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Florida Keys Vacation Home Rentals(726)

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  • Viewed
3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 10
    In house washer and dryer and for you fussy ones, an iron, ironing board and vacuum.

    $1,800 - $2,950 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    7 Bedrooms,
  • 5 Bathrooms
  • , 1 Half Bath
  • , Sleeps 14
    ... the Annex; with a large courtyard, a separate guest house, a gazebo and even an artist’s studio.

    $10,000 - $14,000 week
    $14,000 - $36,000 month
    • Viewed
    2 Bedrooms,
  • 3 Bathrooms
  • , Sleeps 6
    Our job is to make sure each home has been maintained to an exceptional standard and has no defects ...

    $350 - $575 night
    $1,950 - $3,000 week
    $6,600 - $13,000 month
    • Viewed
    4 Bedrooms,
  • 3 Bathrooms
  • , Sleeps 8
    The house has a beautiful entrance with a spectacular view of the water.

    $2,200 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    4 Bedrooms,
  • 5 Bathrooms
  • , Sleeps 10
    Pool home located (mm 54.5) in the middle of the Florida Keys on the island of Marathon.

    $2,100 - $4,900 week
    • Viewed
    3 Bedrooms,
  • 3 Bathrooms
  • , Sleeps 8
    This new gated Marathon home is 2 levels with an elevator.

    $2,250 - $3,500 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    2 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6
    This house is all on the ground level-no stairs!

    $2,100 - $3,000 week
    $7,500 - $9,900 month
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    4 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
  • , Sleeps 8
    ... doors that bring the trade winds through the entire house.

    • Viewed
    6 Bedrooms,
  • 2 Bathrooms
  • , 1 Half Bath
  • , Sleeps 12
    ... exclusive and unique residence: Two homes and a guest house set on an over-sized corner lot ...

    • Viewed
    3 Bedrooms,
  • 3 Bathrooms
  • , 2 Half Baths
  • , Sleeps 8
    This home is located at mile marker 15.

    $3,500 - $5,000 month
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    4 Bedrooms,
  • 4 Bathrooms
  • , Sleeps 12
    The ocean can be seen from almost anywhere in the house.

    No rental rates available - please contact the owner
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    2 Bedrooms,
  • 2 Bathrooms
  • , 1 Half Bath
  • , Sleeps 6
    ... front 2 bed (large master & double queen) 2.5 bath house with private boat slip on exclusive Anglers...

    $2,500 week
    • Viewed
    5 Bedrooms,
  • 3 Bathrooms
  • , 1 Half Bath
  • , Sleeps 12
    And while you’re here, your home away from home will have every luxury and convenience you might ...

    $7,700 - $10,500 week
    $28,000 - $39,000 month
    • Viewed
    2 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 4
    ... perfect vacation destination, honeymoon hideaway, home base for a fun filled week, or just a quiet ...

    No rental rates available - please contact the owner
    • Viewed
    2 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 7
    Our friendly 'compound' includes 2 other rental houses, plus a small marina, which allows for a boat...

    $200 night
    $1,200 week
    $3,600 month
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    3 Bedrooms,
  • 3 Bathrooms
  • , Sleeps 6
    ... block from the Historic Seaport on William Street is a home that has been recognized by the Historic...

    • Viewed
    4 Bedrooms,
  • 3 Bathrooms
  • , Sleeps 10
    ... County pine walls that you will find throughout this house.

    • Viewed
    1 Bedrooms,
  • 1 Bathroom
  • , Sleeps 4
    ... gorgeous sunsets and the beach on a quaint, 'keysey' property.

    $150 night
    $900 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    3 Bedrooms,
  • 3 Bathrooms
  • , Sleeps 8
    A wide porch graces the front of the house and the grounds have been lushly landscaped in the unique...

    • Viewed
    7 Bedrooms,
  • 7 Bathrooms
  • , Sleeps 12
    ... double french doors that span the entire back of the house.

    $9,000 - $16,000 week
    $30,000 - $44,000 month
    • Viewed
    3 Bedrooms,
  • 3 Bathrooms
  • , 1 Half Bath
  • , Sleeps 8
    If you like going to the beach, the house has beach chairs, coolers and additional floats.

    • Viewed
    3 Bedrooms,
  • 3 Bathrooms
  • , Sleeps 8
    ... 2 Master Bedrooms, with the whole top floor of the house being a very private, 800-square foot, ...

    $2,400 - $3,400 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    2 Bedrooms,
  • 1 Bathroom
  • , Sleeps 4
    The cottage sits on lushly landscaped, privately-owned property with small marina.

    $125 night
    $700 week
    $2,500 month
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    4 Bedrooms,
  • 3 Bathrooms
  • , Sleeps 8
    ... the Historic Seaport area of Old Town, there is a house that is very attractive from the street, ...

    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6
    In the heart of Old Town is a classic Conch House that has been completely renovated and updated ...

    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6
    'La Casa Azul' is a gorgeous historic home in the heart of Old Town on Carsten Lane, a very quiet ...

    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6
    Our job is to make sure each home has been maintained to an exceptional standard and has no defects ...

    $1,775 - $2,900 week
    $6,000 - $9,900 month
    • Viewed
    2 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 7
    This charming home has just been completely renovated, from its gingerbread on the front porch to ...

    • Viewed
    5 Bedrooms,
  • 5 Bathrooms
  • , Sleeps 12
    ... in the Uptown part of Key West, you will find Koi House, a very private residential compound with ...

    • Viewed
    2 Bedrooms,
  • 1 Bathroom
  • , 1 Half Bath
  • , Sleeps 6
    Yet, this home is on a quiet pedestrian lane where you'll have all of the peace and quiet that comes...

    $1,650 - $2,500 week
    $6,000 - $8,800 month
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