Key West Beach Vacation Rentals
 
 
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The Victoria House
5 bedroom Key West Home Vacation Rental Home
5 BR/ 6.00 BA Sleeps 12
More Info
Tropical Dreaming
2 bedroom Key West Home Vacation Rental Home
2 BR/ 3.00 BA Sleeps 6
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Ann Street Cottage: A brig ...
1 bedroom Key West Cottage Vacation Rental Cottage
1 BR/ 2.00 BA Sleeps 2
More Info
 
 
 
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Boater's Beach Haven

Key West
Ocean View
BOATER'S BEACH HAVEN: Located midtown on Florida Bay, you'll have first row seats for sunset ever...

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Condo 2 / 2 / 6

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Owner
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For Rates

 
 

Egret Cottage

Key West
EGRET COTTAGE -- An Idyllic 1 bedroom cottage that is tucked away in a tropical oasis, peaceful and ...

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Home 1 / 1 / 4

$190 - $384
Per Night

$1050 - $2320
Per Week

 
 

Robin's Roost

Key West
ROBIN'S ROOST (monthly rental): Tucked away in a quiet local neighborhood, Robin's Roost sits prett...

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Home 1 / 2 / 2

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Owner
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Bogey's Retreat

Key West
BOGEY'S RETREAT: Welcome to Bogey's Retreat, your home away from home in Key West. This lovely tow...

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Home 2 / 2 / 4

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Owner
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The Victoria House

Key West
THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was buil...

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Home 5 / 6 / 12

$865 - $1776
Per Night

$5800 - $12035
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

$1900 - $3770
Per Week

 
 

Conch Wind

Key West
CONCH WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story Co...

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Condo 2 / 2 / 4

$265 - $471
Per Night

$1575 - $2900
Per Week

 
 

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

$1350 - $3045
Per Week

 
 

A Little Slice of Paradise

Key West
A LITTLE SLICE OF PARADISE (monthly rental): Imagine yourself in a secluded, gated community steps ...

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Home 2 / 2 / 6

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Owner
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Tres Gatos

Key West
TRES GATOS: Spend a month (or two) in one of Key West's most revered neighborhoods and live like a ...

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Home 2 / 1 / 4

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Owner
Directly
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Key West Charming

Key West
KEY WEST CHARMING: This downstairs 2 bedroom 1 bath home has been lovingly cared for by the owners....

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Condo 2 / 1 / 4

$1175 - $2683
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

$1175 - $2719
Per Week

 
 

Easy Livin'

Key West
EASY LIVIN' -- The name says it all! This lovely private home with pool is located in a secluded cu...

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Home 3 / 4 / 8

$4000 - $9200
Per Week

 
 

Sunset Lake

Key West
Lake View
SUNSET LAKE -- Discover paradise and empty yourself of worries & hurries. Set at the end of a quie...

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Home 3 / 3 / 6

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Owner
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Sunny View

Key West
SUNNY VIEW - Adorable, affordable, and a great location! You bet! Sunny View is the perfect escape f...

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Home 1 / 2 / 2

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Owner
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Artist Garden

Key West
ARTIST GARDEN -- Bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admira...

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Home 2 / 3 / 6

$1800 - $3698
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 / 4

$210 - $413
Per Night

$1175 - $2465
Per Week

 
 

Lavender Jungle

Key West
LAVENDER JUNGLE - Beautiful 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex, thi...

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Condo 2 / 1 / 4

$1175 - $2683
Per Week

 
 

Key West Crown Jewel

Key West
Ocean View
KEY WEST CROWN JEWEL: We know you'll enjoy staying in our little bit of Paradise. This 2-bedroom, 2...

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Condo 2 / 2 / 6

$345 - $616
Per Night

$2145 - $5390
Per Week

 
 

Paradise Place

Key West
PARADISE PLACE – is a ground level one bedroom one bath condominium located in the Palm Gardens comm...

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Condo 1 / 1 / 4

$155 - $355
Per Night

$900 - $2175
Per Week

 
 

Beach House Condo

Key West
BEACH HOUSE CONDO: Beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Cond...

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Condo 2 / 2 / 4

$1450 - $2843
Per Week

 
Oct 16 - Nov 28   *** AMAZING AND TRUE, DUVAL SEA TURTLE FOR 10% OFF ...
 

Duval Sea Turtle

Key West
Golf nearby, Ocean nearby
DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the ...

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Condo 2 / 3 / 6

$225 - $457
Per Night

$1350 - $2864
Per Week

 
 

Duval Breeze

Key West
Golf nearby, Ocean nearby
DUVAL BREEZE: Enjoy the great location of this beautiful 2 bedroom 2.5 bath townhome located in th...

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Condo 2 / 3 / 6

$225 - $457
Per Night

$1350 - $2864
Per Week

 
 

Bloom'n Paradise

Key West
BLOOM'N PARADISE - Relax in luxury in this beautiful Truman Annex private home that features three b...

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Home 4 / 4 / 8

$5500 - $11375
Per Week

 
 

Fan-tastic Getaway

Key West
FAN-tastic GETAWAY: This home has everything, including a bit of Key West history. Formerly owned ...

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Home 3 / 3 / 6

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Owner
Directly
For Rates

 
           
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