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
Atlantic Blues
2 bedroom Key West Home Vacation Rental Home
2 BR/ 1.00 BA Sleeps 4
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Conch Condo
2 bedroom Key West Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 4
More Info
 
 
 
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Duval Square Castaway: A condo steps from the action

Key West
In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's bric...

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Condo 2 / 2.5 / 6

Online Booking

$250 - $380
Per Night

$1680 - $3080
Per Week

 
 

Cayo Hueso Sunshine

Key West
CAYO HUESO SUNSHINE: 2-bedroom, den, 3-bath home. Secluded location near Smathers Beach. Kitc...

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Home 2 / 3 / 6

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Owner
Directly
For Rates

 
 

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

 
 

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

 
 

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

$1425 - $3241
Per Week

 
 

Duval Square Retreat: A beautiful condo steps from the ac...

Key West
Duval Square Retreat: A beautiful condo steps from the action Duval Square - The Retreat. In the he...

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Condo 2 / 2.5 / 4

Online Booking

$250 - $380
Per Night

$1680 - $3500
Per Week

 
 

Atlantic Blues

Key West
ATLANTIC BLUES - Is a stylish example of a Conch cottage in Key West, totally renovated with gorgeou...

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Home 2 / 1 / 4

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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 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 3 / 2 / 6

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Owner
Directly
For Rates

 
 

A Zen Ocean Garden

Key West
Ocean View
A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condo. Enjoy the ocean breezes while...

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Condo 2 / 2 / 6

$300 - $494
Per Night

$1800 - $3250
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 - $470
Per Night

$1890 - $3290
Per Week

 
 

Tranquility

Key West
TRANQUILITY - Charming cottage full of color and creativity. Cozy furnishings in the living area, b...

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Home 1 / 1.5 / 4

$215 - $413
Per Night

$1225 - $2574
Per Week

 
 

Premium studio condo

Key West
Premium studio condo Unit Description: This newly refurbished studio, decorated with island-inspire...

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Condo 0 / 1 / 2

Online Booking

$129 - $332
Per Night

$903 - $2324
Per Week

 
 

Havana Lane: A classic conch cottage with rustic charm

Key West
Thoughtfully restored, Havana Lane hearkens back to a time when cigar makers lived in the neighborho...

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Home 2 / 2 / 4

Online Booking

$320 - $480
Per Night

$2030 - $3850
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

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Owner
Directly
For Rates

 
 

Wind Swept

Key West
WIND SWEPT: 2 bedroom 1.5 bath townhome which includes kitchen, dining alcove, living room and scre...

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Home 2 / 1.5 / 6

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Owner
Directly
For Rates

 
 

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 - $486
Per Night

$1575 - $3118
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

$1890 - $3150
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

$1450 - $2688
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 / 6

$1890 - $4002
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 ...

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Home 1 / 2 / 2

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Owner
Directly
For Rates

 
 

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 - $730
Per Night

$3290 - $5670
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

 
 

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 - $740
Per Night

$3290 - $6300
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 - $3375
Per Week

 
           
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