Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Heliconia House

Key West
HELICONIA HOUSE (monthly rental): Pristine 3 bedroom private home is a true island escape. Locate...
Home 3 / 2.5 / 6

Contact
Owner
Directly
For Rates

Tropical Dreaming

Key West
TROPICAL DREAMING: This tropical 2-bedroom home with classic art features, hardwood floors, tall ...
Home 2 / 2.5 / 6

$340 - $703
Per Night

$2205 - $4720
Per Week

Sunny View

Key West
SUNNY VIEW: Adorable, affordable, and a great location! Located in Old Town Key West, this 1 bedroo...
Home 1 / 2 / 2

Contact
Owner
Directly
For Rates

Coral Garden

Key West
CORAL GARDEN: 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock. Fully-eq...
Condo 2 / 2.5 / 6

$180 - $350
Per Night

$1050 - $2231
Per Week

The Hemingway

Key West
THE HEMINGWAY -- A beautiful 2 bedroom 2 bath townhome located in the private, gated community of Tr...
Condo 2 / 2 / 4

$1425 - $3241
Per Week

Atlantic Blues

Key West
ATLANTIC BLUES - Stylish Conch cottage with hardwood floors, glass tiles, granite countertops and ...
Home 2 / 1 / 4

Contact
Owner
Directly
For Rates

Key West Found

Key West
KEY WEST FOUND: 2 bedroom, 2.5 bath townhome in the historic brick Foundry building within the Trum...
Condo 2 / 2.5 / 6

$1650 - $3806
Per Week

Easy Livin'

Key West
EASY LIVIN' : Private home with pool in Truman Annex, a gated community in historic Old Town, in ...
Home 3 / 4 / 8

$4000 - $9200
Per Week

Coral Villa

Key West
CORAL VILLA: A beautiful 3-bedroom townhome in the gated community of Coral Hammock. Just off U.S....
Condo 3 / 3 / 8

$220 - $413
Per Night

$1365 - $2694
Per Week

Casa Grande

Key West
CASA GRANDE: Located on a quaint lane steps from Duval Street with room to park 2 vehicles off-str...
Home 5 / 5.5 / 12

$785 - $1658
Per Night

$5300 - $11310
Per Week

Beach House Condo

Key West
BEACH HOUSE CONDO: 2 bedroom 2 bath downstairs condo in the gated Shipyard Condominium area of Tru...
Condo 2 / 2 / 4

$1450 - $3118
Per Week

Parrot Perch

Key West
PARROT PERCH: Great location and great value for a great vacation. Parrot Perch is an upstairs 2...
Condo 2 / 2 / 5

$1067 - $2828
Per Week

Coconut Cottage

Key West
COCONUT COTTAGE: The perfect escape if you’re looking to get away from it all. Located in a quiet ...
Home 1 / 2 / 2

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Owner
Directly
For Rates

Jun 14 - Oct 23   *** SUNSET LAKE IS CALLING TO YOU WITH A GREAT DEAL ...

Sunset Lake

Key West
SUNSET LAKE -- Discover paradise and empty yourself of worries & hurries. Set at the end of a quie...
Home 3 / 3 / 6

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Owner
Directly
For Rates

Finn Key

Key West
FINN KEY: 2 bedroom 1 bath downstairs condo in The Shipyard section of Truman Annex, one of the most...
Condo 2 / 1 / 4

$1235 - $2828
Per Week

Fan-tastic Getaway

Key West
FAN-tastic GETAWAY: Formerly owned by actress and fan dancer, Sally Rand. 60" Smart TV and surroun...
Home 3 / 2.5 / 6

Contact
Owner
Directly
For Rates

Bahama Dreaming

Key West
BAHAMA DREAMING: 3-bedroom Conch cottage with outdoor dining and private pool, fenced and landscap...
Home 3 / 2 / 8

$465 - $943
Per Night

$3100 - $6344
Per Week

Crowner's Jewel

Key West
CROWNER'S JEWEL: Delightful 2 bedroom 2.5 bath Conch-style townhome in the quiet gated community o...
Condo 2 / 2.5 / 6

$1318 - $3278
Per Week

Linger Longer

Key West
LINGER LONGER: 2 bedroom 1.5 bath townhome in Truman Annex. Master bedroom with queen bed and gue...
Condo 2 / 1.5 / 5

$1425 - $3241
Per Week

A Suite Paradise

Key West
A SUITE PARADISE - A tropical hideaway tucked in a secluded Key West neighborhood minutes from Duva...
Home 3 / 2 / 6

Contact
Owner
Directly
For Rates

Tranquility

Key West
TRANQUILITY - Charming cottage full of color and creativity. Cozy furnishings in the living area, b...
Home 1 / 1.5 / 4

$215 - $413
Per Night

$1225 - $2574
Per Week

Conch Wind

Key West
CONCH WIND: Conch-style townhome in Old Town Key West nestled in a quiet, secure compound. Ope...
Condo 2 / 2 / 4

$265 - $486
Per Night

$1418 - $3118
Per Week

Paradise Place

Key West
PARADISE PLACE: Ground level 1-bedroom 1-bath condo in the Palm Gardens community just 6 blocks f...
Condo 1 / 1 / 4

$160 - $355
Per Night

$935 - $2284
Per Week

4 Palms

Key West
4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa, ...
Condo 2 / 2 / 6

$220 - $400
Per Night

$1325 - $2594
Per Week

A Little Slice of Paradise

Key West
A LITTLE SLICE OF PARADISE (monthly rental): Secluded community, steps from the golf course, minute...
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

 

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