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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
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: DUVAL SEA TURTLE: This townhome has 2 bedrooms and 2.5 baths with a balcony off the master bedroom and the living room. Covered, gated parking sp...
Rates
$225 - $471 night
$1350 - $3096 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 - Is a stylish example of a Conch cottage in Key West, totally renovated with gorgeous hardwood floors, beautiful glass tiles, shini...
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3 bedroom Vacation Rental Condo in Key West
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: In the heart of Old Town, convenient to everything, this condo is set above a brick and tree lined courtyard that includes shops and restaurants. T...
Rates
$330 - $460 night
$2100 - $4340 week


Non Smoking


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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...
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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: CROWNER'S JEWEL: Delightful 2 bedroom 2.5 bath Conch-style townhome in the quiet gated community of Truman Annex, surrounded by historic building...
Rates
$1550 - $3277 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: KEY WEST FOUND: 2 bedroom, 2.5 bath townhome in the historic brick Foundry building within the Truman Annex. Decorated in a whimsical Key West st...
Rates
$1650 - $3806 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: 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...
Rates
$1425 - $3241 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: 2 bedroom/2 bathroom premium condo Unit Description: This is a 2 bed/2 bathroom condo that features a full kitchen and a flat panel TV. The unit i...
Rates
$225 - $730 night
$1575 - $5110 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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Special Offer Feb 7 - Apr 8   *** APRIL BRINGS SPRING FLOWERS AND GREAT DEALS! * ...
2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: WIND SWEPT: Imagine yourself nestled within a serene, lushly landscaped picturesque community with walkways meandering around the only Caribbean go...
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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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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A SUITE PARADISE - A tropical hideaway tucked in a secluded Key West neighborhood minutes from Duval Street entertainment. 3 bedroom 2 bath privat...
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4 bedroom Vacation Rental Home in Key West
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually deco...
Rates
$490 - $740 night
$3290 - $6300 week


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5 bedroom Vacation Rental Home in Key West
Home: 5 Bedroom, 5.5 Bathroom, Sleeps 12
Location: Key West, Florida, United States
Description: CASA GRANDE: Located on a quaint lane steps from Duval Street with room to park 2 vehicles off-street. Built for entertaining from the wide open ...
Rates
$785 - $1653 night
$5300 - $11310 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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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: 2-bedroom, 2-bath, penthouse condominium with 1350 square feet of living space. WIFI, flat-screen plasma television with Bo...
Rates
$375 - $594 night
$2250 - $3872 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: This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, and shopping. Catherine House is loca...
Rates
$320 - $460 night
$2100 - $4200 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 Home in Key West
Home: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: CAYO HUESO SUNSHINE: 2-bedroom, den, 3-bath home. Secluded location near Smathers Beach. Kitchen island countertop is a perfect spot for casual me...
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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: In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's brick, tree lined courtyard that includes shops and...
Rates
$250 - $380 night
$1680 - $3080 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: 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 - $470 night
$1890 - $3290 week


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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Additional Features: Monthly Rental: Yes, Pool: Private, Pool/Beach Towels: Yes, WiFi: Yes, Grill: Yes, Air Conditioning: Central Air, Pets Allowed...
Rates
$625 - $1119 night
$4165 - $7219 week


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1 bedroom Vacation Rental Cottage in Key West
Cottage: 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 f...
Rates
$215 - $413 night
$1225 - $2574 week


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2 bedroom Vacation Rental Cottage in Key West
Cottage: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: GREEN ORCHID: Dreaming of living like a local in Key West? Dream no more. Green Orchid offers a true Conch experience situated on a narrow lane in ...
Rates
$345 - $631 night
$345 - $4256 week


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