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House Rentals in Florida Keys, FL

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    All 1,258 Rentals in Florida Keys
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    Travellers to Florida Keys are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    $3,257
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    1 / 20
    4.5 of 5 stars (6) Very good
    Key West
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    $7,816
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    1 / 24
    Key West
    5 Bedrooms / 3 Bathrooms / Sleeps 18
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    $258
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    1 / 30
    4.5 of 5 stars (8) Very good
    Key West
    Studio / 1 Bathroom / Sleeps 4
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    $414
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    1 / 28
    4.5 of 5 stars (9) Very good
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    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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    Location Information
    Key West, Florida Keys
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    $391
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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
    Amenities & Details
    • Shared Outdoor Pool...
    • Satellite TV
    • Internet Access
    • Balcony
    • Stereo System
    • Air Conditioning
    • Patio
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Great, popular, quiet townhouse in the well-liked Duval Square complex in the heart of Old Town. One off-street parking space per unit. Easy walking distance to all downtown attractions. Bank, convenience store, health club, hair salon and fine restaurants in the complex. Families are... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $245
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    1 / 27
    4 of 5 stars (2) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Patio
    • Refrigerator
    • Satellite TV
    • Air Conditioning
    • Deck
    • Shared Outdoor Pool...
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Key West, Florida Keys
    From
    $293
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    1 / 29
    Key Largo
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Washer
    • Gym
    • Deck
    • Shared Tennis Court
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Take a deep breath…enter…and exhale…you have arrived. A bright and immaculately clean home, 802 Mariner's Club is the perfect place to unwind from mainland stress. Entry is ground level with all living areas on the second floor. Two bedrooms, the master with a king bed…luxury ensuite with corner... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
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    $154
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    1 / 12
    4 of 5 stars (1) Very good
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Freshly redecorated canal front home. Living room has a 32' flat screen TV with DVD, two sleeper sofas . Master bedroom has full size bed, mirror closet and a vanity with drawers. Guest bedroom has twin trundel bed with mirror closet and slider doors to patio and canal. Spacious open kitchen... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
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    $177
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    1 / 9
    5 of 5 stars (1) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Microwave
    • Satellite TV
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Relax enjoying water views from both front and back decks. This home was recently redecorated with comfy upscale furniture and art. Large open living room has flat screen TV with DVD. Furniture is microfabric sleeper sofa, love seat and an armchair with hassock. Kitchen is conveniently laid... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
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    $5,211
    / Week
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    1 / 29
    5 of 5 stars (1) Excellent
    Key West
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Parking
    • Internet Access
    • Air Conditioning
    • Grill
    • Private Outdoor...
    • Balcony
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    EASY LIVIN' : Private home with pool in Truman Annex, a gated community in historic Old Town, in walking distance of anything you'll want to do during your visit.Bricked yard with outdoor living space and tranquil pool; custom built by the owners with family gatherings in mind. 3 bedrooms,... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $205
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    1 / 10
    4.5 of 5 stars (2) Very good
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    You will fall in love with the happy colorful tropical decorations in this canal front home. 35' seawall with whips, high end dock posts, cleats, swim ladder. Large table, comfortable patio chairs and lounging furniture to enjoy the seawall view and shade under the home. Upper deck has a view of... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $130
    / Night
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    1 / 11
    4 of 5 stars (1) Very good
    Cudjoe Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Grill
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    38' seawall with dock posts, cleats, fish cleaning table and swim ladder. This home has a large covered, screened porch with upscale patio furniture including a large table with four comfortable chairs, a swinging love seat and several swivel chairs. The master bedroom has a queen size bed with... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $4,559
    / Week
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    1 / 6
    4 of 5 stars (3) Very good
    Key Largo
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Washer
    • Dryer
    • DVD Player
    • Water Views
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Island style, waterfront home with exclusive private white sand beach, A pool and protected dockage. 5 bedrooms, 4 bathrooms should be enough room for any size group. Living Room, Dining Room, Kitchen all have unsurpassed views of the open water and Sunset. On the first level is the pool. This home... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $2,084
    / 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
    $358
    / Night
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    1 / 16
    Marathon
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Gym
    • Waterfront
    • Satellite TV
    • Water Views
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This spacious three bedroom, two and a half bath Villa will make you feel right at home. Each bedroom has it’s own television, with a 60” flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or upper balcony. The... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    From
    $1,563
    / 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
    $158
    / Night
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    1 / 11
    3 of 5 stars (2) Average
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Canal front home with spacious ambiance. 35’ seawall with dock posts, cleats, fish cleaning table with hose and outdoor shower. Covered back deck with ceiling fan, drop shades and patio furniture. Living room has large Flat Screen TV with DVD, sleeper sofa, two rockers, recliner and door to... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $149
    / 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
    From
    $130
    / Night
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    1 / 9
    Cudjoe Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This clean and very well maintained canal front vaction home features 1Bd/1Ba with master bedroom king size bed with access to the full size bathroom. Living room features a futon sleeper with 32' flat screen television with DVD player. 35'concrete seawall features dock posts, cleats, swim... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $3,192
    / Month
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    1 / 23
    Key West
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Hairdryer
    • TV
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    ROBIN'S ROOST (monthly rental): In a quiet local neighborhood, open living space in this 1-bedroom, 2-story condo leads to your private backyard with jacuzzi. Kitchen with breakfast bar, living room with sleeper sofa, dining area, and half bath under the stairs. Bedroom is upstairs with full... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    From
    $168
    / Night
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    1 / 8
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Microwave
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This charming two bedroom, two bath home has been totally renovated and updated for your comfort and enjoyment! Spacious, open floor plan in the living room/dining room/kitchen area is excellent for entertaining!! Nice covered patio area - perfect for relaxing or reading your favorite book. 35'... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $223
    / Night
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    1 / 11
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Wrap around open water view with a huge 61' concrete dock/seawall, complete with cleats, padded aluminum dock posts,mooring whip holders,and hose. Covered deck with lounge furniture to dine out or enjoy an evening drink. Or eat inside on upscale dining set and still enjoy the million dollar... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $158
    / Night
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    1 / 8
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Cute as can be! Tastefully decorated with cozy comfortable furniture. Close to all of the amenities, including the pool, community store, marina, recreation hall, bocce ball courts, etc. Queen bed in one room and a double bed in the second bedroom Nice, large deck on front of home with table... View all property information
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    Location Information
    Cudjoe Key, Florida Keys
    From
    $149
    / Night
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    1 / 13
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Two bedroom home with ocean view from living room and deck. Living room has a queen size sleeper sofa, flat screen TV.Smart TV with Wifi for your devices. Kitchen is open and inviting with wood tone cabinets. Dining area located in a pleasant alcove near kitchen has a glass top table with seating... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $391
    / Night
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    1 / 22
    4.5 of 5 stars (22) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (22) Make Enquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool...
    • Grill
    • Satellite TV
    • DVD Player
    • Balcony
    • 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
    $242
    / Night
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    1 / 13
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This home features stunning Open Water Views from upper level covered deck, living room, dining area and dock! Upstairs large deck overlooks the open water; streetside deck is perfect for relaxing, and enjoying the evening breezes. Shaded patio/dock area complete with tropical decor furniture... View all property information
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    Location Information
    Cudjoe Key, Florida Keys
    From
    $205
    / Night
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    1 / 8
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Designer elegant canal front home on unusual seawall accommodating two boats! Corner dock 49' one side and 39' other side, dock posts, cleats, swim ladder and mosaic picnic table. Partially covered deck with patio furniture to enjoy scenery. Living room is open with double glass sliders across... View all property information
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    Location Information
    Cudjoe Key, Florida Keys
    From
    $149
    / Night
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    1 / 9
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Check-out this vacation home! It is situated on the widest canal in Venture Out!! Located on a 35' concrete dock with cleats and dock posts. Beautiful views of the open water from the living room, dining area and kitchen. Recently remodeled, clean fresh decor. Living room has a 26' flat screen TV... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $130
    / Night
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    1 / 10
    Cudjoe Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Affordable vacation home beautifully decorated in peaceful pastel colors. This home has many nice features including being bright, spacious and tropically decorated. The living room area has a Flat screenTV with DVD & VCR, queen size sleeper sofa, glass top table and comfy chairs. Master bedroom... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $2,475
    / Week
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    1 / 24
    4 of 5 stars (10) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • TV
    • Shared Outdoor Pool...
    • Water Views
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    TRUMAN'S HIDEAWAY: Lovely condo in the exclusive Harbour Place condominium complex in Truman Annex. Spacious living/dining room area, fully equipped kitchen, Master bedroom with king bed, guest bedroom with 2 twins, private deck offering sun and shade, and the most spectacular surrounding... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $4,203
    / Week
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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
    $3,661
    / Week
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    1 / 18
    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
    $313
    / Night
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    1 / 15
    4.5 of 5 stars (47) Very good
    Key West
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Reviews (47) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool...
    • Refrigerator
    • DVD Player
    • Stereo System
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Key West, Florida Keys 33040
    From
    $1,107
    / Night
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    1 / 34
    4.5 of 5 stars (15) Very good
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (15) Make Enquiry
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Private Outdoor...
    • Deck
    • Satellite TV
    • Stereo System
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Key West, Florida Keys 33040
    From
    $1,772
    / Week
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    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
    $586
    / Night
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    1 / 18
    4.5 of 5 stars (35) Very good
    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (35) Make Enquiry
    Amenities & Details
    • Stereo System
    • Satellite TV
    • Patio
    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    • Deck
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Key West, Florida Keys 33040
    From
    $14,083
    / Month
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    1 / 20
    5 of 5 stars (3) Excellent
    Key West
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Internet Access
    • Stereo System
    • Deck
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Key West, Florida Keys
    From
    $11,860
    / Month
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    1 / 15
    4.5 of 5 stars (2) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Internet Access
    • Deck
    • Satellite TV
    • Patio
    • Private Outdoor...
    • Air Conditioning
    • Stereo System
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    30 DAY MINIMUM RENTAL This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a good central location to get to the Historic seaport or new town. The light & airy combined living/dining area with its soft color toned furnishings, hardwood floors & many windows... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $378
    / Night
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    1 / 9
    4 of 5 stars (9) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Internet Access
    • Stereo System
    • Water Views
    • DVD Player
    • Grill
    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 comfortable 2 bedroom unit features a huge oceanfront balcony... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $1,726
    / Week
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    1 / 23
    5 of 5 stars (1) Excellent
    Islamorada
    2 Bedrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Water Views
    • TV
    • Dryer
    • Waterfront
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Please send us an inquiry or call us for availability. We have condos and townhomes. Prices vary on the units. Your own tropical paradise overlooking the fabulous Florida Bay in Islamorada. Futura Yacht Club is a 70 unit community with a 53 slip marina and accommodations available for that... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    From
    $417
    / Night
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    1 / 11
    4.5 of 5 stars (38) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (38) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • DVD Player
    • Air Conditioning
    • Stereo System
    • Satellite TV
    • Patio
    • Internet Access
    • Grill
    Suitability
    • 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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    Location Information
    Key West, Florida Keys 33040
    From
    $287
    / Night
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    1 / 8
    4.5 of 5 stars (49) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (49) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Deck
    • Shared Outdoor Pool...
    • Patio
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • 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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    Location Information
    Key West, Florida Keys 33040
    From
    $417
    / Night
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    1 / 17
    4 of 5 stars (30) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (30) Make Enquiry
    Amenities & Details
    • Internet Access
    • Deck
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Stereo System
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • 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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    Location Information
    Key West, Florida Keys 33040
    From
    $8,524
    / Month
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    1 / 10
    5 of 5 stars (2) Excellent
    Key West
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Air Conditioning
    • Deck
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    $6,514
    / Month
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    1 / 31
    Key West
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • DVD Player
    • Deck
    • Air Conditioning
    • Internet Access
    • Patio
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 4 Bedroom Key Haven open-water home has it all!! Enjoy the custom in-ground pool, barbeque and dine in at your waterside gazebo. You can relax upstairs in the custom finished open porch which features a beautiful open water view. This home also offers a downstairs porch which includes a bar... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $12,600
    / Month
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    1 / 17
    5 of 5 stars (2) Excellent
    Key West
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Stereo System
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Hot Tub
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    $352
    / Night
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    1 / 20
    4.5 of 5 stars (21) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (21) Make Enquiry
    Amenities & Details
    • Stereo System
    • Shared Outdoor Pool...
    • Water Views
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    $482
    / Night
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    1 / 19
    4 of 5 stars (42) Very good
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (42) Make Enquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Deck
    • Air Conditioning
    • Private Outdoor...
    • Stereo System
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Whitehead House is a unique two-story single family attached home nestled beside the Audubon House in Old Town Key West. Hidden behind the most photographed 'prohibition fence' in Key West, this three bedroom, two bathroom home includes a large sunny pool and patio as well as off street parking (1... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $313
    / Night
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    1 / 16
    4.5 of 5 stars (48) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (48) Make Enquiry
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Stereo System
    • Satellite TV
    • Grill
    • Deck
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This charming one bedroom cottage is the perfect hideaway. 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 classics like The Bull, Sloppy... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $404
    / Night
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    1 / 23
    4.5 of 5 stars (17) Very good
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (17) Make Enquiry
    Amenities & Details
    • Balcony
    • Shared Outdoor Pool...
    • Internet Access
    • DVD Player
    • TV
    • Terrace
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    DUVAL COURTYARD - 3 bedroom 2 bath townhome has plenty of space, a fabulous location and all the amenities you could wish for. The main living area flows from kitchen to dining area to French doors that open to a balcony where you can sit and people watch. Master bedroom has bath ensuite along... View all property information
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    Location Information
    Key West, Florida Keys 33040