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
Pete's East Cottage: Cypre ...
2 bedroom Key West Cottage Vacation Rental Cottage
2 BR/ 1.00 BA Sleeps 4
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Villa Tropicale: A lush, s ...
4 bedroom Key West Home Vacation Rental Home
4 BR/ 4.00 BA Sleeps 8
More Info
 
 
 
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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 - $770
Per Night

$3150 - $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

$275 - $508
Per Night

$1600 - $3168
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

$230 - $493
Per Night

$1425 - $3241
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 - $865
Per Night

$3710 - $6489
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

Contact
Owner
Directly
For Rates

 
 

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

$345 - $732
Per Night

$2275 - $4937
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

$165 - $363
Per Night

$945 - $2313
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

$315 - $616
Per Night

$1910 - $4118
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

$275 - $508
Per Night

$1600 - $3168
Per Week

 
 

Duval Square Courtyard Condo is just steps from the action

Key West
In the heart of Old Town, convenient to everything, this condo is set above a brick and tree lined c...

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Condo 3 / 2 / 8

Online Booking

$350 - $513
Per Night

$2310 - $4340
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

$230 - $413
Per Night

$1390 - $2725
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

$250 - $508
Per Night

$1465 - $3154
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

$205 - $435
Per Night

$1235 - $2828
Per Week

 
 

Beach Club #112 - 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 - $494
Per Night

$1890 - $3749
Per Week

 
 

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

$205 - $435
Per Night

$1235 - $2828
Per Week

 
 

The Palms @ Windsor Lane-Elegant w/Private Pool & Parking...

Key West
The Palms @ Windsor Lane-Elegant w/Private Pool & Parking Near Duval Welcome to The Palms @ Windsor...

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Condo 3 / 3.5 / 6

Online Booking

$550 - $1140
Per Night

$3570 - $7000
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

$235 - $486
Per Night

$1365 - $3009
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

 
 

Catherine House: A charming Old Town Key West cottage

Key West
This charming Key West style cottage is just a short walk to a selection of great restaurants, art g...

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Home 2 / 2 / 4

Online Booking

$320 - $494
Per Night

$2100 - $4200
Per Week

 
 

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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Home 2 / 2.5 / 6

$280 - $616
Per Night

$1675 - $3901
Per Week

 
 

President's Walk is perfectly located in the Truman Annex

Key West
President?s Walk is perfectly located in the Truman Annex. A quick stroll to Duval Street and minute...

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Condo 2 / 1.5 / 4

Online Booking

$447 - $447
Per Night

$1696 - $3605
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

Contact
Owner
Directly
For Rates

 
 

Fan-tastic Getaway

Key West
FAN-tastic GETAWAY: Formerly owned by actress and fan dancer, Sally Rand. 60" Smart TV and sur...

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Home 3 / 2.5 / 6

Contact
Owner
Directly
For Rates

 
 

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 - $418
Per Night

$1624 - $3172
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

$330 - $711
Per Night

$2025 - $4060
Per Week

 
           
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