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
Coral Garden
2 bedroom Key West Home Vacation Rental Home
2 BR/ 2.50 BA Sleeps 6
More Info
Casa Atlantica: A one BR c ...
1 bedroom Key West Condo Vacation Rental - Ocean Front Condo
1 BR/ 1.00 BA Sleeps 2
More Info
 
 
 
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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

$1925 - $4009
Per Week

 
 

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

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

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Condo 0 / 1 / 2

Online Booking

$210 - $333
Per Night

$1260 - $2240
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

$210 - $210
Per Night

$1473 - $1473
Per Week

 
 

Wind Swept

Key West
WIND SWEPT: Imagine yourself nestled within a serene, lushly landscaped picturesque community with w...

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Home 2 / 1.5 / 6

$157 - $157
Per Night

$1099 - $1099
Per Week

 
 

Beach Club #103 - Unique oceanfront living with breathtak...

Key West
Ocean Front, Ocean View
Beach Club #103 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65...

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Condo 2 / 2 / 6

Online Booking

$350 - $518
Per Night

$2310 - $3296
Per Week

 
 

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 - $438
Per Night

$1610 - $3066
Per Week

 
 

Havana Lane: A classic conch cottage with rustic charm

Key West
Havana Lane hearkens back to a time when cigar makers lived in the neighborhood, gathering on porch ...

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Home 2 / 2 / 4

Online Booking

$360 - $567
Per Night

$2310 - $4200
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

$165 - $165
Per Night

$1156 - $1156
Per Week

 
 

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 - $595
Per Night

$1925 - $4162
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

$600 - $876
Per Night

$3990 - $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

$1435 - $3045
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

$400 - $597
Per Night

$2660 - $4900
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

$340 - $524
Per Night

$2240 - $3221
Per Week

 
 

Catherine House: A charming Old Town Key West cottage

Key West
This charming Key West style cottage is just a short walk to a selection of great restaurants, art g...

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Home 2 / 2 / 4

Online Booking

$360 - $556
Per Night

$2450 - $4200
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

$330 - $616
Per Night

$2310 - $4314
Per Week

 
 

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

$1925 - $4009
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

$196 - $196
Per Night

$1375 - $1375
Per Week

 
 

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

$245 - $522
Per Night

$1715 - $3654
Per Week

 
 

Beach Club #204 - 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

$350 - $551
Per Night

$2310 - $3520
Per Week

 
 

Louisa House: A comfortable four bedroom vacation hideaway

Key West
Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic be...

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Home 4 / 3.5 / 8

Online Booking

$590 - $910
Per Night

$3990 - $6650
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 - $624
Per Night

$1960 - $4365
Per Week

 
 

Vista Fresco : Oceanside condominiums with resort-style a...

Key West
Ocean View
Vista Fresco : Oceanside condominiums with resort-style amenities Enjoy the resort-style amenities ...

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Condo 2 / 2 / 4

Online Booking

$290 - $471
Per Night

$1890 - $2800
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 - $595
Per Night

$1925 - $4162
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

$230 - $377
Per Night

$1470 - $2450
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

 
           
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