Vacation Rentals & House Rentals in Key West

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18 house rentals

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Match: Private indoor pool Pets

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Price per night from

$339

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Bow Channel Manor

Sugarloaf house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$258

Cove Isles

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$198

Our Island Thing

Big Pine Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$278

Quiet Waters

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$161

South Point Shores

Sugarloaf house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$231

Big Torch Retreat

Summerland Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$164

Pirates Pointe

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$174

5 O'Clock Somewhere

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$144

Bahia Azul

Ramrod Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$269

BAYSIDE CONDO WITH BOAT

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Want to go back” We just got home from our vacation in this apartment. We loved it. Jay took great care of us and was quick to help with any problems or needs. We rented the boat with the apartment and loved being able to walk downstairs and get onto our boat and out fishing for the day. We enjoyed using the grill on the porch and being able to eat our dinner outside enjoying the weather and views. We will definately return again. Thanks for a great vacation Jay.

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$430

Olivia Place

Key West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$345

Charming Elevated Waterfront Home

Big Pine Key house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$172

The Lovely Guesthouse

Gulfport house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$115

Two Bedroom with Pool next to Beach -

Miami Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$249

One Bedroom with Pool next to Ocean -

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$135

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$345

Quiet & Safe Redland Retreat

Homestead apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Private indoor pool, Pets

1 of 2 filters match

Price per night from

$126

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