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Holiday Rentals in Florida Keys

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    Travellers to Florida Keys are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 1,308 Rentals in Florida Keys
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    Tropical Private Island w/Houseboat, Boat & Kayaks1 / 32
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Sailor House--Newly Renovated 2BD/1.5B steps off Duval St.1 / 18
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come visit old town Key West for the Sunset Celebration on Mallory Square while enjoying entertainment, dining and shopping along Duvall Street...This historical city has much to see & do...Water sports of every kind...Swimming, boating, fishing and much more...or...Just relax at your resort around...
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    Key West, Florida Keys 33040
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 3 Bedroom, 2 1/2 bath Key West Home just steps to Duval. Nice Pool and Jacuzzi. Living Room, Dining Room, Kitchen, Family Room 1/2 bath on First Floor. 3 Bedrooms 2 baths on second floor. 30 Day Rental
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    Key West, Florida Keys 33040
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 10 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Hot Tub
    • Waterfront
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    <BR><BR>Melody Key is probably the best kept secret in the magnificent Florida Keys. The Florida Keys are totally unique and the locals are probably the friendliest on the planet. The Keys are famous for their natural beauty and nature: One hundred and thirteen miles of overseas highway connects 42...
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    Summerland Key, Lower Keys 33042
    Holiday Rental House - 3 Bedrooms, 10 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Satellite TV
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come visit old town Key West for the Sunset Celebration on Mallory Square while enjoying entertainment, dining and shopping along Duvall Street...This historical city has much to see & do...Water sports of every kind...Swimming, boating, fishing and much more...or...Just relax at your resort around...
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    Key West, Florida Keys 33040
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    HISTORIC KEY WEST -  Cigar House - Sleeps 41 / 20
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    OVERVIEW The Cigar 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 four (4) guests, who are comfortable sharing an open sociable living environment - (1) queen bed, (1) queen...
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    Key West, Florida Keys 33040
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Grill
    • Balcony
    • Private Outdoor Pool (Unheated)
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    • Patio
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. This custom built, fully air conditioned, vacation home has all the amenities to make this the most memorable vacation you will ever experience. Very stylish, newly built, modern home of 2700 square...
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    Marathon, Florida Keys 33050
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Balcony
    • Satellite TV
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    • Patio
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Rental: 28 Days "Casa Kai" has water views from almost every room in this home! Gaze at the water from your bedroom, the dining area, the balcony, or the Tiki! This home is so close to open water you almost feel like it is on the open water. The expansive ocean views from the roof...
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    Key Largo, Florida Keys 33037
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Satellite TV
    • Sauna
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    AVAILABLE FEBRUARY 5-12, 2018 SLEEPS 6 Charming vacation destination that will give you a lifetime of good memories. Idyllic combination of clear, azure waters,bright Florida sun, some of the best salt water fishing anywhere. Clean and comfortable, dozens of restaurants. Have a drink at the Tiki...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Conch in Training1 / 20
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Satellite TV
    • Balcony
    • Secure Parking
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    • DVD Player
    • Washer
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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. Located in the prestigious gated Truman Annex community, this unit is the perfect place to try out island living for yourself. From its fabulous...
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    Key West, Florida Keys 33040
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Washer
    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Magnificent Gulf Front Pool Home Offers the Perfect Location for beautiful sunsets! Amenities include 3 Bedrooms, 2.5 Bathrooms, Sparkling Fresh Water Pool, Panoramic views of the Gulf of Mexico, Deep Water Dockage and Carport for Parking. Home is situated right on the Vaca Cut offering ideal...
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    Marathon, Florida Keys 33050
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Air Conditioning
    • Hot Tub
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the unobstructed open water view from anywhere on this acre-sized, Gulf-front estate. Enjoy fruiting palm trees, a private hot tub, pool, a boat ramp, and, coming soon, a private dock, which will be available for all 2018 rentals! This home is very private and still part of Marathon. This...
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    Marathon, Florida Keys 33050
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Kemp House1 / 24
    (15)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Satellite TV
    • Patio
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Civil War Era home sits in Key West's most desirable Historic Seaport District, less than a block from the Gulf of Mexico. Did Abraham Lincoln sleep here? Probably not. But anyone staying today in this classic revival valued in the millions will find not only history but every creature comfort...
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    Key West, Florida Keys 33040
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beautiful, End-Unit 2BR King/twins, Large, Private Deck. Location! Truman Annex1 / 14
    (5)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • DVD Player
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    • Secure Parking
    • Wi-Fi
    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This END-UNIT with extra sunlight, ground floor condo is very clean, well-appointed and has beautiful linens, art work and comfortable beds. The Rooster Retreat along with my attention to detail and welcoming our guest has earned 35 5-STAR ratings (Listed with another vacation site). Come stay...
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    Key West, Florida Keys 33040
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Beautiful Moon Bay condo with view-Sunshine Vibe1 / 15
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Parking
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully decorated two bedroom condo with awesome pool view and top notch amenities located in the desirable “B” building at Moon Bay. Enjoy the comfortable king bed in the master bedroom, and comfy queen mattress in the second bedroom. In addition, there is a sleeper sofa in the “bonus” room...
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    Key Largo, Florida Keys 33037
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    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...
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    Summerland Key, Lower Keys 33042
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Internet Access
    • Air Conditioning
    • Patio
    • Washer
    • Satellite TV
    • Grill
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    28 DAY MINIMUM RENTAL This stately home, located in the center of historic downtown Key West, offers up a perfect combination of location, charm, space and privacy. The entrance hallway and staircase are bright and airy, decorated in cool blue tones and exposed Dade county pine. The downstairs...
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    Key West, Florida Keys 33040
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
    • Air Conditioning
    • Grill
    • Internet Access
    • Sauna
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Key West, Florida Keys 33040
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    M139 ~ "Something Sweet"1 / 20
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Satellite TV
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury condominium in Key Colony Beach with the best panoramic ocean views! Nice furnishings, well equipped modern kitchen with stainless appliances. Washer, dryer, dishwasher, microwave, gas grill. Second story unit with 2 bedrooms, 2 baths. Both bedrooms have queen beds. Beautiful water views...
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    Key Colony Beach, Florida Keys 33051
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Islamorada Oceanfront Pool home! Wake up in the morning to a gorgeous sunrise.  This home is a 3 bedroom 2 bath home with vaulted wood ceilings, decorated with a cottage feel.  The porch is perfectly shaded and overlooking the Atlantic Ocean. Relax in the heated swimming pool or swing in the...
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    Islamorada, Florida Keys 33036
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Coconut Cabana: A restored Old Town home with charm & tropical ambience1 / 16
    (38)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An Old town Key West home, located in the Historic District and just one half a block off Duval Street. Guests are within walking distance of restaurants, the Atlantic Ocean, Southernmost Point of Key West and our sunset piers. All lovingly restored and cared for, this charming 1 & 1/2 story...
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    Key West, Florida Keys 33040
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Eyebrow Suite-1 BR/1BA steps off Duval St.1 / 24
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
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    About this property
    The Eyebrow House is ideally located in a quiet three-unit compound a half block off Duval St. in the heart of Old Town Key West. Our guests enjoy the best of both worlds, as the restaurants, world-class galleries, and vibrant nightlife of Duval St. are just a few steps away. You feel like a local...
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    Key West, Florida Keys 33040
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Whitehead House: A unique two story home beside the Audubon House1 / 23
    (42)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    • Private Outdoor Pool (Unheated)
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Key West, Florida Keys 33040
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
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    Minimum Rental: 28 Days "West Plaza Del Lago" promises to be a favorite. Beautifully remodeled roomy single family stilt home with vaulted ceilings and located in prestigious Port Antigua on a deep and wide canal. You will love the interior of this home as much as the exterior! As you enter...
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pack your bags!  We've got the perfect vacation home for you and your family!  This adorable 3 bedroom/2 bath home is located on a deep water canal at the 74 mile marker Bayside.  Great yard with room for your boat trailer!  All 3 bedrooms are on one floor.  House is stilted.  Screened porch on...
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    Long Key, Florida Keys 33036
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tranquility Sweet Cottage in Intimate Compound1 / 21
    (4)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
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    • Porch
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked. Fabulous artwork, fun collectables, beautiful stained glass all give this cottage the unique feel that keeps bringing visitors back to Key West. As...
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    Key West, Florida Keys 33040
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedroom 2 Bath Sleeps 6 Tropically Decorated Stilt Home Lovely Covered Porch with Water View You won't be disappointed in the beautiful decorated 2 Bedroom/2 Bath stilt home with a canal view. Relax on the covered deck with privacy palms. Lovely tropical decor with a nice size living room and...
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    Cudjoe Key, Florida Keys 33042
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    M53 ~ Sun Kissed Keys1 / 15
    (3)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Beautiful condominium unit at Gulfpointe in Marathon, heart of the Florida Keys. Two bedroom, two and one half bath townhouse overlooking the pool area. Limited views of the Gulf, beautifully decorated, boat dockage, tennis court, and covered parking. First level has kitchen, living and dining...
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    Marathon, Florida Keys 33050
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    • Housekeeping Included
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    Pet friendly
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    Smoking allowed
    About this property
    2nd FLOOR 2BR/2BA OCEANFRONT CONDO C-22 $3,750 (SLEEPS 6) / Rented on 6/14/2017 for Jan 2018--Now booking for 2019--***Only available Week 1 - Jan 5-12, 2019 EXCEPTIONAL LOCATION & CONVENIENCE (2 blocks to Duval St and Mallory Square & steps to Seaport Boardwalk happy hour bars & shops) 1 Master...
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    Location Information
    Key West, Florida Keys 33040
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pineapple Cottage Key West1 / 32
    (16)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Washer
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pineapple Cottage is a two bedroom, two bathroom home with a private pool in Old Town Key West. There is total privacy and charm throughout this island home and the proximity to all things Key West is unbeatable (one block from Duval Street). Behind an enclosed, white wooden gate there is tropical...
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    Key West, Florida Keys 33040
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Outstanding Oceanfront Condo on the Beach!!1 / 18
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing Oceanfront Condo on one of the few beaches in the Keys and with a Pool! Create a memory that will last a lifetime! Rent this 2 bedroom, 2 bath condo with an outstanding View of the beach, palm trees, pool and the Ocean! Offering 2 bedrooms, 2 bathrooms, elevator, sandy beach, pool, and...
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    Marathon, Florida Keys 33050
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    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...
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    Summerland Key, Lower Keys 33042
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Kid friendly
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    About this property
    The Studio has a King-size bed as well as a pull out futon in the living room. This Villa is literally 10’ from the water and has a combined living and dining area. The Villa has a kitchen equipped with microwave, coffee maker, toaster, refrigerator/freezer, stove/oven, dishes, utensils, cookware,...
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    Conch Key, Florida Keys 33050
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    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....
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    Summerland Key, Lower Keys 33042
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Enjoy the balmy breezes at Island Chalet for a laid back Florida Keys vacation. Located on Little Torch Key with awesome boat access to Big Pine channel. Just a few minutes away to Dolphin Marina for all the boating necessities for those fun fishing trips. Enjoy the chalet-style feeling of the...
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    Little Torch Key, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean View, Great boat access,Short Walk to Beach,1 / 33
    (30)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Parking
    • Porch
    • Waterfront
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    548 Sombrero Bch Rd New home with great ocean access. 300 yards and you are in some of the best fishing in the world. A sun deck and a shaded deck to make everyone happy. Walk to a beautiful beach with all the amenities including showers, bathrooms, grills and sand volleyball courts. On Google...
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    Location Information
    Marathon, Florida Keys 33050
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    • Balcony
    • Ocean Views
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic 2 bedroom, 2 bath condo resort. Enjoy the breathtaking view of the Atlantic Ocean from the patio just steps from the white sandy beach. Make sure you head out to the pier each evening at sunset to see picture postcard views. <BR><BR>This condo is fully equipped with two large bedrooms...
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    Key Colony Beach, Florida Keys 33051
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Let’s go Fishing!!! The Yellow Fin is the perfect starting point for a day of fun and sun in the beautiful Florida Keys. The large kitchen offers all the things needed for fun dinners and cocktail time. There is a separate dining room and a large, spacious bedrooms for everyone to enjoy. The...
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    Little Torch Key, Florida Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • DVD Player
    • Terrace
    • Air Conditioning
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casablanca: Perfect Getaway for 2, Soak up the Sun! Private Pool & Parking1 / 34
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Satellite TV
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New owners and wide open availability! It is not too late to come to Key West! Key West Casablanca is the perfect get-a-way vacation rental for two! Key West Casablanca is one half of an impeccably maintained duplex that is located on the edge of the Meadows and Historic Old Town. This is a...
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    Location Information
    Key West, Florida Keys 33040
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located at mile marker 27 just across from the famous restaurant Boondocks,this is truly a rare find with all of these features. Breath taking view from every advantage point. Weather your looking out the front porch of the master bedroom at the salt water flat as the sunsets or the tropical...
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    Summerland Key, Lower Keys 33042
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    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...
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    Location Information
    Summerland Key, Lower Keys 33042
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    CASA DORADO1 / 25
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Patio
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Minimum Rental: 28 Days "Casa Dorado" is an exceptional privately owned single family home located directly on Florida Bay on Lower Matecumbe Key in Islamorada. The house is named after the owners' favorite species of fish, the Dolphinfish, also known as Dorado in Spanish speaking coastal...
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    Islamorada, Florida Keys 33036
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Oceanfront Home Rental in Ramrod Key, Florida1 / 13
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Patio
    • Air Conditioning
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    • Ocean Views
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have august open, willing to discount for month or weekly time frames. Drop me an Email! 3bd/2ba home w/ sliding glass doors off entire back of house provides never ending views of the Atlantic Ocean Fully equipped home just 25 min from Key West, 10 minutes from beautiful Bahia Honda State Park....
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    Ramrod Key, Florida Keys 33042
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Balcony
    • Internet Access
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kick off your shoes and leave your worries behind when you book your next seaside getaway to this bayfront Key Largo home. Boasting shared amenities like a pool, tennis courts, and a community boat ramp, your stay promises to be stress-free. Set on the north shore of Key Largo, you'll be a short...
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    Location Information
    Key Largo, Florida Keys 33070
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Waterfront
    • Air Conditioning
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    • Satellite TV
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    • Patio
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming two bedroom Keys Cottage. This single family, 2 bedroom 2 bath home is the perfect retreat to spend your vacation! This home has been completely updated and offers a beautiful eat in kitchen with open floor plan. The master bedroom offers a King size bed with private bathroom. The guest...
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    Location Information
    Marathon Shores, Marathon 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Meadows House1 / 21
    (21)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you choose this two-bedroom, two plus bath home for your Key West vacation, you won't be sorry. While Key West has some fourteen neighborhoods, locals identify The Meadows area, your vacation neighborhood, as the most neighborly. Here you'll find houses with a statistically high year-around...
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    Location Information
    Key West, Florida Keys 33040
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Spend a month in the Florida Keys! ~2nd floor, waterfront, boat slip available1 / 16
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • Wi-Fi
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to 'Largo Lookout'! This fabulous 2nd floor, waterfront apartment is ideal for singles, couples, or a small family. Largo Lookout is a pet friendly vacation rental that offers guests the opportunity to travel with their well-behaved pets. We require a reasonable, non-refundable pet fee...
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    Location Information
    Key Largo, Florida Keys 33037
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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