Key West Beach Vacation Rentals
 
 
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La Dolce Vita, Steps to Du ...
1 bedroom Key West Condo Vacation Rental Condo
1 BR/ 1.00 BA Sleeps 4
More Info
Tropical Dreaming
2 bedroom Key West Home Vacation Rental Home
2 BR/ 2.50 BA Sleeps 6
More Info
Villa Paradiso: A unique m ...
3 bedroom Key West Home Vacation Rental Home
3 BR/ 3.00 BA Sleeps 6
More Info
 
 
 
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La Dolce Vita, Steps to Duval! 3 blks to South Beach!

Key West
Beach Access, Golf nearby, Ocean nearby
La Dolce Vita is a one bedroom, one bath condo located in Old Town. Located just steps to Duval! Wal...

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Condo 1 / 1 / 4

$188 - $288
Per Night

$1200 - $1800
Per Week

 
 

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

$244 - $370
Per Night

$1580 - $2940
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

$253 - $450
Per Night

$1643 - $3150
Per Week

 
 

Beach House Condo

Key West
Golf nearby, Ocean nearby
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

$250 - $508
Per Night

$1465 - $3154
Per Week

 
 

Beach Club #112 - Unique Oceanfront living

Key West
Ocean Front, Ocean View
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peacef...

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Condo 2 / 2 / 5

Online Booking

$289 - $480
Per Night

$1890 - $3640
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

 
 

Coral Casita

Key West
Coral Casita - Weekly Vacation Rental Completely re-designed, re-decorated and ready for your isla...

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Home 3 / 3 / 8

$245 - $450
Per Night

$1380 - $2781
Per Week

 
 

Key West Ginger House

Key West
Golf nearby, Ocean nearby
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

$240 - $471
Per Night

$1400 - $2944
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

 
 

Perfect Pineapple

Key West
PERFECT PINEAPPLE - Long considered a sign of hospitality, the pineapple is now widely recognized as...

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Home 2 / 1 / 4

Contact
Owner
Directly
For Rates

 
 

Leeward Isle Key West Retreat

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

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Condo 2 / 2 / 4

$275 - $573
Per Night

$1725 - $3516
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

Contact
Owner
Directly
For Rates

 
 

Tropical Dreaming

Key West
Golf nearby, Ocean nearby
TROPICAL DREAMING: This tropical 2-bedroom home with classic art features, hardwood floors, tall ...

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Home 2 / 2.5 / 6

$345 - $732
Per Night

$2275 - $4937
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 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

 
 

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

 
 

A Little Slice Of Paradise

Key West
A LITLE SLICE OF PARADISE: Imagine yourself in a secluded, gated community steps from the golf cours...

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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

 
 

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

 
 

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

 
 

A Place in Paradise

Key West
Golf nearby, Ocean nearby
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

$275 - $650
Per Night

$1640 - $3676
Per Week

 
 

Truman's Hideaway

Key West
TRUMAN'S HIDEAWAY: It's hard to say which is more impressive, the view of Florida Bay from your priv...

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Condo 2 / 2 / 5

$315 - $580
Per Night

$1925 - $3879
Per Week

 
 

Key West Found

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

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Home 2 / 2.5 / 6

$280 - $616
Per Night

$1675 - $3901
Per Week

 
 

Crowner's Jewel

Key West
Golf nearby, Ocean nearby
CROWNER'S JEWEL: Delightful 2 bedroom 2.5 bath Conch-style townhome in the quiet gated community o...

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Condo 2 / 2.5 / 6

$275 - $650
Per Night

$1640 - $3676
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

$361 - $700
Per Night

$2380 - $4900
Per Week

 
           
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