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
Sundown Refuge
2 bedroom Key West Condo Vacation Rental - Ocean View Condo
2 BR/ 2.00 BA Sleeps 5
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Lavender Jungle
2 bedroom Key West Condo Vacation Rental Condo
2 BR/ 1.00 BA Sleeps 4
More Info
 
 
 
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Boater's Beach Haven

Key West
Ocean View
BOATER'S BEACH HAVEN: Located midtown on Florida Bay. Take advantage of the private boat dock; b...

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Condo 2 / 2 / 6

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Owner
Directly
For Rates

 
 

Bahama House

Key West
BAHAMA HOUSE: Conveniently located in the heart of Old Town 1/2 block from shops, restaurants and ...

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Home 3 / 3.5 / 8

$625 - $1298
Per Night

$4165 - $8374
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 / 1.5 / 4

$215 - $413
Per Night

$1225 - $2574
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

 
 

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 - $3989
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

 
 

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

 
 

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

 
 

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

$195 - $384
Per Night

$1100 - $2429
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 - $3915
Per Week

 
 

Bogey's Retreat

Key West
BOGEY'S RETREAT: Ideal for a golfer, it is located at Key West Golf Club. 2 pools nearby. $...

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Home 2 / 1.5 / 4

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Owner
Directly
For Rates

 
 

Key West Ginger House

Key West
KEY WEST GINGER HOUSE: 2 bedrooms, 2 full baths ensuite. Historic home built in 1933 takes adv...

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Home 2 / 2 / 6

$220 - $442
Per Night

$1365 - $2849
Per Week

 
 

4 Palms

Key West
Ocean View
4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa, ...

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Condo 2 / 2 / 6

$220 - $400
Per Night

$1325 - $2594
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
Directly
For Rates

 
 

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 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

 
 

Varela Cottage

Key West
VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a 1.5 bedroom 1 bath cot...

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Home 1 / 1 / 4

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Owner
Directly
For Rates

 
 

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

 
 

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

 
 

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 2 / 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

 
 

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

 
 

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

 
 

Tropical Dreaming

Key West
TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. ...

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Home 2 / 2.5 / 6

$340 - $703
Per Night

$2205 - $4720
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

 
           
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