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
Louisa House: A comfortabl ...
4 bedroom Key West Home Vacation Rental Home
4 BR/ 3.50 BA Sleeps 8
More Info
Leeward Isle Key West Retreat
2 bedroom Key West Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 4
More Info
 
 
 
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Amelia Home

Key West
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

$340 - $703
Per Night

$2205 - $4720
Per Week

 
 

Coral Garden

Key West
CORAL GARDEN: 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock. Fully-eq...

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Condo 2 / 2.5 / 6

$180 - $350
Per Night

$1050 - $2231
Per Week

 
 

Leeward Isle Key West Retreat

Key West
LEEWARD ISLE KEY WEST RETREAT: Small gated compound with only 13 properties, this townhome communi...

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Condo 2 / 2 / 4

$265 - $486
Per Night

$1575 - $3118
Per Week

 
 

Bloom'n Paradise

Key West
BLOOM'N PARADISE: Private residence with 3 bedrooms and 3 bathrooms in the main house plus a pool...

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Home 4 / 4 / 8

$5500 - $11375
Per Week

 
 

Island Pearl

Key West
ISLAND PEARL: Loft bedroom 1-bath cottage, complete with living room and kitchen. French doors open...

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Home 1 / 1 / 2

$210 - $392
Per Night

$1200 - $2320
Per Week

 
 

Papaya Place

Key West
Ocean View
PAPAYA PLACE: 2 bedroom 2 bath condo at 1800 Atlantic Blvd. with garden view overlooking the natur...

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Condo 2 / 2 / 6

$220 - $400
Per Night

$1325 - $2594
Per Week

 
 

Duval Breeze

Key West
Golf nearby, Ocean nearby
DUVAL BREEZE: 2 bedroom 2.5 bath townhome in Duval Square. 1st floor offers an open floor plan w...

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Condo 2 / 2.5 / 6

$225 - $471
Per Night

$1350 - $3096
Per Week

 
 

Bahama Dreaming

Key West
BAHAMA DREAMING: 3-bedroom Conch cottage with outdoor dining and private pool, fenced and landscap...

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Home 3 / 2 / 8

$465 - $943
Per Night

$3100 - $6344
Per Week

 
 

Key West Found

Key West
KEY WEST FOUND: 2 bedroom, 2.5 bath townhome in the historic brick Foundry building within the Trum...

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Condo 2 / 2.5 / 6

$1650 - $3806
Per Week

 
 

Key West Crown Jewel

Key West
Ocean View
KEY WEST CROWN JEWEL: 2-bedroom, 2-bath, penthouse condominium with 1350 square feet of living spac...

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Condo 2 / 2 / 6

$345 - $531
Per Night

$2145 - $3369
Per Week

 
 

Robin's Roost

Key West
ROBIN'S ROOST (monthly rental): In a quiet local neighborhood, open living space in this 1-bedroo...

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Home 1 / 1.5 / 2

Contact
Owner
Directly
For Rates

 
 

Beach House Condo

Key West
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 - $3118
Per Week

 
 

Conch Wind

Key West
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

 
 

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

Contact
Owner
Directly
For Rates

 
 

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

Contact
Owner
Directly
For Rates

 
 

Key West Charming

Key West
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

$1235 - $2828
Per Week

 
 

Artist Garden

Key West
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

 
 

Parrot Perch

Key West
PARROT PERCH: Great location and great value for a great vacation. Parrot Perch is an upstairs 2...

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Condo 2 / 2 / 5

$1255 - $2828
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 / 4

$1425 - $3241
Per Week

 
 

Finn Key

Key West
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

$1235 - $2828
Per Week

 
Apr 2 - May 29   *** MAKE "A PLACE IN PARADISE" YOUR PLACE IN PARAD ...
 

A Place in Paradise

Key West
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

 
 

Varela Cottage

Key West
VARELA COTTAGE: One bedroom cottage with sleeping loft and private Jacuzzi. Enter the great room w...

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Home 1 / 1 / 4

Contact
Owner
Directly
For Rates

 
 

Duval Sea Turtle

Key West
Golf nearby, Ocean nearby
DUVAL SEA TURTLE: This townhome has 2 bedrooms and 2.5 baths with a balcony off the master bedroom ...

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Condo 2 / 2.5 / 6

$225 - $471
Per Night

$1350 - $3096
Per Week

 
Apr 30 - May 31   >>>>> A ZEN OCEAN GARDEN <<<<< You can't beat the o ...
 

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

 
 

Easy Livin'

Key West
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 - $9200
Per Week

 
           
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