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
Duval Square Castaway: A c ...
2 bedroom Key West Condo Vacation Rental Condo
2 BR/ 2.50 BA Sleeps 6
More Info
Beach Club #201 - Unique O ...
2 bedroom Key West Condo Vacation Rental - Ocean Front Condo
2 BR/ 2.00 BA Sleeps 6
More Info
 
 
 
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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

$1255 - $2828
Per Week

 
 

Amelia Home

Key West
Golf nearby, Ocean nearby
AMELIA HOME - 2 bedroom 2.5 bath home with sparkling private pool only four blocks from the Atlanti...

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Home 2 / 2.5 / 6

$340 - $703
Per Night

$2205 - $4720
Per Week

 
 

Duval Breeze

Key West
Golf nearby, Ocean nearby
DUVAL BREEZE: 2 bedroom 2.5 bath townhome in Duval Square. 1st floor offers an open floor plan w...

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Condo 2 / 2.5 / 6

$225 - $471
Per Night

$1350 - $3096
Per Week

 
 

Key Lime Pie

Key West
Golf nearby, Ocean nearby
KEY LIME PIE: One block from the Historic Seaport and close enough to bike to all the sites and att...

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Home 2 / 2 / 4

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Owner
Directly
For Rates

 
 

Casa Grande

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

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Home 5 / 5.5 / 12

$785 - $1658
Per Night

$5300 - $11310
Per Week

 
 

Boater's Beach Haven

Key West
Golf nearby, Ocean View
BOATER'S BEACH HAVEN: Located midtown on Florida Bay. Take advantage of the private boat dock; b...

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Condo 2 / 2 / 6

Contact
Owner
Directly
For Rates

 
 

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

 
 

Duval Sea Turtle

Key West
Golf nearby, Ocean nearby
DUVAL SEA TURTLE: This townhome has 2 bedrooms and 2.5 baths with a balcony off the master bedroom ...

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Condo 2 / 2.5 / 6

$225 - $471
Per Night

$1350 - $3096
Per Week

 
 

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
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

 
 

Finn Key

Key West
Golf nearby, Ocean nearby
FINN KEY: 2 bedroom 1 bath downstairs condo in The Shipyard section of Truman Annex, one of the most...

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Condo 2 / 1 / 4

$1235 - $2828
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

 
 

Tranquility

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

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Home 1 / 1.5 / 4

$215 - $413
Per Night

$1225 - $2574
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
Directly
For Rates

 
 

Brisa del Mar

Key West
Golf nearby, Ocean View
BRISA DEL MAR - 2 bedroom, 2 bath condo located oceanfront with a direct view of Atlantic Ocean. F...

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Condo 2 / 2 / 6

$225 - $388
Per Night

$1325 - $2444
Per Week

 
 

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

 
 

Bahama Dreaming

Key West
Golf nearby, Ocean nearby
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

 
 

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

 
 

Crowner's Jewel

Key West
Golf nearby, Ocean nearby
CROWNER'S JEWEL: Delightful 2 bedroom 2.5 bath Conch-style townhome in the quiet gated community o...

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Condo 2 / 2.5 / 6

$1550 - $3278
Per Week

 
 

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

 
 

Lavender Jungle

Key West
Golf nearby, Ocean nearby
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

 
 

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

Contact
Owner
Directly
For Rates

 
 

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

 
 

Island Pearl

Key West
Golf nearby, Ocean nearby
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

 
Aug 6 - Sep 26   KEY WEST CONDO SPECIAL RATE ~ PAPAYA PLACE at 1800 ...
 

Papaya Place

Key West
Ocean View
PAPAYA PLACE: 2 bedroom 2 bath condo at 1800 Atlantic Blvd. with garden view overlooking the natur...

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Condo 2 / 2 / 6

$220 - $400
Per Night

$1325 - $2594
Per Week

 
           
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