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Key West Holiday Rentals

79 Key West Holiday Rentals were found matching your criteria.


Featured
$306 - $732 /night
$1985 - $4937 /week
Tropical Dreaming

  53 reviews   Add to Favorites

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



$3600 - $8831 /week
Easy Livin'

  1 reviews   Add to Favorites

Home: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States


$240 - $360 /night
$1470 - $2730 /week
Ann Street Cottage: A bright and airy home near Duval Street

  44 reviews   Add to Favorites

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


Contact Owner
Directly For Rates
Key Lime Pie

  7 reviews   Add to Favorites

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


$320 - $480 /night
$2030 - $3850 /week
Havana Lane: A classic conch cottage with rustic charm

  29 reviews   Add to Favorites

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


$200 - $290 /night
$1190 - $2590 /week
Casa Atlantica: A one BR condo on the Atlantic shore of K...

  40 reviews   Add to Favorites

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


$225 - $508 /night
$1350 - $3154 /week
Duval Breeze

  58 reviews   Add to Favorites

Home: 2 Bedroom, 2.5 Bathroom, Sleeps 6
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


$194 - $418 /night
$1103 - $2603 /week
Tranquility

  26 reviews   Add to Favorites

Cottage: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$270 - $400 /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


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

  29 reviews   Add to Favorites

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


$450 - $650 /night
$2940 - $5320 /week
Villa Paradiso: A unique mid-town paradise

  49 reviews   Add to Favorites

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


Special Offer
$203 - $486 /night
$1215 - $3009 /week
Conch Condo

  11 reviews   Add to Favorites

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


$203 - $508 /night
$1305 - $3154 /week
Beach House Condo

  26 reviews   Add to Favorites

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


$370 - $540 /night
$2380 - $4900 /week
Whitehead House: A unique two story home beside the Audub...

  45 reviews   Add to Favorites

Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States


$162 - $375 /night
$945 - $2281 /week
Coral Garden

  27 reviews   Add to Favorites

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


$250 - $380 /night
$1680 - $3500 /week
Duval Square Retreat: A beautiful condo steps from the ac...

  30 reviews   Add to Favorites

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States


Contact Owner
Directly For Rates
Green Orchid

Cottage: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$270 - $400 /night
$1750 - $3150 /week
Pete's East Cottage: Cypress east cottage steps from Duval

  17 reviews   Add to Favorites

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


$279 - $711 /night
$1800 - $4060 /week
Sundown Refuge

  8 reviews   Add to Favorites

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


$330 - $520 /night
$2100 - $4340 /week
Duval Square Courtyard Condo is just steps from the action

  25 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: Key West, Florida, United States


$203 - $508 /night
$1215 - $3154 /week
Duval Sea Turtle

  47 reviews   Add to Favorites

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


$490 - $740 /night
$3290 - $6300 /week
Louisa House: A comfortable four bedroom vacation hideaway

  53 reviews   Add to Favorites

Home: 4 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Key West, Florida, United States


$135 - $363 /night
$743 - $2240 /week
Osprey

  43 reviews   Add to Favorites

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


Special Offer
$174 - $435 /night
$1050 - $2828 /week
Key West Charming

  25 reviews   Add to Favorites

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


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