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
Catherine House: A charmin ...
2 bedroom Key West Home Vacation Rental Home
2 BR/ 2.00 BA Sleeps 4
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Conch Condo
2 bedroom Key West Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 4
More Info
 
 
 
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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

 
 

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

 
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
Directly
For Rates

 
 

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

 
Jul 21 - Aug 31   *** ALL YOU NEED is A LITTLE SLICE of PARADISE ** ...
 

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

 
 

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

 
Jul 16 - Sep 25   *** WIND SWEPT WILL SWEEP YOU OFF YOUR FEET IN AUGU ...
 

Wind Swept

Key West
WIND SWEPT: 2 bedroom 1.5 bath townhome which includes kitchen, dining alcove, living room and scre...

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Home 2 / 1.5 / 6

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Owner
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For Rates

 
 

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
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For Rates

 
 

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

 
 

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

 
 

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

 
 

Artist Garden

Key West
Golf nearby, Ocean nearby
ARTIST GARDEN : 2 bedroom 2.5 bath located in the prestigious Admirals Lane neighborhood of Truman...

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Home 2 / 2.5 / 6

$1890 - $4002
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

 
 

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

$1381 - $3618
Per Week

 
 

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

 
 

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

 
 

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

 
 

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

$1318 - $3278
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

 
 

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

 
 

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

 
 

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

 
 

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

 
 

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

$1067 - $2828
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

 
           
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