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
Bogey's Retreat
2 bedroom Key West Home Vacation Rental Home
2 BR/ 1.50 BA Sleeps 6
More Info
Fan-tastic Getaway
3 bedroom Key West Home Vacation Rental Home
3 BR/ 2.50 BA Sleeps 6
More Info
 
 
 
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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

 
 

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

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Owner
Directly
For Rates

 
 

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

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Owner
Directly
For Rates

 
 

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

$290 - $558
Per Night

$1890 - $3703
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 / 6

Online Booking

$270 - $475
Per Night

$1680 - $3317
Per Week

 
 

Papaya Place

Key West
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

$230 - $413
Per Night

$1390 - $2725
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

 
 

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 - $9562
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

$290 - $558
Per Night

$1890 - $3703
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

 
 

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

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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 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

 
 

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

 
 

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

 
 

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

 
 

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

 
 

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

 
 

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

 
 

Bahama Dreaming

Key West
Golf nearby, Ocean nearby
BAHAMA DREAMING: 3-bedroom Conch cottage with outdoor dining and private pool, fenced and landscap...

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Home 3 / 2 / 8

$490 - $972
Per Night

$3150 - $6402
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

$320 - $570
Per Night

$2030 - $3857
Per Week

 
 

Beach Club #104 - Unique oceanfront living with breathtak...

Key West
Ocean Front, Ocean View
Beach Club #104 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65...

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Condo 2 / 2 / 6

Online Booking

$290 - $558
Per Night

$1890 - $3703
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

$370 - $578
Per Night

$2380 - $4900
Per Week

 
 

Cayo Hueso Sunshine

Key West
CAYO HUESO SUNSHINE: Awaken your senses with tropical breezes, turquoise waters and Key West Sunshin...

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Home 2 / 3 / 6

Contact
Owner
Directly
For Rates

 
 

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

 
           
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