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Rent Key West Vacations

24 Rent Key West Vacations were found matching your criteria.


$262 - $400 /night
$1680 - $3080 /week
Vista Fresco : Oceanside condominiums with resort-style a...

  21 reviews   Add to Favorites

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


$542 - $900 /night
$3601 - $6300 /week
Tucked away near the Southernmost Point, Louisa's Hideawa...

  36 reviews   Add to Favorites

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


$460 - $810 /night
$3080 - $5670 /week
Duval Square Penthouse: A large, beautiful condo steps fr...

  48 reviews   Add to Favorites

Condo: 4 Bedroom, 4.5 Bathroom, Sleeps 10
Location: Key West, Florida, United States


$794 - $1200 /night
$5370 - $9940 /week
Villa Tropicale: A lush, secluded estate in the Casa Mari...

  28 reviews   Add to Favorites

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


$320 - $550 /night
$2030 - $3850 /week
Havana Lane: A classic conch cottage with rustic charm

  38 reviews   Add to Favorites

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


$713 - $1200 /night
$4801 - $8400 /week
Southard Street Queen Conch - A Historic compound with la...

  46 reviews   Add to Favorites

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


$271 - $550 /night
$1895 - $3850 /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


$290 - $480 /night
$1890 - $3640 /week
Beach Club #112 - Unique Oceanfront living

  12 reviews   Add to Favorites

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


$208 - $324 /night
$1327 - $2590 /week
Casa Atlantica: A one BR condo on the Atlantic shore of K...

  44 reviews   Add to Favorites

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


$350 - $690 /night
$2310 - $4900 /week
Duval Square Courtyard Condo is just steps from the action

  31 reviews   Add to Favorites

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


$320 - $600 /night
$2100 - $4200 /week
Catherine House: A charming Old Town Key West cottage

  64 reviews   Add to Favorites

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


$290 - $480 /night
$1890 - $3640 /week
Beach Club #103 - Unique oceanfront living with breathtak...

  37 reviews   Add to Favorites

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


$451 - $900 /night
$3032 - $6300 /week
Pete's Cottages: Twin Cypress cottages steps from Duval

  37 reviews   Add to Favorites

Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States


$290 - $480 /night
$1890 - $3640 /week
Beach Club #104 - Unique oceanfront living with breathtak...

  20 reviews   Add to Favorites

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


$310 - $530 /night
$2030 - $3920 /week
Beach Club #204 - Unique Oceanfront living

  24 reviews   Add to Favorites

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


$433 - $720 /night
$2906 - $5320 /week
Villa Paradiso: A unique mid-town paradise

  55 reviews   Add to Favorites

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


$361 - $700 /night
$2380 - $4900 /week
Whitehead House: A unique two story home beside the Audub...

  57 reviews   Add to Favorites

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


$253 - $450 /night
$1743 - $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


$226 - $380 /night
$1390 - $2730 /week
Ann Street Cottage: A bright and airy home near Duval Street

  55 reviews   Add to Favorites

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


$490 - $900 /night
$3290 - $6300 /week
Louisa House: A comfortable four bedroom vacation hideaway

  60 reviews   Add to Favorites

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


$253 - $450 /night
$1743 - $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


$271 - $550 /night
$1895 - $3850 /week
Duval Square Castaway: A condo steps from the action

  14 reviews   Add to Favorites

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


$250 - $370 /night
$1610 - $2940 /week
Enjoy gentle ocean breezes and gorgeous views at Sea Orch...

  46 reviews   Add to Favorites

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


$190 - $300 /night
$1137 - $2380 /week
Casa Atlantica: A studio condo on the Atlantic shore of K...

  33 reviews   Add to Favorites

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


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