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Key West Holiday Rentals

78 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


Special Offer
$188 - $288 /night
$1200 - $1800 /week
La Dolce Vita, Steps to Duval! 3 blks to South Beach!

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


$370 - $556 /night
$2380 - $4900 /week
Whitehead House: A unique two story home beside the Audub...

  53 reviews   Add to Favorites

Home: 3 Bedroom, 2 Bathroom, Sleeps 6
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


Contact Owner
Directly For Rates
Hidden Treasure

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


$205 - $435 /night
$1235 - $2828 /week
Key West Charming

  26 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


$805 - $1689 /night
$5350 - $11433 /week
Casa Grande

  3 reviews   Add to Favorites

Home: 5 Bedroom, 5.5 Bathroom, Sleeps 12
Location: Key West, Florida, United States


$310 - $555 /night
$2030 - $3907 /week
Beach Club #204 - Unique Oceanfront living

  23 reviews   Add to Favorites

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


$230 - $413 /night
$1390 - $2725 /week
4 Palms

  27 reviews   Add to Favorites

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


$245 - $450 /night
$1380 - $2781 /week
Coral Villa

  11 reviews   Add to Favorites

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


$850 - $1402 /night
$5740 - $9713 /week
Villa Tropicale: A lush, secluded estate in the Casa Mari...

  25 reviews   Add to Favorites

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


$250 - $428 /night
$1540 - $2744 /week
Ann Street Cottage: A bright and airy home near Duval Street

  47 reviews   Add to Favorites

Cottage: 1 Bedroom, 1.5 Bathroom, Sleeps 2
Location: Key West, Florida, United States


$320 - $511 /night
$2100 - $4200 /week
Catherine House: A charming Old Town Key West cottage

  60 reviews   Add to Favorites

Home: 2 Bedroom, 2 Bathroom, Sleeps 4
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


$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


$230 - $413 /night
$1390 - $2725 /week
Papaya Place

  32 reviews   Add to Favorites

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


$275 - $650 /night
$1640 - $3676 /week
Crowner's Jewel

  33 reviews   Add to Favorites

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


Contact Owner
Directly For Rates
Coconut Cottage

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


$750 - $1330 /night
$5040 - $9324 /week
Southard Street Queen Conch - A Historic compound with la...

  45 reviews   Add to Favorites

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


$345 - $732 /night
$2275 - $4937 /week
Amelia Home

  51 reviews   Add to Favorites

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


Contact Owner
Directly For Rates
A Little Slice Of Paradise

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


$270 - $444 /night
$1750 - $3150 /week
Pete's West Cottage steps from Duval

  15 reviews   Add to Favorites

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


Contact Owner
Directly For Rates
Fan-tastic Getaway

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


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