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
Key West Ginger House
2 bedroom Key West Home Vacation Rental Home
2 BR/ 2.00 BA Sleeps 6
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Sunset Lake
3 bedroom Key West Home Vacation Rental - Lake View Home
3 BR/ 3.00 BA Sleeps 6
More Info
 
 
 
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Coconut Cottage

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

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Home 1 / 2 / 2

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Owner
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Leeward Isle Key West Retreat

Key West
Golf nearby, Ocean nearby
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

 
 

Beach House Condo

Key West
Golf nearby, Ocean nearby
BEACH HOUSE CONDO: 2 bedroom 2 bath downstairs condo in the gated Shipyard Condominium area of Tru...

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Condo 2 / 2 / 4

$1450 - $3118
Per Week

 
 

Heliconia House

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

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Home 3 / 2.5 / 6

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Owner
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Perfect Pineapple

Key West
PERFECT PINEAPPLE: Long considered a sign of hospitality, the pineapple is now widely recognized as...

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Home 2 / 1 / 4

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Owner
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Tropical Dreaming

Key West
Golf nearby, Ocean nearby
TROPICAL DREAMING: This tropical 2-bedroom home with classic art features, hardwood floors, tall ...

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Home 2 / 2.5 / 6

$340 - $703
Per Night

$2205 - $4720
Per Week

 
 

Parrot Perch

Key West
Golf nearby, Ocean nearby
PARROT PERCH: Great location and great value for a great vacation. Parrot Perch is an upstairs 2...

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Condo 2 / 2 / 5

$1350 - $2973
Per Week

 
 

4 Palms

Key West
Golf nearby, 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

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

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
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Coral Villa

Key West
Golf nearby, Ocean nearby
CORAL VILLA: A beautiful 3-bedroom townhome in the gated community of Coral Hammock. Just off U.S....

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Condo 3 / 3 / 8

$220 - $413
Per Night

$1365 - $2694
Per Week

 
 

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
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Aug 6 - Sep 15   *** SUMMER RATE IS QUITE CHARMING THRU SEPTEMBER 20 ...
 

Key West Charming

Key West
Golf nearby, Ocean nearby
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

 
 

Sundown Refuge

Key West
Ocean View
SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refu...

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Condo 2 / 2 / 5

$2000 - $3915
Per Week

 
 

Paradise Place

Key West
Golf nearby, Ocean nearby
PARADISE PLACE: Ground level 1-bedroom 1-bath condo in the Palm Gardens community just 6 blocks f...

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Condo 1 / 1 / 4

$160 - $355
Per Night

$935 - $2284
Per Week

 
 

Key West Found

Key West
Golf nearby, Ocean nearby
KEY WEST FOUND: 2 bedroom, 2.5 bath townhome in the historic brick Foundry building within the Trum...

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Condo 2 / 2.5 / 6

$1650 - $3806
Per Week

 
 

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
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Conch Wind

Key West
Golf nearby, Ocean nearby
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

 
 

Sunny View

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

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Home 1 / 2 / 2

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Owner
Directly
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Bloom'n Paradise

Key West
Golf nearby, Ocean nearby
BLOOM'N PARADISE: Private residence with 3 bedrooms and 3 bathrooms in the main house plus a pool...

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Home 4 / 4 / 8

$5500 - $11375
Per Week

 
 

A Place in Paradise

Key West
Golf nearby, Ocean nearby
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 - $3618
Per Week

 
 

Conch Condo

Key West
Golf nearby, Ocean nearby
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

 
 

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

 
 

A Zen Ocean Garden

Key West
Ocean View
A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condo. Enjoy the ocean breezes while...

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Condo 2 / 2 / 6

$300 - $494
Per Night

$1800 - $3250
Per Week

 
 

A Little Slice of Paradise

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

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Home 2 / 1.5 / 6

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Owner
Directly
For Rates

 
 

The Hemingway

Key West
Golf nearby, Ocean nearby
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

 
           
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