Historic Hideaways

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Through Historic Hideaways, you can rent and enjoy a Key West Vacation Rental for the same amount of money…or less…than it cos...

Through Historic Hideaways, you can rent and enjoy a Key West Vacation Rental for the same amount of money…or less…than it costs to rent a hotel room! Choose from private and historic Key West Vacation Rental homes with private pools, or a cozy cottage, or condominiums or town-homes with a shared pool. Each of the unique and charming Key West Vacation Rentals on our website has a detailed description, along with great interior and exterior photos, a list of amenities, and a map location.

In addition to the convenience of our Online Booking and Real Time availability check, our website can answer your most Frequently Asked Questions. You can also get information on our Rental Rules and Procedures, see copies of our Rental Contracts, and even get some information on Travel Insurance. We think you'll enjoy looking through some of the beautiful properties that Historic Hideaways is proud to offer!

Office located in
Key West, FL, United States
Listed on TripAdvisor since
February 2010
Languages spoken
English
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Rentals from Historic Hideaways

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Rentals in: Key West (26)

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1 / 20

Admiral's Lane

  • 4
  • 8
  • 7 nights min

$751.00

Details

1 / 25

Coral Condo

  • 1
  • 4
  • Min stay varies

$200.00

Details

1 / 25

The Courtyard

  • 1
  • 2
  • Min stay varies

$235.00

Details

1 / 22

Duval Square

  • 2
  • 6
  • Min stay varies

$261.00

Details

1 / 24

The Mermaid's Garden

  • 4
  • 8
  • 7 nights min

$771.00

Details

1 / 25

Banana Key

  • 2
  • 5
  • 7 nights min

$310.00

Details

1 / 25

Quilted Giraffe

  • 2
  • 4
  • Min stay varies

$401.00

Details

1 / 25

Poinciana House

  • 1
  • 4
  • Min stay varies

$386.00

Details

1 / 20

Hemingway's Library – MONTHLY Rental

  • 3
  • 6
  • 30 nights min

$200.00

Details

1 / 25

Havana Hideaway

  • 2
  • 5
  • 7 nights min

$310.00

Details

1 / 25

Kemp House

  • 3
  • 6
  • Min stay varies

$691.00

Details

1 / 25

Valhalla

  • 2
  • 4
  • Min stay varies

$425.00

Details

1 / 21

Blackbeard's Treasure - MONTHLY Rental (30 night min.)

  • 3
  • 8
  • 30 nights min

$151.00

Details

1 / 22

Bella Vita

  • 1
  • 3
  • Min stay varies

$200.00

Details

1 / 25

Island Style

  • 4
  • 8
  • 7 nights min

$771.00

Details

1 / 23

Campbell Suite

  • 1
  • 2
  • Min stay varies

$235.00

Details

1 / 24

A Dream Come True – MONTHLY Rental

  • 3
  • 6
  • 30 nights min

$168.00

Details

1 / 20

Rose Treehouse

  • Studio
  • 2
  • Min stay varies

$200.00

Details

1 / 19

The Meadows House

  • 2
  • 6
  • Min stay varies

$375.00

Details

1 / 25

Royal Palm

  • 2
  • 5
  • 7 nights min

$250.00

Details

1 / 20

Conch in Training

  • 1
  • 4
  • 7 nights min

$214.00

Details

1 / 25

Ann Street Gardens

  • 1
  • 3
  • Min stay varies

$200.00

Details

1 / 24

Shipyard

  • 2
  • 5
  • 7 nights min

$185.00

Details

1 / 22

Duval Street Suite

  • 2
  • 6
  • Min stay varies

$270.00

Details

1 / 25

The Sanctuary – MONTHLY Rental

  • 5
  • 10
  • 30 nights min

$218.00

Details