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
Duval Breeze
2 bedroom Key West Home Vacation Rental Home
2 BR/ 2.50 BA Sleeps 6
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Duval Sea Turtle
2 bedroom Key West Home Vacation Rental Home
2 BR/ 2.50 BA Sleeps 6
More Info
 
 
 
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Duval Square Penthouse: A large, beautiful condo steps fr...

Key West
Duval Square Penthouse: A large, beautiful condo steps from the action Beautiful four bedroom penth...

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Condo 4 / 4.5 / 10

Online Booking

$460 - $810
Per Night

$3080 - $5670
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

$270 - $616
Per Night

$1650 - $3901
Per Week

 
 

Heliconia House

Key West
HELICONIA HOUSE (monthly rental): Pristine 3 bedroom private home is a true island escape. Located ...

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Home 3 / 2.5 / 6

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Owner
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For Rates

 
Sep 3 - Oct 31   **KEY WEST CHARMING - 15% OFF SEPTEMBER THROUGH OCT ...
 

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

 
 

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

$225 - $486
Per Night

$1350 - $3009
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

$276 - $470
Per Night

$1796 - $3640
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

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Owner
Directly
For Rates

 
 

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

$171 - $300
Per Night

$998 - $2380
Per Week

 
 

Sundown Refuge

Key West
SUNDOWN REFUGE: Brilliant sunshine and magnificent sunsets in the Harbour Place condo complex in Tru...

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Condo 2 / 2 / 5

$310 - $711
Per Night

$2000 - $4060
Per Week

 
 

Coconut Cottage

Key West
COCONUT COTTAGE: The perfect escape if you’re looking to get away from it all. Located in a quiet ne...

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Cottage 1 / 2 / 2

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Owner
Directly
For Rates

 
 

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

$304 - $550
Per Night

$1929 - $3850
Per Week

 
 

Coral Garden

Key West
CORAL GARDEN: 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock. Fully-equ...

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Home 2 / 2.5 / 6

$180 - $375
Per Night

$1050 - $2281
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

$225 - $508
Per Night

$1450 - $3154
Per Week

 
Sep 6 - Oct 31   **TROPICAL DREAMING - 15% OFF RENTAL RATGES SEPTEMB ...
 

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

$340 - $732
Per Night

$2205 - $4937
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

$466 - $900
Per Night

$3126 - $6300
Per Week

 
 

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

$447 - $900
Per Night

$2993 - $6300
Per Week

 
Sep 8 - Oct 31   DRAGONFLY **FALL IN TO 20% OFF RENTAL RATES FOR THE ...
 

Dragonfly

Key West
Dragonfly - An extraordinary home that will impress you with expansive outdoor lounging areas and sp...

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Home 2 / 3.5 / 6

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Owner
Directly
For Rates

 
 

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

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Owner
Directly
For Rates

 
 

Easy Livin'

Key West
Golf nearby, Ocean nearby
EASY LIVIN' : Private home with pool in Truman Annex, a gated community in historic Old Town, in ...

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Home 3 / 4 / 8

$4000 - $8831
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

 
 

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

$304 - $600
Per Night

$1995 - $4200
Per Week

 
 

Fan-tastic Getaway

Key West
FAN-tastic GETAWAY: Formerly owned by actress and fan dancer, Sally Rand. 60" Smart TV and sur...

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Home 3 / 2.5 / 6

Contact
Owner
Directly
For Rates

 
Sep 3 - Oct 31   **CORAL VILLA - 15% RENTAL RATES FROM SEPTEMBER TH ...
 

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

$220 - $3360
Per Night

$1365 - $2781
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

$238 - $500
Per Night

$1596 - $3500
Per Week

 
 

The Palms @ Windsor Lane-Elegant w/Private Pool & Parking...

Key West
The Palms @ Windsor Lane-Elegant w/Private Pool & Parking Near Duval Welcome to The Palms @ Windsor...

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Condo 3 / 3.5 / 6

Online Booking

$490 - $1080
Per Night

$3430 - $7000
Per Week

 
           
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