Key West Vacation Rentals in Florida

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The Beach Boys on one of their many trips to the Florida Keys (they are Mojito buds with Jimmy Buffett) stayed at Havana Hideaway and wrote the song Kokomo - according to a very reliable source at the Pink Cab Company. The house is a modern two-story, built in the best conch tradition it features two bedrooms en suite, and two and a half baths. The spacious downstairs opens to a private yard with heated pool and a covered outdoor dining area. Tropically landscaped it is the best in outdoor li...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 1988

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View Havana Hideaway Downtown Key

Location ! ! Location ! ! Location ! ! Emma House with Pvt Pool is located in Truman Annex Community which is one of the Best locations in Key West. You can walk to everything ! It doesn't get any better than this...

• Type: Home
• Max Cap.: 6
• Bedrooms: 3
• Rate: Over $250 Per Night
• Viewed: 6125

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View Emma House 2b25b Add

TWO WEEKS left in 2009---Come relax in our amazing Beach view studio w/huge oceanviews. just listen to waves crashing gently while you read, rest, eat, sip on margaritas or your freshly made frozen Pina Coladas! 2blks from Duval! Got Beach? It’s...

• Type: Studio
• Max Cap.: 2
• Bedrooms: 0
• Rate: Call Owner
• Viewed: 7068

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View GOT BEACH IN Key West YES

This condo is the only one like it at the Galleon Resort. This unit is located on the 6th floor and has 1245 SF of living area, including a huge bedroom with a king bed and windows for viewing ships docked at Mallory Square. The bedroom features Tommy...

• Type: Resort
• Max Cap.: 5
• Bedrooms: 1
• Rate: Over $250 Per Night
• Viewed: 5142

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View One of a Kind at the Galleon

This 2 bedroom, 2 bath Penthouse Loft is located on the 5th floor overlooking the marina & harbor. On the first floor is a full size, fully equipped kitchen, breakfast nook, dining room, living room and the master bedroom & bath. The second floor has...

• Type: Resort
• Max Cap.: 8
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 6203

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View Waterfront 22 Penthouse Loft

This Vacation Hideaway is located on the 5th floor of the Galleon Resort and Marina. Only one of two efficiencies at this resort with both a king size bed and a balcony (resort view). Features include, kitchenette with mini refrigerator, sink, microwave,...

• Type: Home
• Max Cap.: 2
• Bedrooms: 0
• Rate: $100 to $250 Per Night
• Viewed: 3938

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View Galleon Resort at Budget Rates

4 bedroom, 2 baths ocean front home with a dock and an in-ground heated pool. Central air, all kitchen and bath amenities, to include washer and dryer. Located only 15 miles from Key West and all attractions....

• Type: Home
• Max Cap.: 8
• Bedrooms: 4
• Rate: Over $250 Per Night
• Viewed: 18198

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View Southern Comforts

Perfectly located only a block from all the fun and activities of Duval Street, enjoy the unique Garden House in the sanctuary of your own 25 foot heated private pool surrounded by lush gardens. This home and pool back up directly to Nancy Forrester's...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 15

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View Garden House

Located at 1219 Duval Street, you won’t find a better location for fun and activities in Key West! Next to Banana Café, across from the Coffee & Tea House, 1 block from the Butterfly Conservatory, Camille’s Restaurant, Bottle Cap Lounge...

• Type: Home
• Max Cap.: 10
• Bedrooms: 4
• Rate: Over $250 Per Night
• Viewed: 16

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View Mermaids Cove

Tropical Retreat, at 519 Catherine Street, is on a quiet lane half a block off the upscale Upper end of Duval St. where there are many sophisticated restaurants, high-end art galleries and shops. Downtown Duval St. is within easy walking distance from...

• Type: Home
• Max Cap.: 8
• Bedrooms: 3
• Rate: Over $250 Per Night
• Viewed: 15

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View The Tropical Retreat

Professionally decorated in a Coastal Living style, this elegant yet very comfortable custom built 3 bedroom, 2.5 bath, 3 story home has a living room (Q sleeper sofa) with rose hardwood floors, a gourmet kitchen with granite countertops and stainless...

• Type: Home
• Max Cap.: 8
• Bedrooms: 3
• Rate: Over $250 Per Night
• Viewed: 14

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View A Key Escape

Located directly behind the world famous Hemingway House grounds, just 2 houses off celebrated Duval Street on quiet, intimate Whalton Lane is this charming private home. One block from Center Court grounds, Hemingway's View is a thoughtfully and recently...

• Type: Home
• Max Cap.: 8
• Bedrooms: 3
• Rate: Over $250 Per Night
• Viewed: 12

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View Hemingways View

Just 3 short blocks from the main guest house, the Amelia House is a recently renovated, painted and decorated 3 bedroom, 2 bath private house located at 505 Amelia Street, (3 houses from world-famous, quiet upper-end Duval Street.) Amelia House is surrounded...

• Type: Home
• Max Cap.: 8
• Bedrooms: 3
• Rate: Over $250 Per Night
• Viewed: 8

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View Amelia House

World-class comfort, lush tropical surroundings and unmatched privacy characterize this deluxe, spacious, two story historic home located across from the famous Key West Cemetery in Key West's finest neighborhood. Exclusive million dollar homes line nearby...

• Type: Home
• Max Cap.: 6
• Bedrooms: 3
• Rate: Over $250 Per Night
• Viewed: 10

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View Casa Serendipity

Island Oasis at 613 Amelia St., is located one block from the celebrated sights and sounds of world famous Duval Street. It is close to the world-class restaurants, shops, art galleries and nightclubs of Upper Duval and within walking distance of all...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 10

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View Island Oasis

Stroll out your front gate to DuPont Lane, turn right and you are on Duval Street! This hidden gem will surprise and delight you with wonderful details and total privacy. You even have your own private parking space! Built in the 1990's, The DuPont House...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 13

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View The DuPont House

This gem is located at the end of a hidden lane, just off Simonton Street, behind The Gardens Hotel. Helen's Hideaway is a step back in time to Key West during its slumbering past. Built by David Wolkowski, who built many of Key West's premier resorts,...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 12

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View Helens Hideaway

Located in Duval Square (between Duval Street and Simonton Street) where fine and varied dining abounds (Square One, Origami Sushi Restaurant and New York Garden Cafe), Casa Key West is a second story, well priced unit sitting atop New York Cafe and is...

• Type: Condo
• Max Cap.: 8
• Bedrooms: 3
• Rate: Over $250 Per Night
• Viewed: 7

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View Casa Key West

Princess Palace is the former home of the author of The Princess Diaries!  No detail was spared in the design of this incredible home! Princess Palace is located at 1122 Seminary Street, a quiet street in old town. The home greets you immediately by lush...

• Type: Home
• Max Cap.: 8
• Bedrooms: 4
• Rate: Over $250 Per Night
• Viewed: 12

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View Princess Palace

Nestled in the heart of Key West, Casa Feliz is an elegant restored manor house within walking distance to the historic seaport, Duval Street, restaurants and shopping. Located on White St., the house, surrounded by lush tropical foliage includes off...

• Type: Home
• Max Cap.: 8
• Bedrooms: 3
• Rate: Over $250 Per Night
• Viewed: 8

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View Casa Feliz