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Key West Vacation Rentals

111 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 111
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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
$169 - $499 night
$1283 - $3493 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
$169 - $499 night
$1283 - $3493 week


Pet Friendly   Non Smoking   High-Speed Internet


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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 - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condominium for focusing on what is important in life. Enjoy the ocean breezes while... Learn More
Rates
$300 - $488 night
$1800 - $3250 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 - A stylish example of a Conch cottage, renovated with gorgeous hardwood floors, beautiful glass tiles, shining granite countertop... Learn More
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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: True island living in this 1 loft bedroom 1 bath cottage, complete with living room and kitchen. French doors open to a meandering... Learn More
Rates
$210 - $392 night
$1200 - $2320 week


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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A SUITE PARADISE - This lovely home is truly a tropical hideaway tucked away in a secluded Key West neighborhood minutes from all the Duval Street... Learn More
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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... Learn More
Rates
$190 - $384 night
$1050 - $2320 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: 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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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: CONCH CONDO -- This second-floor 2-bedroom 2-bath condo features fully equipped kitchen, two full baths, top-quality custom furniture, plasma te... Learn More
Rates
$1350 - $2973 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: When you're dreaming of the ideal place to stay in Key West, imagine this sweet 3-bedroom Conch cottage with outdoor dining and p... Learn More
Rates
$465 - $906 night
$2925 - $6018 week


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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: Bahama House - Location, Location, Location! Totally gorgeous, this spacious house is conveniently located on a quiet street in the heart of Old T... Learn More
Rates
$625 - $1298 night
$4165 - $8374 week


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2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: PAPAYA PLACE pops with color! This great 2 bedroom 2 bath condominium at 1800 Atlantic Condominiums offers you a wonderful relaxing garden view o... Learn More
Rates
$220 - $381 night
$1250 - $2406 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: ARTIST GARDEN -- Bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admirals Lane neighborhood of Truman Annex. Ideal loc... Learn More
Rates
$1800 - $3698 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: ISLAND SPICE -- A beautiful 2 bedroom, 2.5 bath townhome, located in the historic Foundry building of the prestigious Truman Annex community. Plent... Learn More
Rates
$2000 - $4060 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: BLOOM'N PARADISE - Relax in luxury in this beautiful Truman Annex private home that features three bedrooms and three bathrooms in the main house... Learn More
Rates
$5500 - $11375 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: CROWNER'S JEWEL: Experience the finest in Key West living when you stay in this delightful 2 bedroom 2.5 bath Conch-style townhome. Lots of space... Learn More
Rates
$1550 - $3081 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... Learn More
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1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 2 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. ... Learn More
Rates
$210 - $413 night
$1175 - $2465 week


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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A LITTLE SLICE OF PARADISE (monthly rental): Imagine yourself in a secluded, gated community steps from the golf course, minutes from the beach, a... 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: BOGEY'S RETREAT: Welcome to Bogey's Retreat, your home away from home in Key West. This lovely townhome is located in the exclusive Golf Course c... 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: KEY WEST FOUND – A striking 2 bedroom, 2.5 bath townhome located in the historic brick Foundry building within the Truman Annex. This 3 story townh... Learn More
Rates
$1650 - $3553 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: FAN-tastic GETAWAY: This home has everything, including a bit of Key West history. Formerly owned by actress and fan dancer, Sally Rand, this spa... Learn More
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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: KEY WEST GINGER HOUSE - An absolute jewel a few doors from Duval Street, this single family home is named for the breathtaking ginger plants bloomi... Learn More
Rates
$215 - $435 night
$1300 - $2719 week


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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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