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
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Linger Longer
2 bedroom Key West Condo Vacation Rental Condo
2 BR/ 1.50 BA Sleeps 5
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1 bedroom/1 bathroom premi ...
1 bedroom Key West Condo Vacation Rental Condo
1 BR/ 1.00 BA Sleeps 4
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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 - $441
Per Night

$1450 - $3154
Per Week

 
May 5 - Jul 1   *** CROWNER'S JEWEL OFFERS MORE FOR LESS THIS JUNE ...
 

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

$217 - $431
Per Night

$1318 - $3328
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 - $260
Per Night

$1050 - $2380
Per Week

 
 

Heliconia House

Key West
HELICONIA HOUSE (monthly rental): Pristine 3 bedroom private home is a true island escape. Located ...

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Home 3 / 2.5 / 6

Contact
Owner
Directly
For Rates

 
 

Pete's West 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

 
 

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

 
 

Southard Street Queen Conch - A Historic compound with la...

Key West
Southard Street Queen Conch - A Historic compound with large sunny pool On a lovely tree-lined resi...

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Home 4 / 4 / 8

Online Booking

$750 - $1120
Per Night

$5040 - $8400
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 / 7

Online Booking

$330 - $520
Per Night

$2100 - $4340
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

 
 

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 - $470
Per Night

$1890 - $3640
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

$580 - $1689
Per Night

$3785 - $11433
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

$225 - $422
Per Night

$1350 - $3009
Per Week

 
 

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

 
 

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

 
 

Coconut Cottage

Key West
COCONUT COTTAGE: The perfect escape if you’re looking to get away from it all. Located in a quiet ne...

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Cottage 1 / 2 / 2

Contact
Owner
Directly
For Rates

 
 

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

$1890 - $3500
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

 
 

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 - $290
Per Night

$1190 - $2590
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

$265 - $518
Per Night

$1575 - $3168
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 - $500
Per Night

$1900 - $3879
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

$205 - $375
Per Night

$1235 - $3153
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

$345 - $732
Per Night

$2275 - $4937
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 - $9125
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

$270 - $494
Per Night

$1650 - $3901
Per Week

 
 

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

 
           
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