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Key West Vacation Rentals

179 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 179
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5 bedroom Vacation Rental Home in Key West
Home: 5 Bedroom, 6 Bathroom, Sleeps 12
Location: Key West, Florida, United States
Description: THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was built by prominent cigar manufacturer, William Otis... Learn More
Rates
$865 - $1776 night
$5800 - $12035 week


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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. There are classic art features, hardwood floors... Learn More
Rates
$340 - $682 night
$2100 - $4350 week


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Roomy condo in the heart of Old Town. Fully equipped kitchen, washer, dryer, microwave, dishwasher, central AC and TV. Large, shared pool. Below ... Learn More
Rates
$250 - $250 night
$1750 - $2450 week


Non Smoking


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1 bedroom Vacation Rental Condo in Key West
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true is... Learn More
Rates
$190 - $250 night
$1260 - $1680 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: Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom and one bathroom unit has a spacious balcony on t... Learn More
Rates
$1500 - $2100 week


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5 bedroom Vacation Rental Home in Key West - Ocean View
Home: 5 Bedroom, 4 Bathroom, Sleeps 10
Location: Key West, Florida, United States
Description: There's a new place on Duval Street in historic Key West and it is unique! Dreaming On Duval premieres in early 2010 as the most luxurious single ... Learn More
Rates
$870 - $2000 night
$5950 - $14000 week


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by ou... Learn More
Rates
$239 - $399 night
$1673 - $2793 week


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by ou... Learn More
Rates
$239 - $399 night
$1673 - $2793 week


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1 bedroom Vacation Rental Cottage in Key West
Cottage: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Perfect for two, this Bali style, studio cottage has it all... COMFORT and LOCATION. Located on an Ann Street compound just one half block off Duva... Learn More
Rates
$190 - $250 night
$1260 - $1680 week


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1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: SUNNY VIEW - Adorable, affordable, and a great location! You bet! Sunny View is the perfect escape for a couple or singles looking to get away from... Learn More
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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 - Stop searching, Conch Wind is the property you have been hunting for! This two story Conch Style townhome located in Old Town Key West... Learn More
Rates
$265 - $471 night
$1575 - $2900 week


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4 bedroom Vacation Rental Home in Key West
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Relax in luxury in this beautiful Truman Annex private home. This property features three bedrooms and three bathrooms in the main house plus a poo... Learn More
Rates
$5500 - $7500 week


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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: LEEWARD ISLE KEY WEST RETREAT -- Dwell in the possibility! From the moment you park in the private parking lot you know you are some place special... Learn More
Rates
$265 - $471 night
$1575 - $2900 week


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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town... Learn More
Rates
$558 - $658 night
$3906 - $4606 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: 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... Learn More
Rates
$270 - $350 night
$1820 - $2310 week


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1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 1.5 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL An amazing renovation of mid town historic home with the Washington Street address many desire. This charming one bedroom bun... Learn More
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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL This amazing restoration of a majestic Key West bungalow is incredible. Modernists will love this property. This two bed... Learn More
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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the master bedroom and another off the living room... Learn More
Rates
$225 - $457 night
$1350 - $2864 week


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2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 40... Learn More
Rates
$250 - $290 night
$1680 - $1960 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: KEY WEST CHARMING: This downstairs 2 bedroom 1 bath home has been lovingly cared for by the owners. They actually use the property themselves eac... Learn More
Rates
$1175 - $2683 week


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3 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: SURF SIDE - Search no further! This fabulous condominium is directly on the Atlantic Ocean. Located at the end of the building closest to the beach... Learn More
Rates
$375 - $663 night
$2350 - $4344 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 - Beautiful 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex, this home has a renovated kitchen and upgraded bat... Learn More
Rates
$1175 - $2683 week


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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL ANGELA COTTAGE This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a good central lo... Learn More
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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: 30 DAY MINIMUM RENTAL From the owners of South of Frances here is another beautiful restoration of a Key West historic property. This lovingly res... Learn More
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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' -- The name says it all! This lovely private home with pool is located in a secluded cul-de-sac in Truman Annex. Truman Annex is a ga... Learn More
Rates
$4000 - $9200 week


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