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
Boater's Beach Haven
2 bedroom Key West Condo Vacation Rental - Ocean View Condo
2 BR/ 2.00 BA Sleeps 6
More Info
Pete's West Cottage steps ...
2 bedroom Key West Cottage Vacation Rental Cottage
2 BR/ 1.00 BA Sleeps 4
More Info
 
 
 
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Southard Street Queen Conch - A Historic compound with la...

Key West
Southard Street Queen Conch - A Historic compound with large sunny pool On a lovely tree-lined resi...

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Home 4 / 4 / 8

Online Booking

$750 - $1330
Per Night

$5040 - $8979
Per Week

 
 

Boater's Beach Haven

Key West
Golf nearby, 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

Contact
Owner
Directly
For Rates

 
 

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

$230 - $493
Per Night

$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

$300 - $550
Per Night

$1960 - $3850
Per Week

 
 

Parrot Perch

Key West
Golf nearby, Ocean nearby
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

$235 - $486
Per Night

$1365 - $3009
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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Cottage 1 / 1.5 / 4

$215 - $418
Per Night

$1230 - $2603
Per Week

 
 

Casa Grande

Key West
CASA GRANDE: You hear all the time about grand homes tucked away in little private corners of Key We...

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Home 5 / 5.5 / 12

$805 - $1689
Per Night

$5350 - $11433
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 / 4

$315 - $616
Per Night

$1910 - $4118
Per Week

 
 

Osprey

Key West
OSPREY - This bright and colorful studio Key West rental cottage is located in the same small commun...

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Cottage 0 / 1 / 2

$155 - $363
Per Night

$835 - $2240
Per Week

 
 

Tucked away near the Southernmost Point, Louisa's Hideawa...

Key West
Tucked away near the Southernmost Point, Louisa's Hideaway is it! Tucked away near the upper end of...

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Home 3 / 3 / 6

Online Booking

$580 - $900
Per Night

$3710 - $6300
Per Week

 
 

Lavender Jungle

Key West
Golf nearby, Ocean nearby
LAVENDER JUNGLE: 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex. Renovated ki...

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Condo 2 / 1 / 4

$205 - $435
Per Night

$1235 - $2828
Per Week

 
 

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

$275 - $508
Per Night

$1600 - $3168
Per Week

 
 

Green Orchid

Key West
GREEN ORCHID (monthly rental): Have you been dreaming of living like a local in Key West? Your dream...

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Cottage 2 / 2.5 / 4

Contact
Owner
Directly
For Rates

 
 

Enjoy gentle ocean breezes and gorgeous views at Sea Orch...

Key West
Ocean View
Enjoy gentle ocean breezes and gorgeous views at Sea Orchid (La Brisa #405E) La Brisa beach condomi...

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Condo 2 / 2 / 4

Online Booking

$250 - $439
Per Night

$1610 - $2940
Per Week

 
 

Villa Tropicale: A lush, secluded estate in the Casa Mari...

Key West
Villa Tropicale: A lush, secluded estate in the Casa Marina District Tropical seclusion best descri...

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Home 4 / 4 / 8

Online Booking

$850 - $1402
Per Night

$5740 - $9940
Per Week

 
 

Island Wind

Key West
ISLAND WIND : Welcome to a tropical sun drenched oasis in the heart of Old Town Key West. This char...

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Home 2 / 2 / 4

$275 - $508
Per Night

$1600 - $3168
Per Week

 
 

Hidden Treasure

Key West
HIDDEN TREASURE (monthly rental): You could easily pass by this jewel of a home without ever knowing...

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Condo 2 / 2 / 4

Contact
Owner
Directly
For Rates

 
 

Coral Garden

Key West
CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this Ke...

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Home 2 / 2.5 / 6

$195 - $375
Per Night

$1065 - $2281
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

$1750 - $3500
Per Week

 
 

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

$300 - $550
Per Night

$1960 - $3850
Per Week

 
Jan 21 - Mar 18   *** GET READY TO BOOGEY AT BOGEY'S RETREAT FOR 10% ...
 

Bogey's Retreat

Key West
BOGEY'S RETREAT (monthly rental): Welcome to Bogey's Retreat, your home away from home in Key West. ...

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Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

 
 

Atlantic Paradise

Key West
Ocean View
ATLANTIC PARADISE -- Imagine the ocean only several yards from your balcony, in a secure gated compl...

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Condo 2 / 2 / 6

$230 - $413
Per Night

$1390 - $2725
Per Week

 
 

Key Lime Pie

Key West
Golf nearby, Ocean nearby
KEY LIME PIE: One block from the Historic Seaport and close enough to bike to all the sites and att...

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Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

 
 

Pete's Cottages: Twin Cypress cottages steps from Duval

Key West
This property has it all! The styling of the original shot gun homes of Key West restored with a bea...

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Home 4 / 2 / 8

Online Booking

$470 - $900
Per Night

$3150 - $6300
Per Week

 
 

Pete's West Cottage steps from Duval

Key West
This property has it all! The styling of the original shot gun homes of Key West restored with a bea...

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Cottage 2 / 1 / 4

Online Booking

$270 - $475
Per Night

$1750 - $3150
Per Week

 
           
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