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Key West Vacation Rentals

79 Key West Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Key West, Florida Keys, Florida, United States.
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Listings 1 - 25 of 79
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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: TROPICAL DREAMING: This tropical 2-bedroom home with classic art features, hardwood floors, tall ceilings, new appliances, new furnishings and a...
Rates
$345 - $732 night
$2275 - $4937 week


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2 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Beach Club #104 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Cl...
Rates
$290 - $470 night
$1890 - $3290 week


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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Mediterranean. It features three bedrooms and three ...
Rates
$450 - $650 night
$2940 - $5040 week


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: LAVENDER JUNGLE: 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex. Renovated kitchen and upgraded bathroom. Large brick patio...
Rates
$1235 - $2828 week


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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Whitehead House: A unique two story home beside the Audubon House Whitehead House is a unique two-story single family attached home nestled beside...
Rates
$370 - $540 night
$2380 - $4900 week


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Special Offer Feb 7 - Mar 4   *** MARCH IS JUST AROUND THE CORNER AND SUNDOWN RE ...
2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: SUNDOWN REFUGE: Brilliant sunshine and magnificent sunsets in the Harbour Place condo complex in Truman Annex. Overlook Florida Bay in one directio...
Rates
$2000 - $3915 week


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1 bedroom Vacation Rental Cottage in Key West
Cottage: 1 Bedroom, 1.5 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a charming one bedroom cottage. The quiet compound...
Rates
$240 - $360 night
$1470 - $2660 week


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1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: ISLAND PEARL: Loft bedroom 1-bath cottage, complete with living room and kitchen. French doors open to deck. Located behind a needlepoint store i...
Rates
$210 - $392 night
$1200 - $2320 week


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1 bedroom Vacation Rental Condo in Key West
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: 1 bedroom/1 bathroom premium condo Unit Description: This is a 1 bed/1 bathroom condo that features a partial kitchen, and flat panel TV with a ne...
Rates
$175 - $503 night
$1225 - $3521 week


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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Tucked away near the Southernmost Point, Louisa's Hideaway is it! Tucked away near the upper end of Duval Street you'll find this stylish, newly r...
Rates
$580 - $800 night
$3710 - $6300 week


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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: BAHAMA DREAMING: 3-bedroom Conch cottage with outdoor dining and private pool, fenced and landscaped, off-street parking, 1/2 block from Duval S...
Rates
$465 - $943 night
$3100 - $6344 week


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2 bedroom Vacation Rental Cottage in Key West
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with t...
Rates
$270 - $400 night
$1750 - $3150 week


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: FINN KEY: 2 bedroom 1 bath downstairs condo in The Shipyard section of Truman Annex, one of the most popular spots in Old Town Key West. Remodel...
Rates
$1235 - $2828 week


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1 bedroom Vacation Rental Condo in Key West
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: PARADISE PLACE: Ground level 1-bedroom 1-bath condo in the Palm Gardens community just 6 blocks from Duval Street. Completely renovated, this l...
Rates
$160 - $355 night
$935 - $2284 week


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2 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on t...
Rates
$290 - $500 night
$1890 - $3500 week


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3 bedroom Vacation Rental Condo in Key West
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: CORAL VILLA: A beautiful 3-bedroom townhome in the gated community of Coral Hammock. Just off U.S. 1, across from the golf course, and minutes fr...
Rates
$220 - $432 night
$1365 - $2828 week


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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: PERFECT PINEAPPLE - Long considered a sign of hospitality, the pineapple is now widely recognized as sign of Welcome and Friendship.....and so we w...
Rates
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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: EASY LIVIN' : Private home with pool in Truman Annex, a gated community in historic Old Town, in walking distance of anything you'll want to do ...
Rates
$4000 - $8700 week


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: LINGER LONGER: 2 bedroom 1.5 bath townhome in Truman Annex. Master bedroom with queen bed and guest bedroom with trundle that converts to 2 twin...
Rates
$1425 - $3241 week


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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: CORAL GARDEN: 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock. Fully-equipped kitchen, comfortable dining area, and liv...
Rates
$180 - $360 night
$1050 - $2343 week


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Special Offer Feb 8 - Apr 2   *** TURN BOGEY'S RETREAT INTO YOUR RETREAT IN APRI ...
2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: BOGEY'S RETREAT: Located in the exclusive Golf Course community, allowing you to enjoy all that Key West has to offer while staying in a relaxing e...
Rates
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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A PLACE IN PARADISE - Experience Key West living in this 2 bedroom 2.5 bath Conch-Style home in Truman Annex. This home features a fully equipp...
Rates
$1625 - $3618 week


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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A SLICE OF PARADISE: Imagine yourself in a secluded, gated community steps from the golf course, minutes from the beach, airport and some of the lo...
Rates
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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: The best of Key West, in the middle of Historic Old Town and a half block from Duval Street and the gates to Bahama Village, a perfect location for...
Rates
$270 - $400 night
$1820 - $3500 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: CONCH WIND: Conch-style townhome in Old Town Key West nestled in a quiet, secure compound. Open floor plan with spacious living room and dini...
Rates
$350 - $420 night
$1575 - $3118 week


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