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Key West Vacation Rentals

87 Key West Vacation Rentals were found matching your criteria.


Featured
$325 - $825 /night
$2275 - $5775 /week
Tropical Dreaming

  55 reviews   Add to Favorites

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



$290 - $516 /week
2 Br, 1 Ba Margaritavilla Beach Cottage In Old Town

Cottage: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Key West, Florida, United States


$650 - $850 /night
3 Br Paradise Island Villa Luxury Oceanfront Key West Villa

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


$800 - $1500 /night
4 Br, 3 Ba Margaritavilla Beach Cottage In Old Town Key West

Townhome: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Key West, Florida, United States


$900 - $1500 /night
3 Br, 3 Ba Sea Watch Open Water View Seaport Luxury Villa

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


$780 - $1180 /night
3 Br, 2 Ba Margaritavilla Beach Cottage In Old Town Key West

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


$240 - $468 /night
1 Br Margaritavilla Beach Cottage In Old Town Key West

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


$800 - $1450 /night
4 Br, 2 Ba Margaritavilla Beach Cottage In Old Town Key West

Townhome: 4 Bedroom, 2 Bathroom, Sleeps 10
Location: Key West, Florida, United States


$600 - $1000 /night
2 Br, 2.5 Ba Sea Watch Open Water View Seaport Luxury Villa

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


$350 - $660 /night
2 Br, 2 Ba Margaritavilla Beach Cottage In Old Town

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


$285 - $715 /night
$1995 - $5005 /week
Artist Garden

  27 reviews   Add to Favorites

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


$195 - $481 /night
$1365 - $3367 /week
President's Walk

  1 reviews   Add to Favorites

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


$528 - $1198 /night
$3888 - $8884 /week
Tucked away near the Southernmost Point, Louisa's Hideawa...

  54 reviews   Add to Favorites

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


$221 - $221 /night
$1550 - $1550 /week
Conch Republic Retreat

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


$140 - $484 /night
$980 - $3388 /week
Key West Charming

  26 reviews   Add to Favorites

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


$225 - $605 /night
$1575 - $4235 /week
A Place in Paradise

  23 reviews   Add to Favorites

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


$425 - $790 /night
$2975 - $5866 /week
Pete's Cottages: Twin Cypress cottages steps from Duval

  46 reviews   Add to Favorites

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


$157 - $157 /night
$1099 - $1099 /week
Wind Swept

  2 reviews   Add to Favorites

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


$286 - $286 /night
$2000 - $2000 /week
Casa de Rosalie

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


$664 - $720 /night
Old Town 3Br/3.5Ba in Gated Community w/ Pool, Private El...

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


$319 - $736 /night
$2399 - $5322 /week
Catherine House: A charming Old Town Key West cottage

  77 reviews   Add to Favorites

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


$260 - $505 /night
$1820 - $3557 /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


$429 - $429 /night
$3003 - $3003 /week
Lighthouse Villa

Home: 3 Bedroom, 4.5 Bathroom, Sleeps 8
Location: Key West, Florida, United States


$202 - $202 /night
$1414 - $1414 /week
Poolside Paradise

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


$220 - $220 /night
$1537 - $1537 /week
Lazy Gecko

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


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