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
Beach Club #104 - Unique o ...
2 bedroom Key West Condo Vacation Rental - Ocean Front Condo
2 BR/ 2.00 BA Sleeps 6
More Info
Beach Club #204 - Unique O ...
2 bedroom Key West Condo Vacation Rental - Ocean Front Condo
2 BR/ 2.00 BA Sleeps 5
More Info
 
 
 
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Beach Club #103 - Unique oceanfront living with breathtak...

Key West
Ocean Front, Ocean View
Beach Club #103 - 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 - $3640
Per Week

 
 

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 - $3640
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

 
Aug 6 - Aug 31   **KEY WEST CHARMING - RED HOT SUMMER SAVINGS WITH ...
 

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

$174 - $435
Per Night

$1050 - $2828
Per Week

 
 

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

$310 - $711
Per Night

$2000 - $4060
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

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Owner
Directly
For Rates

 
 

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

$6000 - $11600
Per Week

 
 

Casa Grande

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

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Home 5 / 5.5 / 12

$707 - $1689
Per Night

$4770 - $11433
Per Week

 
 

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 - $8831
Per Week

 
 

Pete's Cottages: Twin Cypress cottages 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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Home 4 / 2 / 8

Online Booking

$470 - $900
Per Night

$3150 - $6300
Per Week

 
 

Louisa House: A comfortable four bedroom vacation hideaway

Key West
Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic be...

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Home 4 / 3.5 / 8

Online Booking

$490 - $900
Per Night

$3290 - $6300
Per Week

 
 

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 - $508
Per Night

$1575 - $3168
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 - $720
Per Night

$2940 - $5320
Per Week

 
 

Duval Square Penthouse: A large, beautiful condo steps fr...

Key West
Duval Square Penthouse: A large, beautiful condo steps from the action Beautiful four bedroom penth...

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Condo 4 / 4.5 / 10

Online Booking

$490 - $810
Per Night

$3290 - $5670
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

$260 - $580
Per Night

$1625 - $3676
Per Week

 
 

Truman's Hideaway

Key West
TRUMAN'S HIDEAWAY: Lovely condo in the exclusive Harbour Place condominium complex in Truman Annex. ...

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Condo 2 / 2 / 5

$305 - $580
Per Night

$1900 - $3879
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

$225 - $508
Per Night

$1450 - $3154
Per Week

 
 

Bowe Conch House

Key West
BOWE CONCH HOUSE: The Bowe Conch House has evolved within the Thomas family, Conchs, born and raised...

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Cottage 3 / 2 / 6

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Owner
Directly
For Rates

 
 

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 Atlantica: A one BR condo on the Atlantic shore of K...

Key West
Ocean Front, Ocean View
Casa Atlantica: A one BR condo on the Atlantic shore of Key West Located just steps from the White ...

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Condo 1 / 1 / 2

Online Booking

$200 - $320
Per Night

$1190 - $2590
Per Week

 
 

Casa Atlantica: A studio condo on the Atlantic shore of K...

Key West
Ocean Front, Ocean View
Casa Atlantica: A studio condo on the Atlantic shore of Key West Located just steps from the White ...

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Condo 0 / 1 / 2

Online Booking

$180 - $300
Per Night

$1050 - $2380
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 - $3920
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

$230 - $493
Per Night

$1425 - $3241
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 / 5

$295 - $616
Per Night

$1890 - $4118
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

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Owner
Directly
For Rates

 
           
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