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
Sunny View
1 bedroom Key West Home Vacation Rental Home
1 BR/ 2.00 BA Sleeps 2
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Ann Street Cottage: A brig ...
1 bedroom Key West Cottage Vacation Rental Cottage
1 BR/ 1.50 BA Sleeps 2
More Info
 
 
 
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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

 
 

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

 
 

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

 
 

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

 
 

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

 
 

Artist Garden

Key West
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

 
 

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

Contact
Owner
Directly
For Rates

 
 

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
Directly
For Rates

 
 

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

 
 

Key West Found

Key West
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

 
 

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

 
 

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

 
 

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

 
 

Key Lime Pie

Key West
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

 
 

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

 
 

Paradise Place

Key West
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

 
 

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

 
 

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

 
 

Finn Key

Key West
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

 
 

Varela Cottage

Key West
VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a 1.5 bedroom 1 bath cot...

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Home 1 / 1 / 4

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Owner
Directly
For Rates

 
 

Bloom'n Paradise

Key West
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 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

 
 

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

 
 

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

 
 

Beach House Condo

Key West
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

 
           
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