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Holiday Rentals in Florida Keys, FL

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    Travellers to Florida Keys are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 26
    5 of 5 stars (44) Excellent
    Key Largo
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    1 / 23
    4.5 of 5 stars (21) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 12
    Summerland Key
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 11
    Big Pine Key
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    Truly remarkable Big Pine Key vacation home. Rare Duplex on over an acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys. Fully fenced for privacy and lots of yard space for everyone to enjoy... View all property information
    Location Information
    Big Pine Key, Florida Keys
    1 / 21
    5 of 5 stars (1) Excellent
    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
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    • x
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    • x
    About this property
    Plan your Fall getaway! Visit now through NOVEMBER 30th 2016 and get a 10% DISCOUNT. Please see our Specials page for all terms and conditions. Save 3% off final rate if you pay by check. To say this townhouse condominium is worth the amassed treasure of Blackbeard, one of the most notorious and... View all property information
    Location Information
    Key West, Florida Keys
    1 / 9
    5 of 5 stars (4) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Open the front door of the hand crafted Havana Moon Key West cottage located on Upper Duval Street, step from the porch, and look south toward Havana Cuba and... Mmmm... You'll catch a view of the ocean where the full moon rises with a soft salt southern breeze. Originally built in the late 1800's... View all property information
    Location Information
    Key West, Florida Keys
    1 / 8
    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Outdoor Dining Area
    • Balcony
    • Secure Parking
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    • Pet-friendly
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    • x
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    • x
    About this property
    Located two short blocks away from Florida Bay and a homeowners park, with beach, and boat ramp. The property is fenced with plenty of car and boat parking. You will book a Family HOME, Our HOUSE is NOT a Trailer or Trailer Park. Our House as seen in the pictures is of CONCRETE including the... View all property information
    Location Information
    Key Largo, Florida Keys
    1 / 14
    Summerland Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    • x
    About this property
    This Summerland Key vacation home is situated on a private, fully fenced lot, with a tastefully decorated interior with great features such as hardwood floors and a beautifully well-equipped, custom kitchen. Spacious living and dining rooms provide ideal entertaining areas for friends and family.... View all property information
    Location Information
    Summerland Key, Lower Keys
    1 / 14
    4.5 of 5 stars (7) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Everything about this historic Key West tropical gem adds up to make a precious private garden cottage. Sitting in the mature tropical tree garden in the hidden back yard, you would never know you're just 1/2 block off Duval Street in Old Town Key West. It is indeed rare to find a cottage property... View all property information
    Location Information
    Key West, Florida Keys
    1 / 50
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    Beautiful 3 bedroom home on Flamingo Island. Panoramic view of the harbor from this porch. Downstairs has grill over looking the water, outdoor dining table and tiki bar. dock has shore power, water, fish cleaning station and DEEP WATER! Dock can handle 50 foot boat, so come on down! New... View all property information
    Location Information
    Marathon, Florida Keys
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    1 / 18
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
    • Balcony
    • Terrace
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This beautiful Ocean side waterfront property is centrally located, between Key Largo and Islamorada, in front of the Harry Harris Ocean Front Park. Guests can enjoy the groomed beach and watch the Children play at the park's enclosed playground. If you plan to bring your boat or personal water... View all property information
    Location Information
    Tavernier, Key Largo
    1 / 16
    Cudjoe Key
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • ?
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    • x
    About this property
    Come and enjoy the wonderful Florida Keys lifestyle at Tropical Bay. Located at mile marker 22, close to Key West and Marathon for great day trips around the islands. This spacious 3 bedroom, 2 bathroom ground level home is cozy and comfortable. Extra large screened porch overlooks a peaceful canal... View all property information
    Location Information
    Cudjoe Key, Florida Keys
    1 / 43
    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    About this property
    Welcome to Guitars & Tiki Bars. This a 7-night minimum rental only. We are striving to make this one of the best rentals homes in Key Colony. The furniture and accessories have been chosen with the utmost care to create a very comfortable and enjoyable space. As a renter of luxury homes, we have... View all property information
    Location Information
    Key Colony Beach, Florida Keys
    1 / 10
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Cleverly hidden from view at the end of a narrow island urban lane that intersects with downtown Duval Street, this Starlight Siesta vacation rental encompasses the rear half of the Key West penthouse property known as Penthouse On Duval. Perfectly staged in the island's city center, this... View all property information
    Location Information
    Key West, Florida Keys
    1 / 27
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
    • Satellite TV
    • DVD Player
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    14 NIGHT MINIMUM STAY Each unit is fully furnished and has two bedrooms, two bathrooms, dining area, full kitchen, washer/dryer, central heat/airconditioning and a private patio or balcony. This unit has a great corner view of the ocean! The kitchen is equipped with stove, refrigerator, dishwasher,... View all property information
    Location Information
    Key Colony Beach, Florida Keys
    1 / 22
    4 of 5 stars (1) Very good
    Key West
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Wi-Fi
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Plan your Fall getaway! Visit now through SEPTEMBER 30th 2016 and get a 10% DISCOUNT. Please see our Specials page for all terms and conditions. Bring more luminescence into your next vacation with evening after evening of incomparable Key West sunsets viewed from the third-floor deck of this... View all property information
    Location Information
    Key West, Florida Keys
    1 / 7
    4.5 of 5 stars (9) Very good
    Key Largo
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Balcony
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    SPECIAL SEPT. OCT. AND NOV RATES This renovated 4 bedroom 2 bath house is on a canal which opens up to beautiful Tarpon Basin Bay with access to the Atlantic Ocean. Minutes from beautiful Penny Camp National Underwater Park. Minutes from best fishing and diving in the world. Come to the... View all property information
    Location Information
    Key Largo, Florida Keys
    1 / 14
    4.5 of 5 stars (35) Very good
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • x
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    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys
    1 / 20
    Key West
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Treat yourself, your family and friends to a grand Key West home ideal for an extended stay on the island. This wonderful home, which has recently been completely renovated, boasts 4 bedrooms, 3-1/2 bathrooms, a new modern kitchen, a living room, a dining room, an office nook, a 270 degree wrap... View all property information
    Location Information
    Key West, Florida Keys
    1 / 20
    4.5 of 5 stars (2) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Grill
    • Balcony
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    • DVD Player
    • Washer
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Plan your Fall getaway! Visit now through OCTOBER 2nd 2016 and get a 10% DISCOUNT. Please see our Specials page for all terms and conditions. The name of this one-bedroom, one full bath condo suggests the most persistent legend of Key West: that vacationers come for a week and stay a lifetime.... View all property information
    Location Information
    Key West, Florida Keys
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    1 / 10
    5 of 5 stars (41) Excellent
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Terrace
    • Satellite TV
    • Balcony
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Shared Outdoor Pool...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. It is an upstairs unit with 2 bedrooms and 1 Bathroom with 1 queen, 2... View all property information
    Location Information
    Key West, Florida Keys
    1 / 22
    Key Largo
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
    • Air Conditioning
    • Porch
    • Grill
    • Washer
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    MONTHLY RENTALS ONLY!!! Spacious and lovely canal home w/ above ground pool and dockage for your boat. 3/2 upstairs and spacious addorable 1/1 bath bottom floor. Completely and tastefully funrished and large screened in terrace overlooking water. Perfectly located ..quiet yet walk to swimming... View all property information
    Location Information
    Key Largo, Florida Keys
    1 / 13
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Casa Turquesa is the jewel of Summerland Key. Located directly on the beautiful crystal blue keys waters with deep water boat access for the avid angler and plenty of dockage for all the water toys. This stylish home is outfitted in Florida tropical style with cool and comfortable leather in the... View all property information
    Location Information
    Summerland Key, Lower Keys
    1 / 21
    4.5 of 5 stars (38) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Balcony
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool...
    • Satellite TV
    • Grill
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys
    1 / 16
    5 of 5 stars (2) Excellent
    Little Torch Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Private Outdoor...
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    • Pet-friendly
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    • ?
    About this property
    This historic cottage has been lovingly restored to be a fabulous vacation rental. Vaulted master bedroom ceiling, high end beds, retro appliances, heated pool, hot tub, ocean view, screened in porch, amazing sunsets, great location, tropical landscape and attention to detail make this vacation... View all property information
    Location Information
    Little Torch Key, Florida Keys
    1 / 29
    4.5 of 5 stars (6) Very good
    Tavernier
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Satellite TV
    • Washer
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    • Internet Access
    • Patio
    • Waterfront
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    OTHER PROPERTIES AVAILABLE WATERFRONT PROPERTIES STARTING AT $75.00/NIGHT W/ THREE (3) NIGHT MINIMUMS SEND INQUIRY OR CALL FOR ADDITIONAL INFORMATION CURRENTLY TWO TERRACES CLOSED UPSTAIRS; ENTRY TO THE PROPERTY IS THROUGH THE COVERED TERRACE Welcome to SERENITY BAY VILLAS - GARDEN UNIT The... View all property information
    Location Information
    Tavernier, Key Largo
    1 / 22
    4 of 5 stars (20) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Satellite TV
    • Terrace
    • Internet Access
    • Balcony
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys
    1 / 50
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Please note that this property has a 10AM check-out time. Please note these Check-in Day Requirements for this property: Aug 20 - Nov 18 : Saturday check-in required, Saturday check-out required.; Nov 19 - Nov 25 : Saturday check-in required, Saturday check-out required.; Nov 26 - Dec 16 :... View all property information
    Location Information
    Marathon, Florida Keys
    1 / 34
    5 of 5 stars (3) Excellent
    Matecumbe Key
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Exceptional oceanfront home equipped with a sandy beach and forever views! Exquisite design and rich appointments compliment this oceanfront home in Lower Matecumbe, (mile marker 75, South Islamorada). You will enjoy private terraces from each bedroom overlooking picturesque sunrises and panoramic... View all property information
    Location Information
    Matecumbe Key, Florida Keys
    1 / 13
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    The open porch catches the breeze and sun with this Florida Keys vacation rental! Sit back and relax in this clean, airy, and spacious vacation home. Located on a canal and equipped with all the comforts of home. This tropical setting will set your mind at ease in a true, Florida Keys style. The... View all property information
    Location Information
    Summerland Key, Lower Keys
    1 / 19
    5 of 5 stars (1) Excellent
    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    Private home of three bedrooms and 2 1/2 Baths within a gated community. High definition plasma TV found in every bedroom in addition to the living room and high speed internet available throughout. There is access to a large private association pool. This beautiful home is close to ocean and the... View all property information
    Location Information
    Key West, Florida Keys
    1 / 14
    4.5 of 5 stars (13) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Patio
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    • Satellite TV
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    PELICAN HARBOUR: Wide Open Ocean Views, with Cozy Trailer on Property... a 2005 Frontier, 25 FT. One Bedroom, One Bath..... PELICAN HARBOUR is a Great Property you are literally on the Water, step out and Wide Open Views, Exterior Stereo, Chaise Lounges, Seating Area and BBQ Outside (we do not... View all property information
    Location Information
    Key Largo, Florida Keys
    1 / 35
    5 of 5 stars (5) Excellent
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Patio
    • Central Heating
    • Outdoor Dining Area
    • Parking
    • Balcony
    • DVD Player
    • Waterfront
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    .This Exquisitely Furnished Villa With A Breathtaking View of The Gulf of Mexico From the Rooftop Patio is A Dream Vacation Come True! This Beautiful Villa Comes With a Fully Equipped Kitchen. Quality Sheets, Bath Towels, and Bedding. To Get You Started We Include a Sampling of 'Ocean Mist' Bath... View all property information
    Location Information
    Marathon, Florida Keys
    1 / 19
    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Lafitte Landing is the perfect destination for your Florida Keys vacation. Very nicely appointed 2 bedroom, 2 bathroom canal front home is very comfortable and spacious. This home offers a living-dining-kitchen great room floor plan with comfortable seating and a flat screen TV. Double sliding... View all property information
    Location Information
    Cudjoe Key, Florida Keys
    1 / 36
    5 of 5 stars (1) Excellent
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    • x
    About this property
    Please send us an inquiry or call us for availability. Prices vary on the units. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World. It is a private, gated community and the grounds have 2 tennis courts, a swimming pool, a clubhouse, a private beach and a... View all property information
    Location Information
    Islamorada, Florida Keys
    1 / 17
    4 of 5 stars (1) Very good
    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • x
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    • ?
    About this property
    Live in the lap of luxury in this stunningly renovated Key West classic 'Eyebrow House.' An esteemed Key West renovation builder assembled a creative team of elite woodworkers, masons, local craftspeople, and an internationally known traveling artist / sailor to execute his plans to create this... View all property information
    Location Information
    Key West, Florida Keys
    1 / 12
    Summerland Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    This lovely 2 bedroom, 2 bath residence is located on Summerland Key at mile marker 24 just north of Key West for sightseeing, great restaurants or just take in the color of the local history in our southernmost most city. The home is comfortably furnished in tropical colors. Open kitchen, dining... View all property information
    Location Information
    Summerland Key, Lower Keys
    1 / 30
    4.5 of 5 stars (8) Very good
    Tavernier
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Hot Tub
    • Air Conditioning
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    OTHER PROPERTIES AVAILABLE WATERFRONT PROPERTIES STARTING AT $75.00/NIGHT W/ THREE (3) NIGHT MINIMUMS SEND INQUIRY OR CALL FOR ADDITIONAL INFORMATION TWO (2) TERRACES ON WEST SIDE CLOSED, VIEWS MAINTAINED FIVE (5) OTHER TERRACES AVAILABLE FOR USE. Welcome to SERENITY BAY - VILLAS - UPSTAIRS... View all property information
    Location Information
    Tavernier, Key Largo
    1 / 15
    4 of 5 stars (22) Very good
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Parking
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    • Air Conditioning
    • Balcony
    • Terrace
    • Private Outdoor...
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's brick, tree lined courtyard that includes shops and restaurants. These units offer well equipped kitchens and living rooms that open to a patio, or porch, two bedrooms and two baths. There is a shared... View all property information
    Location Information
    Key West, Florida Keys
    1 / 34
    5 of 5 stars (1) Excellent
    Marathon
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Washer
    • Grill
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Breathtaking Open Ocean views can be enjoyed from 3 of the 5 bedrooms,granite kitchen, and both living areas. Featured in this Custom Home are imported Italian marble floors, marble field-stone walls, and LED Lighting Technology. 110' private beach, 80' of dockage, tennis courts,tiki hut,& heated... View all property information
    Location Information
    Marathon, Florida Keys
    1 / 20
    4 of 5 stars (3) Very good
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Rare, one-of-a kind designer luxury condominium located in an exclusive gated Key West beachfront property. The Exclusive Key West Beachfront vacation rental has breath taking views overlooking the ocean and natural aquatic bird sanctuary. A spacious ocean front balcony provides the perfect setting... View all property information
    Location Information
    Key West, Florida Keys
    1 / 34
    4.5 of 5 stars (9) Very good
    Key West
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Shared Garden
    • Balcony
    • Terrace
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Grande Dame Key West – (The Watson House) vacation rental estate is an impeccably detailed 3-story Classic Folk Victorian home with 7 bedrooms and 7 bathrooms. An award winning renovation of this stately Victorian mansion has achieved an impressive balance of timeless charm, classic elegance, and... View all property information
    Location Information
    Key West, Florida Keys
    1 / 20
    5 of 5 stars (8) Excellent
    Key Colony Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Private Outdoor...
    • Waterfront
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to our Casa Mar Azul IV, our "Newest Vacation Home" that was just "Completely Renovated" to like new condition in August of 2013. This beautiful vacation home has 3 Bedrooms, 3 Baths and has a private heated pool that sleeps 8 people. Located at 161 10th Street in the west and newer side... View all property information
    Location Information
    Key Colony Beach, Florida Keys
    1 / 5
    4 of 5 stars (1) Very good
    Big Pine Key
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy a quite setting on this canal front lot. With its wooded and open area you can enjoy cooking on the charcoal grill. The Home provides a quite place to rest in between shopping, swimming, and dining at restaurants in the near by towns and other key islands. Park your boat in the canal while... View all property information
    Location Information
    Big Pine Key, Florida Keys
    1 / 27
    4.5 of 5 stars (15) Very good
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
    • Private Outdoor...
    • Balcony
    • Waterfront
    • Terrace
    • Air Conditioning
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The M/V Coconuts is a completely unique home with 360 degree water views, it also happens to be a 50-foot trawler, permanently docked at the Key West Harbor Marina. This is more than a boat. It really is a very comfortable home, with proper living area, bedrooms and large sundecks. There is over... View all property information
    Location Information
    Key West, Florida Keys
    1 / 15
    5 of 5 stars (4) Excellent
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
    • Satellite TV
    • Air Conditioning
    • Porch
    • Internet Access
    • Washer
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    OVERVIEW The Conch House is a 100+ year old Cigarmaker's house. The house is recently renovated, charming, spacious, secluded and private. The house can comfortably accommodate a maximum of five (5) guests, who are comfortable sharing an open sociable living environment - (1) queen bed, (2) twin... View all property information
    Location Information
    Key West, Florida Keys
    1 / 15
    Islamorada
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • DVD Player
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    SuCasa is located next to Robbie’s Marina where you can hand feed the Tarpon on Lower Matacumbe. The Main House sleeps eight comfortably in four bedrooms with 3 queen-sized beds and two twin beds and comfortably sleeps 8. It has a fully equipped kitchen with a stove, dishwasher, microwave, coffee... View all property information
    Location Information
    Islamorada, Florida Keys
    1 / 14
    5 of 5 stars (1) Excellent
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Key West has long been loved for its playful spirit, forever attracting all genres of fun-loving artists, musicians, and writers. In recognition for the island’s historical humor, we have fondly named this beautiful upscale home, On Hemingway’s Rounds. Paying tongue-in-cheek homage to Papa’s... View all property information
    Location Information
    Key West, Florida Keys
    1 / 8
    4.5 of 5 stars (2) Very good
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Patio
    • Air Conditioning
    • Private Outdoor...
    • Waterfront
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    • Grill
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Lovely three Bedroom/2 Bath home with pool and hot tub located on Summerland Key. Mile marker 25. Deep water swimming canal with boat ramp and dockage. Large screened in porch for outdoor dining and BBQ grill. Tropical landscape and extra sleeping. Sleeps up to 8. 28 day rental. Please... View all property information
    Location Information
    Summerland Key, Lower Keys
    1 / 23
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Shared Outdoor Pool...
    • Hot Tub
    • Patio
    • Terrace
    • Internet Access
    • Balcony
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    MINIMUM STAY: 29 DAYS Exceptional condo with panoramic views of the Atlantic Ocean. This condo is in one of the most popular condo complexes in Islamorada - The Palms of Islamorada. Comfortably furnished and ready for your arrival this unit offers an updated kitchen with Corian counters,... View all property information
    Location Information
    Islamorada, Florida Keys