Key West Beach Vacation Rentals
 
 
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Tropical Dreaming
2 bedroom Key West Home Vacation Rental Home
2 BR/ 2.50 BA Sleeps 6
More Info
Louisa House: A comfortabl ...
4 bedroom Key West Home Vacation Rental Home
4 BR/ 3.50 BA Sleeps 8
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Sundown Refuge
2 bedroom Key West Condo Vacation Rental - Ocean View Condo
2 BR/ 2.00 BA Sleeps 5
More Info
 
 
 
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The Hemingway

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

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Condo 2 / 2 / 4

$1425 - $3241
Per Week

 
 

Linger Longer

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

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Condo 2 / 1.5 / 5

$1425 - $3241
Per Week

 
 

Leeward Isle Key West Retreat

Key West
LEEWARD ISLE KEY WEST RETREAT: Small gated compound with only 13 properties, this townhome communi...

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Condo 2 / 2 / 4

$265 - $486
Per Night

$1575 - $3118
Per Week

 
Mar 28 - May 29   *** MAY IS A SPECIAL MONTH IN EGRET COTTAGE *** Jus ...
 

Egret Cottage

Key West
EGRET COTTAGE -- An idyllic 1 bedroom cottage that is tucked away in a tropical oasis, peaceful and ...

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Home 1 / 1 / 4

$195 - $384
Per Night

$1100 - $2429
Per Week

 
 

Easy Livin'

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

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Home 3 / 4 / 8

$4000 - $9200
Per Week

 
 

Fan-tastic Getaway

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

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Home 3 / 2.5 / 6

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Owner
Directly
For Rates

 
 

Conch Wind

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

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Condo 2 / 2 / 4

$265 - $486
Per Night

$1575 - $3118
Per Week

 
 

Coral Garden

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

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Condo 2 / 2.5 / 6

$180 - $350
Per Night

$1050 - $2231
Per Week

 
 

Atlantic Blues

Key West
ATLANTIC BLUES - Stylish Conch cottage with hardwood floors, glass tiles, granite countertops and ...

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Home 2 / 1 / 4

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Owner
Directly
For Rates

 
 

Cayo Hueso Sunshine

Key West
CAYO HUESO SUNSHINE: 2-bedroom, den, 3-bath home. Secluded location near Smathers Beach. Kitc...

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Home 2 / 3 / 6

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Owner
Directly
For Rates

 
 

Bahama House

Key West
BAHAMA HOUSE: Conveniently located in the heart of Old Town 1/2 block from shops, restaurants and ...

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Home 3 / 3.5 / 8

$625 - $1298
Per Night

$4165 - $8374
Per Week

 
 

Bogey's Retreat

Key West
BOGEY'S RETREAT: Ideal for a golfer, it is located at Key West Golf Club. 2 pools nearby. $...

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Home 2 / 1.5 / 4

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Owner
Directly
For Rates

 
 

Green Orchid

Key West
GREEN ORCHID: Situated on a narrow lane in one of the last historic Old Town neighborhood, this 2-b...

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Home 2 / 2.5 / 4

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Owner
Directly
For Rates

 
 

Key West Crown Jewel

Key West
Ocean View
KEY WEST CROWN JEWEL: 2-bedroom, 2-bath, penthouse condominium with 1350 square feet of living spac...

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Condo 2 / 2 / 6

$345 - $531
Per Night

$2145 - $3369
Per Week

 
 

Bahama Dreaming

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

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Home 3 / 2 / 8

$465 - $943
Per Night

$3100 - $6344
Per Week

 
 

Key West Charming

Key West
KEY WEST CHARMING: Downstairs 2 bedroom 1 bath home in Truman Annex, a secluded gated community in ...

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Condo 2 / 1 / 4

$1235 - $2828
Per Week

 
 

A Suite Paradise

Key West
A SUITE PARADISE - A tropical hideaway tucked in a secluded Key West neighborhood minutes from Duva...

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Home 2 / 2 / 6

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Owner
Directly
For Rates

 
 

Lavender Jungle

Key West
LAVENDER JUNGLE: 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex. Renovated ki...

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Condo 2 / 1 / 4

$1235 - $2828
Per Week

 
 

A Place in Paradise

Key West
A PLACE IN PARADISE - Experience Key West living in this 2 bedroom 2.5 bath Conch-Style home in Tr...

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Condo 2 / 2.5 / 6

$1625 - $3989
Per Week

 
 

Sunset Lake

Key West
Lake View
SUNSET LAKE -- Discover paradise and empty yourself of worries & hurries. Set at the end of a quie...

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Home 3 / 3 / 6

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Owner
Directly
For Rates

 
 

Island Pearl

Key West
ISLAND PEARL: Loft bedroom 1-bath cottage, complete with living room and kitchen. French doors open...

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Home 1 / 1 / 2

$210 - $392
Per Night

$1200 - $2320
Per Week

 
 

Conch Condo

Key West
CONCH CONDO -- 2-bedroom 2-bath upstairs condo features fully equipped kitchen, custom furniture, ...

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Condo 2 / 2 / 4

$1350 - $2973
Per Week

 
 

Fore

Key West
FORE: 2-bedroom, 1.5-bath townhome in the secluded, gated Key West Golf Club community. Lush lands...

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Home 2 / 1.5 / 4

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Owner
Directly
For Rates

 
 

4 Palms

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

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Condo 2 / 2 / 6

$220 - $400
Per Night

$1325 - $2594
Per Week

 
 

Tranquility

Key West
TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity...

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Home 1 / 1.5 / 4

$215 - $413
Per Night

$1225 - $2574
Per Week

 
           
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