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Key West Vacation Rentals

81 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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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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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 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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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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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: 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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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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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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1 bedroom Vacation Rental Condo in Key West
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: PARADISE PLACE – is a ground level one bedroom one bath condominium located in the Palm Gardens community in the heart of the art district and just... Learn More
Rates
$155 - $355 night
$900 - $2175 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: DUVAL BREEZE: Enjoy the great location of this beautiful 2 bedroom 2.5 bath townhome located in the gated rooftop community of Duval Square on Du... Learn More
Rates
$225 - $457 night
$1350 - $2864 week


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Special Offer Oct 25 - Jan 2   *** PAPAYA PLACE FOR 3 NIGHTS IN JANUARY *** We're ...
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 Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: KEY WEST CROWN JEWEL: We know you'll enjoy staying in our little bit of Paradise. This 2-bedroom, 2-bath, penthouse condominium with 1350 square f... Learn More
Rates
$345 - $616 night
$2145 - $5390 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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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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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: SOUTHARD CHARM (formerly Garden House): A lovely jewel, Southard Charm is a quaint Conch house nestled in the center of historic Old Town Key West... Learn More
Rates
$400 - $856 night
$2650 - $5873 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 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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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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1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a 1.5 bedroom 1 bath cottage with loft including a 2nd sleeping area. ... 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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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 Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: THE HEMINGWAY -- A beautiful 2 bedroom 2 bath townhome located in the private, gated community of Truman Annex. An ideal location only 2 blocks fro... Learn More
Rates
$1350 - $3045 week


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Special Offer Nov 4 - Jan 2   *** SHORT ON TIME AND CASH? CORAL GARDEN IS OPEN ...
2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this home offers the finest accommodations for you an... Learn More
Rates
$175 - $338 night
$1000 - $2094 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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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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