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Florida Keys House Rentals

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    1 / 27
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 bubbles (2) Excellent
    Marathon
    12 Bedrooms, 8 Bathrooms, Sleeps 30 | Quick View
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    2 of 5 bubbles (2) Poor
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    1 / 26
    3.5 of 5 bubbles (2) Average
    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Minimum Rental: 28 Days "Blue Water Retreat" is all about the location, location, location! This home has it all - ocean side Lower Matecumbe location, remodeled in 2009. Relax by the cocktail pool or sunbathe in the private roof top sunning area. There are blue water ocean views from almost... View all property information
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    Islamorada, Florida Keys 33036
    1 / 16
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Beautiful new 2015 mobile home on the water..... we have everything here ready for you to enjoy your vacation ...all you need is your toothbrush and your clothes.... we have two split system air conditioning units in the home, two brand new flat screen TVs.... beautiful backyard with outside... View all property information
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    Key Largo, Florida Keys 33037
    1 / 18
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This property can only be rented by the month. This estate has it all waterfront, luxury,pool,jacuzzi and dockage for your boat with over 3,800 sf of living space and 13,600 square feet of lush landscaped grounds. This private residence gives you the space and comfort one needs to relax and... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 24
    5 of 5 bubbles (14) Excellent
    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    Key West, Florida Keys 33040
    1 / 33
    5 of 5 bubbles (29) Excellent
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 14
    4.5 of 5 bubbles (12) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    MINI VACATIONS 3 DAYS 2 NIGHTS $260 April 1 -Nov 1, 2017 This Key Largo property is a paradise in a gated private community. This comfortable park model trailer includes cable TV, full kitchen, bathroom, Queen size bed in master bedroom and much more. Outside terrace with BBQ grill and full... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 18
    4.5 of 5 bubbles (12) Very good
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Spend your Vacation right on the Ocean in this 2 bedroom 2 bath Ocean Cottage! We are ground level, located in Marathon in Little Venice, which has an authentic quaint fishing village feel. It's all about the Ocean over here! This home is a corner property with water on two sides, we have 180... View all property information
    Location Information
    Marathon, Florida Keys 33050
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    1 / 23
    4.5 of 5 bubbles (12) Very good
    Long Key
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Beautiful 3 bedroom and 2.5 luxury condo located at mile marker 74.5 bayside.  This condo is nicely decorated and very spacious for you and your family. The unit has a great screened in porch off the living room.  The complex has 2 tennis courts, weight room, dockage, pool, fish cleaning station,... View all property information
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    Long Key, Florida Keys 33036
    1 / 21
    Cudjoe Key
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    This property has it all. The seawall is 35’ with cleats, posts and fish cleaning table and a propane grill. Step up to a covered deck which has patio furniture to enjoy the canal view and perhaps happy hour and dinner. Enter Florida room through glass sliders into living room which has a flat... View all property information
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    Cudjoe Key, Florida Keys 33042
    1 / 34
    Marathon Shores
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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... View all property information
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    Marathon Shores, Marathon 33050
    1 / 42
    4.5 of 5 bubbles (3) Very good
    Marathon
    8 Bedrooms, 6 Bathrooms, Sleeps 20 | Quick View
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    About this property
    WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This rental offers a great option for multi-family vacationing by providing two 4-bedroom homes side-by-side. This gives you 2 kitchens, 2 pools, 2 deep water docks, 2 gas grills, parking for 6 vehicles and 6 kayaks! These properties are non-smoking... View all property information
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    Marathon, Florida Keys 33050
    1 / 18
    5 of 5 bubbles (3) Excellent
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    BOOT KEY RETREAT === OPEN WATER VIEWS SHORT EASY ACCESS TO OCEAN or Bay with Lobster, Dolphin, Wahoo, Sailfish, Amber-jack, Grouper, Snapper and Tarpon all close by. FISHERMEN, DIVERS and FAMILIES---This is the place you are looking for! This-port-of call is located at the base of... View all property information
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    Marathon, Florida Keys 33050
    1 / 29
    Marathon
    7 Bedrooms, 9 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Brand New House in the Heart of the Florida Keys. Enjoy Paradise in this modern house that has every ones need in mind. 7 Room with 8.5 Bathrooms, fully equipped kitchen, Jacuzzi, pool, dockage for boats and more more much! The space Total of 7 Room with: 3 King beds 2 Queen beds 1 Full bed 2... View all property information
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    Marathon, Florida Keys 33050
    1 / 34
    Islamorada
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Welcome to paradise! Built in 2012 and designed by well-known Miami architect to mirror the curved shoreline of the beach, this private custom contemporary beach home is a one of a kind, unique design with gated entry, large private beach, and gorgeous ocean views from every room. Built using ICF... View all property information
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    Islamorada, Florida Keys 33036
    1 / 13
    Tavernier
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    Sweet little home away from home. This 1 bedroom 2 bath condo hosts beautiful views of the Atlantic Ocean. Sit on your back patio and watch over the marina or for those early risers watch an unforgettable sunrise from your 3rd floor balcony. If you are looking to get out on the water the complex... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 31
    5 of 5 bubbles (34) Excellent
    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Welcome to Casa Mar Azul, an upscale and luxurious 3 Bedroom, 2 Bath newer home that sleeps 8 people and located at 600 10th Street in Key Colony Beach. just minutes to the Cabana Club with a beach on the Atlantic Ocean and huge pool. Do you prefer privacy and to be almost all alone on the... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    1 / 14
    5 of 5 bubbles (2) Excellent
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Minimum Rental: 28 Days "My Paradise" is an oceanfront beach house with protected dockage and located in the Fishing Capital of the World - Islamorada. Realize your dreams - a beach home located on a swimmable beach and a place to dock your boat. This home is indeed a rare find in The... View all property information
    Location Information
    Islamorada, Florida Keys 33036
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    1 / 22
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This relaxing private home, known as "Windley Cottage" is located in Angler's Reef, Islamorada's premier gated oceanfront community with private beaches, boat docks (available for rent), and a resort-style swimming pool overlooking the boat dock lagoon, beaches, and the Atlantic ocean.... View all property information
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    Islamorada, Florida Keys 33036
    1 / 25
    5 of 5 bubbles (1) Excellent
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Minimum Rental: 28 Days "Matecumbe Jewel" is a jewel of a home! Located in Lower Matecumbe, this charming canal front home offers a swimming pool, dockage, direct access to the ocean, covered fish cleaning station, a screened lanai, inviting décor and comfortable accommodations. It is... View all property information
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    Islamorada, Florida Keys 33036
    1 / 17
    Islamorada
    5 Bedrooms, 6 Bathrooms, Sleeps 18 | Quick View
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    Located just off US-1 behind a gated fence awaits a Fantastic Keys Getaway. Little Bay is a private compound situated on a beautiful 1-acre piece of paradise on the Florida Bay. The property has a total of three separate rental units, accommodating a total of 18 people. The Upper Duplex & The... View all property information
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    Islamorada, Florida Keys 33036
    1 / 16
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Take a dip in our gorgeous new pool, or Jacuzzi (for 14 people)! Ocean Pointe Suites in Key Largo is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private gatehouse and road. The suite offers a... View all property information
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    Tavernier, Key Largo 33070
    1 / 23
    Cudjoe Key
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Relax in this two bedroom, one bath tropically colored vacation home. This home has just been fully remodeled. Lots of windows give it a bright spacious feel. Fun colors and decorations add to its tropical ambiance. Large living room dining area with windows on two sides. Sleeper sofa, rocking... View all property information
    Location Information
    Cudjoe Key, Florida Keys
    1 / 30
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Brand NEW duplex in Key Colony Beach with private fenced yard and private HEAT OPTIONAL POOL. Three bedroom, two bath home located on Sixth Street (The Causeway). Granite counter tops, vanities and tile throughout. Master bedroom has a king size bed, second bedroom has a queen and third has two... View all property information
    Location Information
    Marathon, Florida Keys 33051
    1 / 12
    4 of 5 bubbles (5) Very good
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    Our lovely home is rented for a 28 day minimum.Enjoy the lovely Key West ocean breeze from your private Tree House. Two Blocks to Blue Heaven, 4 blocks to the beach, 3 blocks to Duval, 3 blocks to the biggest pool on the Island, you will not find a better or quieter location to enjoy all that Key... View all property information
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    Key West, Florida Keys 33040
    1 / 9
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Welcome to this beautiful Tavernier, Florida vacation rental home to spend a fun filled or quiet vacation near the beach. This Tavernier canal home has a terrace from where you can sit and relax or sunbathe. All the bedrooms are designed and decorated for your comfort. The living room of this... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 22
    4 of 5 bubbles (1) Very good
    Marathon
    4 Bedrooms, 2 Bathrooms, Sleeps 18 | Quick View
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    This property combo is a great option for larger, adventurous travelers. The shore home of this rental is a 4 bedroom, 2 bath home with 9x19 foot splash pool and 100 foot dock on the gulf with a maximum occupancy of 10 people overnight. This rental also includes the private island called Quiet Cove... View all property information
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    Marathon, Florida Keys 33050
    1 / 19
    5 of 5 bubbles (1) Excellent
    Big Pine Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    OPEN WATER PRIVATE ESTATE 3 Bedroom 2 Bath, with a large Pool. Sleeps 4 to 6 $250 - $268 Per Night Minimum Stay 1 Nights Enjoy your piece of paradise and the warm tropical air of the Florida Keys in your own 2600 square foot, private open water estate in a quiet relaxing neighborhood.... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 25
    5 of 5 bubbles (1) Excellent
    Tavernier
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Minimum Rental: 28 Days "Plantation Adventure" is a sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area! The patio is spacious... View all property information
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    Tavernier, Key Largo 33070
    1 / 29
    Marathon
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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, and a boat ramp. This home is very private and still part of Marathon. This elegant concrete stilt home stands on a wide, sand beach, the house prominent... View all property information
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    Marathon, Florida Keys 33050
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    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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... View all property information
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    Marathon, Florida Keys 33050
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    Key Largo
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Located in Key Largo at mile marker 95, oceanside, this pool home will really seal the deal. This home has been remodeled, and offering stunning Atlantic views, the home is ideal for a family seeking a combination of camaraderie and privacy. Divided into separate units on its two floors, each with... View all property information
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    Key Largo, Florida Keys 33036
    1 / 18
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Cottage is located in a Gated Estate on the Gulf of Mexico in the Florida Keys for watching those beautiful Keys Sunsets !!! 'Tiki Palm Cottage' has it's own private Tiki hut for relaxing with a cool beverage or just for reading a favorite novel. Walk in through double French doors to a large... View all property information
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    Tavernier, Key Largo 33070
    1 / 75
    Marathon
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Brand new, state-of-the-art home in Coco Plum. Concrete construction, metal roof, three floors, four bedrooms, four baths, 3,356 SF under air, plus another 1,500 SF of porches. Fabulous exterior living areas. Huge kitchen with Hansen & Bringle custom cabinets, GE Monogram Appliances! Super-high... View all property information
    Location Information
    Marathon, Florida Keys 33050
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    Long Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Minimum Rental: 28 Days "Gulfview Getaway" is a FABULOUS BEACH FRONT HOME! This is what you've been dreaming of - your very own single family home with a private sandy beach in the Keys. This home is new to the rental market. It is located in a highly desirable area of Islamorada on a dead... View all property information
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    Long Key, Florida Keys 33036
    1 / 24
    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Please note that this property has a 10AM check-out time. Quick Ocean access in Key Colony Beach! This 2100 sq ft bright and spacious property is located just 3 houses back from the canal entrance to Shelter Bay, which provides quick access to the Ocean or Gulf. It also includes... View all property information
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    Key Colony Beach, Florida Keys 33051
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    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Professionally managed and tastefully decorated, this fully stocked Florida paradise is one of the most stylish vacation rental homes in the Keys! Whether you’re a fisher at heart looking for a getaway trip or a family seeking some down time in the sun, the Guitars & Tiki Bars home is equipped... View all property information
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    Key Colony Beach, Florida Keys 33051
    1 / 26
    4.5 of 5 bubbles (3) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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... View all property information
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    Key West, Florida Keys 33040
    1 / 45
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Please note that this property has a 10AM check-out time. Direct and easy gulf access! Beautiful two bedroom, two bath home in Marathon has a fantastic Gulf view and quick, easy access to open water! Very spacious, concrete dock, sundeck on top of home makes for spectacular sunrise and... View all property information
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    Marathon, Florida Keys 33050
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    Key West
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    This Historic 4 bed 3.5 bath house is located in a prime Old Town location. Just steps from the world famous Duval St and Historic Seaport you cant ask for a better location for your stay in Key West. With a large front porch and wraparound balcony you will feel at home inside and outside at this... View all property information
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    Key West, Florida Keys 33040
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    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Minimum Rental: 28 Days "The Palms #309" is an 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... View all property information
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    Islamorada, Florida Keys 33036
    1 / 34
    Key West
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    In one of the most desirable lanes in Old Town Key West. The perfect location for walking to Duval Street and the historic Seaport. Situated at the end of a quiet lane on a lush tropical lot. This 4 bedroom home is in one of the most sought after neighborhoods on the island. High ceilings, hardwood... View all property information
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    Key West, Florida Keys 33040
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    Marathon Shores
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Open Water Elegance & Charm describe this spacious 3 bedroom, 2.5 bath private pool home offering spectacular open water views. Large patio and heated pool area perfect for entertaining. You will find deep water dockage and Ocean views from almost everywhere in the home. Located in a superb... View all property information
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    Marathon Shores, Marathon 33050
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    Cudjoe Key
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    This beautiful home overlooking the Atlantic Ocean is part of the Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes, is located right in the center of the Lower Keys. Key West is only 16 miles in one direction and Marathon 25 miles in the other. This 1200... View all property information
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    Cudjoe Key, Florida Keys 33042
    1 / 24
    4.5 of 5 bubbles (2) Very good
    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    You will certainly enjoy this wonderful historic home with recent renovations, perfectly placed pool, and plenty of outdoor living space located at 1116 Curry Lane. This home is situated in the heart of Old Town, just 4 blocks to the Historic Seaport District or the Art Gallery District on White... View all property information
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    Key West, Florida Keys 33040
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    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Sweet little home away from home. This 2 bedroom 2 bath condo hosts beautiful views of the Atlantic Ocean. Sit on your back patio and watch over the marina or for those early risers watch an unforgettable sunrise from your 4th floor balcony. If you are looking to get out on the water the condo... View all property information
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    Tavernier, Key Largo 33070
    1 / 21
    Key Colony Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Come enjoy the Keys Life in the single best location in all of the Florida Keys. "Miloh's" has been completely renovated in 2016 and just entered the rental market. Dock your boat in the large deep water canal and cool off in your private pool. Enjoy the built-in underwater bar stools in the pool... View all property information
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    Key Colony Beach, Florida Keys 33051
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    Key Colony Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    One of Key Colony's finest: Exquisite and spacious 4 bedroom, 2 bathroom, private pool home in the desirable Key Colony Beach neighborhood just minutes to beaches, restaurants, golf and tennis. Offering large living room, dining area, sitting room and lots of outdoor living space including outdoor... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33037