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Key West Beach Vacation Rentals
 
 
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Bali Hideaway
1 bedroom Key West Cottage Vacation Rental Cottage
1 BR/ 1.00 BA Sleeps 2
More Info
Bmw Fantasy
2 bedroom Key West Condo Vacation Rental Condo
2 BR/ 3.00 BA Sleeps 6
More Info
Dreaming On Duval
5 bedroom Key West Home Vacation Rental - Ocean View Home
5 BR/ 4.00 BA Sleeps 10
More Info
 
 
 
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Ashe Splashe

Key West
30 DAY MINIMUM RENTAL From the owners of South of Frances here is another beautiful restoration of a...

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Home 3 / 3 / 6

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Owner
Directly
For Rates

 
 

Shipyard 106-2

Key West
Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom an...

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Condo 1 / 1 / 4

Online Booking

$1200 - $1750
Per Week

 
 

Whitehead House

Key West
Unique two story, three bedroom, two bathroom home nested beside the Audubon House in Old Town Key W...

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Home 3 / 2 / 6

$370 - $500
Per Night

$2380 - $3290
Per Week

 
 

Newton Street Hideaway

Key West
30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located j...

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Home 1 / 2 / 2

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Owner
Directly
For Rates

 
 

Beach Club #204

Key West
Ocean View
Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes coo...

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Condo 2 / 2 / 4

$270 - $400
Per Night

$1820 - $2730
Per Week

 
 

The Hemingway

Key West
THE HEMINGWAY -- A beautiful 2 bedroom 2 bath townhome located in the private, gated community of Tr...

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Condo 2 / 2 / 6

$1300 - $2864
Per Week

 
 

Finn Key

Key West
FINN KEY: A beautiful 2 bedroom 1 bath downstairs condominium located in the Shipyard section of...

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Condo 2 / 1 / 4

$1100 - $2538
Per Week

 
 

Packer Retreat

Key West
30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated "Conch" house with many architectur...

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Home 3 / 3.5 / 6

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Owner
Directly
For Rates

 
 

Linger Longer

Key West
LINGER LONGER -- Enjoy a carefree vacation in this beautifully decorated, 2 bedroom 1.5 bath townho...

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Condo 2 / 2 / 5

$1300 - $2864
Per Week

 
 

Southern Wind

Key West
SOUTHERN WIND -- A renovated two bedroom two bath two story home located in the Windward Park compou...

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Home 2 / 2 / 4

$265 - $471
Per Night

$1575 - $2900
Per Week

 
 

Artist Garden

Key West
ARTIST GARDEN -- A bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admi...

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Home 2 / 3 / 6

$1700 - $3425
Per Week

 
 

La Brisa #403E Ocean Vista

Key West
Ocean View
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for ...

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Condo 2 / 2 / 4

$180 - $280
Per Night

$1190 - $1820
Per Week

 
 

Olivia Cottage

Key West
30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, th...

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Home 2 / 2.5 / 4

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Owner
Directly
For Rates

 
 

South St. Cottage

Key West
A bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Gue...

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Home 2 / 2 / 4

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Owner
Directly
For Rates

 
 

Atlantic Blues

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

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Home 1 / 1 / 4

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Owner
Directly
For Rates

 
 

Duval Square Penthouse

Key West
Beautiful four bedroom penthouse condo steps from the action has been recently upgraded. This four ...

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Condo 4 / 5 / 8

$410 - $590
Per Night

$2730 - $3990
Per Week

 
 

Parrot Perch

Key West
PARROT PERCH -- Located in the gated Shipyard Community in prestigious Truman Annex, this home is in...

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Condo 2 / 2 / 5

$1100 - $2538
Per Week

 
 

Tranquility

Key West
TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity...

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Home 1 / 2 / 3

$210 - $413
Per Night

$1130 - $2414
Per Week

 
 

Sunrise Suites

Key West
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly...

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Condo 2 / 2 / 6

Online Booking

$225 - $299
Per Night

$1575 - $2093
Per Week

 
 

La Brisa #401N Blue Heron Hideaway

Key West
30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy an...

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Condo 3 / 2 / 6

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Owner
Directly
For Rates

 
 

Beach House Condo

Key West
BEACH HOUSE CONDO: A beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Co...

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Condo 2 / 2 / 4

$1300 - $2791
Per Week

 
 

Leeward Isle Key West Retreat

Key West
LEEWARD ISLE KEY WEST RETREAT -- Dwell in the possibility! From the moment you park in the private ...

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Condo 2 / 2 / 4

$265 - $471
Per Night

$1575 - $2900
Per Week

 
 

Louisa House

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

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Home 4 / 4 / 8

$470 - $660
Per Night

$3150 - $4480
Per Week

 
 

Coral Caribe

Key West
CORAL CARIBE: Located in the Coral Hammock community, this lovely 2 bedroom 2.5 bath townhome wit...

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Condo 2 / 3 / 6

$150 - $306
Per Night

$900 - $1906
Per Week

 
 

Catherine House

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

$290 - $370
Per Night

$1890 - $2380
Per Week

 
           
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