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
Coconut Cottage
1 bedroom Key West Cottage Vacation Rental Cottage
1 BR/ 2.00 BA Sleeps 2
More Info
Southard Street Queen Conc ...
4 bedroom Key West Home Vacation Rental Home
4 BR/ 4.00 BA Sleeps 8
More Info
 
 
 
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Finn Key

Key West
Golf nearby, Ocean nearby
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

$205 - $435
Per Night

$1235 - $2828
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

$271 - $550
Per Night

$1769 - $3850
Per Week

 
 

Coral Villa

Key West
Golf nearby, Ocean nearby
CORAL VILLA: A beautiful 3-bedroom townhome in the gated community of Coral Hammock. Just off U.S....

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Condo 3 / 3 / 8

$245 - $450
Per Night

$1380 - $2781
Per Week

 
 

Sunny View

Key West
SUNNY VIEW - Adorable, affordable, and a great location! You bet! Sunny View is the monthly rental K...

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Cottage 1 / 2 / 2

$179 - $179
Per Night

$1250 - $1250
Per Week

 
 

Casa Atlantica: A one BR condo on the Atlantic shore of K...

Key West
Ocean Front, Ocean View
Casa Atlantica: A one BR condo on the Atlantic shore of Key West Located just steps from the White ...

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Condo 1 / 1 / 2

Online Booking

$208 - $320
Per Night

$1327 - $2590
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 - $573
Per Night

$1725 - $3516
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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Home 2 / 2.5 / 6

$240 - $508
Per Night

$1385 - $3154
Per Week

 
 

Villa Paradiso: A unique mid-town paradise

Key West
This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Medit...

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Home 3 / 3 / 6

Online Booking

$406 - $720
Per Night

$2653 - $5320
Per Week

 
 

Whitehead House: A unique two story home beside the Audub...

Key West
Whitehead House: A unique two story home beside the Audubon House Whitehead House is a unique two-s...

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Home 3 / 2 / 6

Online Booking

$334 - $700
Per Night

$2148 - $4900
Per Week

 
 

4 Palms

Key West
Golf nearby, 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

$230 - $413
Per Night

$1390 - $2725
Per Week

 
 

Key West Charming

Key West
Golf nearby, Ocean nearby
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

$205 - $435
Per Night

$1235 - $2828
Per Week

 
 

Linger Longer

Key West
Golf nearby, Ocean nearby
LINGER LONGER: 2 bedroom 1.5 bath townhome in Truman Annex. Master bedroom with queen bed and gue...

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Condo 2 / 1.5 / 5

$230 - $493
Per Night

$1425 - $3241
Per Week

 
 

Fan-tastic Getaway

Key West
FAN-tastic GETAWAY (monthly rental): This home has everything, including a bit of Key West history. ...

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Home 3 / 2.5 / 6

$386 - $386
Per Night

$2700 - $2700
Per Week

 
 

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 / 4

$157 - $157
Per Night

$1099 - $1099
Per Week

 
 

Emma's Secret

Key West
Emma's Secret (Monthly Rental) Located in one of Key West’s historic and most cultural neighborhoo...

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Condo 2 / 1 / 4

$162 - $162
Per Night

$1131 - $1131
Per Week

 
 

The Dolphin House

Key West
THE DOLPHIN HOUSE: Twice the comfort of and twice the amenities - located in the exclusive Truman An...

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Home 4 / 3.5 / 8

$4650 - $10585
Per Week

 
 

Coconut Cottage

Key West
COCONUT COTTAGE -- Adorable, affordable, and near all the action.... You bet! Coconut Cottage is the...

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Cottage 1 / 2 / 2

$200 - $200
Per Night

$1397 - $1397
Per Week

 
 

Amelia Home

Key West
Golf nearby, Ocean nearby
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

$345 - $732
Per Night

$2275 - $4937
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

 
 

Pete's East Cottage: Cypress east 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

$244 - $450
Per Night

$1580 - $3150
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

 
 

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

$314 - $314
Per Night

$2200 - $2200
Per Week

 
 

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

 
 

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

$523 - $900
Per Night

$3349 - $6300
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

$165 - $165
Per Night

$1156 - $1156
Per Week

 
           
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