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
Fan-tastic Getaway
3 bedroom Key West Home Vacation Rental Home
3 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
More Info
 
 
 
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Beach Club #104 - Unique oceanfront living with breathtak...

Key West
Ocean Front, Ocean View
Beach Club #104 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65...

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Condo 2 / 2 / 6

Online Booking

$290 - $470
Per Night

$1890 - $3290
Per Week

 
 

Villa Paradiso: A unique mid-town paradise

Key West
This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Medit...

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Home 3 / 3 / 6

Online Booking

$450 - $650
Per Night

$2940 - $5040
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

 
 

Whitehead House: A unique two story home beside the Audub...

Key West
Whitehead House: A unique two story home beside the Audubon House Whitehead House is a unique two-s...

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Home 3 / 2 / 6

Online Booking

$370 - $540
Per Night

$2380 - $4900
Per Week

 
Feb 7 - Mar 4   *** MARCH IS JUST AROUND THE CORNER AND SUNDOWN REF ...
 

Sundown Refuge

Key West
SUNDOWN REFUGE: Brilliant sunshine and magnificent sunsets in the Harbour Place condo complex in Tru...

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Condo 2 / 2 / 5

$2000 - $3915
Per Week

 
 

Ann Street Cottage: A bright and airy home near Duval Street

Key West
Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a ch...

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Cottage 1 / 1.5 / 2

Online Booking

$240 - $360
Per Night

$1470 - $2660
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

 
 

1 bedroom/1 bathroom premium condo

Key West
1 bedroom/1 bathroom premium condo Unit Description: This is a 1 bed/1 bathroom condo that features...

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Condo 1 / 1 / 4

Online Booking

$175 - $503
Per Night

$1225 - $3521
Per Week

 
 

Tucked away near the Southernmost Point, Louisa's Hideawa...

Key West
Tucked away near the Southernmost Point, Louisa's Hideaway is it! Tucked away near the upper end of...

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Home 3 / 3 / 6

Online Booking

$580 - $800
Per Night

$3710 - $6300
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

 
 

Pete's East Cottage: Cypress east cottage steps from Duval

Key West
This property has it all! The styling of the original shot gun homes of Key West restored with a bea...

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Cottage 2 / 1 / 4

Online Booking

$270 - $400
Per Night

$1750 - $3150
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

 
 

Beach Club #204 - Unique Oceanfront living

Key West
Ocean Front, Ocean View
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peacef...

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Condo 2 / 2 / 5

Online Booking

$290 - $500
Per Night

$1890 - $3500
Per Week

 
 

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 - $432
Per Night

$1365 - $2828
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

Contact
Owner
Directly
For Rates

 
 

Easy Livin'

Key West
Golf nearby, Ocean nearby
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 - $8700
Per Week

 
 

Linger Longer

Key West
Golf nearby, Ocean nearby
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

 
 

Coral Garden

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

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Home 2 / 2.5 / 6

$180 - $360
Per Night

$1050 - $2343
Per Week

 
Feb 8 - Apr 2   *** TURN BOGEY'S RETREAT INTO YOUR RETREAT IN APRIL ...
 

Bogey's Retreat

Key West
BOGEY'S RETREAT: Located in the exclusive Golf Course community, allowing you to enjoy all that Key ...

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Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

 
 

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

 
 

A Little Slice Of Paradise

Key West
A SLICE OF PARADISE: Imagine yourself in a secluded, gated community steps from the golf course, min...

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Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

 
 

Key Lime Calypso: A cottage in the heart of Bahama Village

Key West
The best of Key West, in the middle of Historic Old Town and a half block from Duval Street and the ...

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Home 2 / 1 / 4

Online Booking

$270 - $400
Per Night

$1820 - $3500
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

$350 - $420
Per Night

$1575 - $3118
Per Week

 
 

Green Orchid

Key West
GREEN ORCHID: Dreaming of living like a local in Key West? Dream no more. Green Orchid offers a true...

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Cottage 2 / 2.5 / 4

$345 - $631
Per Night

$345 - $4256
Per Week

 
           
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