoy your time in Key West as much as we do and Our... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $462
    / Night
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    Marathon
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Water Views
    • Waterfront
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located at the end of the marina with breath taking views of sparkling waters and the setting sun, Coquina is a cottage with a lot of history that whispers from the past with old Florida comfort and charm. Spacious, tropical and beautifully decorated, the cottage is made from Dade County Pine with... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    From
    $478
    / Night
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    1 / 8
    5 of 5 stars (1) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    2 bedroom 2 bath top floor ocean-view condo at 1800 Atlantic. This unit has been totally renovated and no attention to detail spared. The Master Bedroom has king bed, The guest bedroom has a queen and the living room has a queen pull-out sleeper sofa. High speed interent available. There is a full... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $444
    / Night
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    1 / 8
    4 of 5 stars (4) Very good
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to a little piece of hidden paradise you never knew existed. Once you're nestled into this Secret Courtyard Cottage hideaway, you'll never know you're right in the center of Old Town Key West. Situated at the end of a little walking lane, this charming cottage, with private Jacuzi,  is made... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $956
    / Night
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    1 / 30
    4 of 5 stars (2) Very good
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Undeniably adorable, Key West Wabi Sabi vacation rental is a celebration of authentic Key West cottage style island living. Built in 1930, the front of the historic wooden plank house is held to vintage form with loads of original details, complete with welcoming front porch and saw-tooth tin roof.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $287
    / Night
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    1 / 12
    4.5 of 5 stars (12) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (12) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    • Wireless Internet • Full Kitchen Nassau Suite is a bi-level suite with a very spacious bedroom upstairs a king bed, TV, writing desk w/outlet for computer and chair, in-room safe, iron & ironing board complete with Bahama ceiling fan, A/C and colorful Caribbean artwork. The upstairs tiled... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $342
    / Night
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    1 / 11
    Key Colony Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Waterfront
    • Deck
    • Washer
    • Internet Access
    • Air Conditioning
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Well maintained stilt single family home. Walk up the exterior set of stairs to the spacious one level home. The kitchen has been newly remodeled! There is a large covered porch with a table and chairs to enjoy dining outside.The master bedroom has a king size bed, one guest has a queen and the... View all property information
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    Location Information
    Key Colony Beach, Florida Keys 33051
    From
    $1,571
    / Night
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    1 / 30
    5 of 5 stars (4) Excellent
    Key West
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This gorgeous classical Key West Estate property is quite possibly the most stylish blend of historic Victorian-Caribbean with stunning island-modern that we have seen. An exceptional degree of refinement was reserved for the sophisticated renovation and décor of this circa 1930’s Key West... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $922
    / Night
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    1 / 19
    4.5 of 5 stars (8) Very good
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Deck
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Perfectly staged in the island's city center, this spectacular downtown Key West rental received a major renovation to become the  fabulous Penthouse on Duval. This unique private Caribbean style penthouse is the perfect prescription for some lofty relaxation. Perched just above the fun and frolic... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $922
    / Night
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    1 / 28
    5 of 5 stars (5) Excellent
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the end (and the beginning) of the road. There aren’t many places in the world where you can say you’re both beginning and ending your journey at the same time.  But when you rent this Heavenly Hideout at Rainbow’s End, you’re spot on, and you can do exactly that. This tropically... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $444
    / Night
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    1 / 25
    5 of 5 stars (4) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Great 3rd floor 2 bedroom 2 bath rental unit at 1800 Atlantic. All furnishings replaced in 2011,decorated in an elegant contemporary style. This unit is spacious with a full size fully equipped eat in Kitchen. There is a king bed in the master bedroom, 2 twin beds in the 2nd bedroom and a queen... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $10,138
    / Month
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    1 / 32
    Key Largo
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Wi-Fi
    • Stereo System
    • Air Conditioning
    • Washer
    • Water Views
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This luxurious waterfront home is located on the ocean side of northern Key Largo (The Sport Fishing Capital of the World), near mile marker 105. Superb quality and beauty and centrally located, this house has it all! Everything you need is right here waiting.... This home comfortably accommodates... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $1,093
    / Night
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    1 / 18
    4 of 5 stars (6) Very good
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Deck
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Have you ever outgrown a favorite small space, and dreamed about transforming it into something larger and even better?  Wishing you could somehow magically gain enough room to expand it so it offered twice the space, while keeping all its original charm?  Well … that’s exactly what happened right... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $3,962
    / Month
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    1 / 9
    5 of 5 stars (1) Excellent
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Linens Provided
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Completely hidden from the street, this recently redecorated garden flat provides you with two private entrances off a large gated manicured garden. Your own private expansive covered bricked front porch spans the width of the garden right out the front door and leads to a beautiful meditation... View all property information
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    Location Information
    Key West, Florida Keys
    From
    $547
    / Night
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    1 / 8
    4 of 5 stars (2) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Imagine the quintessential Caribbean island village, its cottages nestled hand-in-hand on charming historic pedestrian streets. As people stroll by, sun kissed from an afternoon of beaching and sight seeing, they'll say hi to one another even if they've never met. This is your neighborhood during... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $1,845
    / Night
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    1 / 39
    5 of 5 stars (1) Excellent
    Key West
    9 Bedrooms / 7 Bathrooms / Sleeps 22
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Linens Provided
    • Air Conditioning
    • Stereo System
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Thinking about getting your extended family or friends together for a Key West vacation? This one-of-kind gated Key West vacation rental compound, with large private swimming pool in spacious landscaped tropical garden setting, could be the perfect place. Family Reunion Key West vacation rental... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $4,782
    / Month
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    1 / 13
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a lovely 3rd floor partial ocean-view unit. You will love the spacious 50 ft private balcony that runs the length of the unit. The unit is tiled throughout with a full size fully equipped eat in Kitchen. There is also a full size washer dryer for your convenience. Both bedrooms and the... View all property information
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    Location Information
    Key West, Florida Keys 33040