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Key West Vacation Rentals

80 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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1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: VARELA COTTAGE: One bedroom cottage with sleeping loft and private Jacuzzi. Enter the great room with a large master bedroom and small sun room a...
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1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: EGRET COTTAGE -- An idyllic 1 bedroom cottage that is tucked away in a tropical oasis, peaceful and serene yet located in one of the most ideal nei...
Rates
$195 - $384 night
$1100 - $2429 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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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: TRES GATOS: Spend a month (or two) in one of Key West's most revered neighborhoods and live like a local in this sweet 2-bedroom Conch cottage. A...
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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: 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 Home in Key West
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: ATLANTIC BLUES - Stylish Conch cottage with hardwood floors, glass tiles, granite countertops and décor that is playful and soothing. Kitchen...
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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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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: Downstairs 2 bedroom 1 bath home in Truman Annex, a secluded gated community in Old Town Key West. Living/dining area opens to...
Rates
$1235 - $2828 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 - $2800 week


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Studio Vacation Rental Condo in Key West - Ocean Front
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Casa Atlantica: A studio condo on the Atlantic shore of Key West Located just steps from the White Street Pier and Higgs Beach, Casa Atlantica tru...
Rates
$180 - $260 night
$1050 - $1680 week


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1 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Enjoy soothing ocean breezes at Tropical Tranquility (La Brisa #302E) La Brisa beach condominiums offer a Florida charm that is relaxing, easy and...
Rates
$170 - $270 night
$1120 - $1820 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 - $2800 week


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Studio Vacation Rental Condo in Key West
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Premium studio condo Unit Description: This newly refurbished studio, decorated with island-inspired elegance, features a kitchenette with microwa...
Rates
$163 - $325 night
$1141 - $2275 week


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1 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Casa Atlantica: A one BR condo on the Atlantic shore of Key West Located just steps from the White Street Pier and Higgs Beach, Casa Atlantica tru...
Rates
$200 - $290 night
$1190 - $1820 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...
Rates
$270 - $400 night
$1820 - $2800 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
$179 - $450 night
$1253 - $3150 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: ROBIN'S ROOST (monthly rental): In a quiet local neighborhood, open living space in this 1-bedroom, 2-story condo leads to your private backyard...
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Special Offer Apr 30 - Jun 30   *** ALL YOU NEED is A LITTLE SLICE of PARADISE * ...
2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A LITTLE SLICE OF PARADISE (monthly rental): Secluded community, steps from the golf course, minutes from the beach, airport and some of the local...
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1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked. ...
Rates
$215 - $413 night
$1225 - $2574 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, 1.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: BOGEY'S RETREAT: Ideal for a golfer, it is located at Key West Golf Club. 2 pools nearby. $50 security deposit for Association gym card us...
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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 - $2520 week


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: President?s Walk is perfectly located in the Truman Annex. A quick stroll to Duval Street and minutes from Fort Zachary Taylor State Park and its b...
Rates
$1890 - $2800 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: COCONUT COTTAGE: The perfect escape if you’re looking to get away from it all. Located in a quiet neighborhood of Old Town Key West, this 1 bedro...
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