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Key West Holiday Rentals

77 Key West Holiday Rentals were found matching your criteria.


Featured
$345 - $732 /night
$2275 - $4937 /week
Tropical Dreaming

  54 reviews   Add to Favorites

Home: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States


$300 - $300 /night
Condo 2 br, Ocean view from Balcony

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key west, Florida, United States


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Sunny View

  2 reviews   Add to Favorites

Cottage: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Key West, Florida, United States


$234 - $390 /night
$1527 - $3028 /week
Enjoy gentle ocean breezes and gorgeous views at Sea Orch...

  41 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$280 - $616 /night
$1675 - $3901 /week
Key West Found

  32 reviews   Add to Favorites

Home: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States


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A Little Slice Of Paradise

Home: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States


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Perfect Pineapple

  6 reviews   Add to Favorites

Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States


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Coconut Cottage

Cottage: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Key West, Florida, United States


$240 - $471 /night
$1400 - $2944 /week
Key West Ginger House

  51 reviews   Add to Favorites

Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States


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Fan-tastic Getaway

Home: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States


$275 - $508 /night
$1600 - $3168 /week
Leeward Isle Key West Retreat

  39 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$205 - $435 /night
$1235 - $2828 /week
Lavender Jungle

  25 reviews   Add to Favorites

Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$290 - $494 /night
$1890 - $3749 /week
Beach Club #103 - Unique oceanfront living with breathtak...

  34 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States


$350 - $513 /night
$2310 - $4340 /week
Duval Square Courtyard Condo is just steps from the action

  25 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States


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Key Lime Pie

  7 reviews   Add to Favorites

Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$808 - $1226 /night
$5474 - $10238 /week
Villa Tropicale: A lush, secluded estate in the Casa Mari...

  24 reviews   Add to Favorites

Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States


$275 - $508 /night
$1600 - $3168 /week
Conch Wind

  35 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States


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Wind Swept

  2 reviews   Add to Favorites

Home: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States


$230 - $493 /night
$1425 - $3241 /week
Linger Longer

  23 reviews   Add to Favorites

Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 5
Location: Key West, Florida, United States


$550 - $1140 /night
$3570 - $7000 /week
The Palms @ Windsor Lane-Elegant w/Private Pool & Parking...

  13 reviews   Add to Favorites

Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States


$250 - $508 /night
$1465 - $3154 /week
Beach House Condo

  30 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$447 - $447 /night
$1696 - $3605 /week
President's Walk is perfectly located in the Truman Annex

  20 reviews   Add to Favorites

Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States


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Hidden Treasure

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$205 - $435 /night
$1235 - $2828 /week
Finn Key

  30 reviews   Add to Favorites

Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$240 - $508 /night
$1385 - $3154 /week
Duval Breeze

  58 reviews   Add to Favorites

Home: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States


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