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Vacation Rentals & House Rentals in Key West

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Vacation Rentals & House Rentals in Key West

About Key West

584 house rentals

Conch Haven Old Town 1/1 MONTHLY Rental

Key West apartment

1 bedroom / 1 bathroom / sleeps 4

1 / 12

Real World MTV House Key West

Key West house

10 bedrooms / 6 bathrooms / sleeps 22

Responds fast! avg. 2 hours 12 minutes

1 / 291

Steps to Duval, Old Town Charm -Grand Bahama Suite

Key West apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 45 minutes

1 / 11

1/2 Block to Duval, World of its own -Nassau Suite

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 45 minutes

1 / 17

Sunrise At Seaside Condo 2 bedroom 2 bath

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

1 / 12

Spectacular Atlantic Ocean View Condo (MONTHLY)

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 / 26

Center of It All - Paradise Island Suite

Key West apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 45 minutes

1 / 14

Casa Del Sol, a Key West Vacation (Truman Annex)

Key West house

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 56 minutes

1 / 26

Best Location, 1/2 Block to Duval, Bimini Suite

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 45 minutes

1 / 17

KeyWestStay.com

Key West apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 36 minutes

1 / 17

Key West Sunset Sojourn ~ Monthly Rental

Key West house

2 bedrooms / 3 bathrooms / sleeps 6

1 / 40

Shelleys Rooftop Hideaway

Key West apartment

2 bedrooms / 3 bathrooms / sleeps 4

1 / 15

Casa Havana

Key West house

3 bedrooms / 2 bathrooms / sleeps 8

1 / 24

"Little Paradise" Historic Seaport Old Town Key West

Key West house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 25 minutes

1 / 18

Shipyard-1/2 Block Duval Street

Key West townhouse

2 bedrooms / 1 bathroom / sleeps 6

1 / 9

1BR Restored Conch House w/ Pool & Deck

Key West house

1 bedroom / 1 bathroom / sleeps 3

1 / 24

Key West Gulf front Home with private dock and pool.

Key West house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 37 minutes

1 / 29

Oceanfront 2 Bedroom 2 Bath Condo Key West Florida

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 / 17

A Little Slice Of Paradise

Key West house

2 bedrooms / 1 bathroom / sleeps 6

1 / 24

Island Wind

Key West house

2 bedrooms / 2 bathrooms / sleeps 4

1 / 23

Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 51 minutes

1 / 39

The Banyan Resort at Key West

Key West apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 45 minutes

1 / 6

LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH

Key West apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 58 minutes

1 / 69

Houseboat Trawler MV Coconuts: Once in a Lifetime Vacation With Pool Access

Key West house

3 bedrooms / 2 bathrooms / sleeps 8

1 / 27

Coral Hammock Beautiful Poolside Home

Key West house

3 bedrooms / 3 bathrooms / sleeps 6

1 / 32

Private and Immaculate 2 Bedroom Home with Private Fenced Yard

Key West house

2 bedrooms / 1 bathroom / sleeps 4

1 / 13

Coconut Beach

Key West apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 45 minutes

1 / 6

A Place In Paradise

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

1 / 24

Key West Island Vacation

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

1 / 14

Sunrise at Seaside Condo 2 Bedroom

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

1 / 14

Isle Of View II

Key West boathouse

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 21 minutes

1 / 24

Key West Condo close to the Ocean

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 36 minutes

1 / 48

Green Orchid

Key West house

2 bedrooms / 2 bathrooms / sleeps 4

1 / 24

Truman Annex Shipyard with Tropical Garden

Key West apartment

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 34 minutes

1 / 8

Duval Balcony - Suite Mischief

Key West apartment

1 bedroom / 1 bathroom / sleeps 4

1 / 14

BEST LOCATION & PRICE! King Suite w/ Jacuzzi steps off Duval St.-Mango Hideaway

Key West apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 22 minutes

1 / 12

Atlantic Oasis Penthouse on the Ocean C420

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 / 54

Wind Swept

Key West house

2 bedrooms / 1 bathroom / sleeps 6

1 / 24
Viewing 38 of 584

About Key West

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Located closer to Cuba than to Miami lies the island of Key West. Since its founding in the early 1800s, the island's year-round balmy, subtropical climate and unique "anything goes" flavor have made it an ideal visitor destination.

Over the years, the island has been seasoned by the rich American and Cuban culture of the 1800s, sweetened by the unabashed romantic appeal of its natural beauty, and energized by the world-renowned artistic talents of Ernest Hemingway, Tennessee Williams, Elizabeth Bishop, Robert Frost and Jimmy Buffett among others.

Residents and visitors to the island actively participate in sightseeing, touring museums, outdoor and maritime activities, and shopping by day. Later, they become part of the sunset celebration held each evening at Mallory Square, when tightrope walkers, jugglers and animal acts strive to top a more captivating performer - the fiery sun settling into the Gulf of Mexico.

The cobblestone streets of Old Town are shaded by beautiful banyan trees and lined with colorful, picturesque homes that reflect the architecture of past eras. Whether exploring these quieter streets or rocking to the vibrant beat of renowned Duval Street, visitors can savor an abundance of restaurants offering breakfast, lunch and dinner, most incorporating the Keys' fresh indigenous seafood.

Surrounding Key West are waters ranging from pastel teals to jewel-toned blues. They are home to one of the world's largest coral reefs and a bounty of shipwrecks, which make for exotic diving and snorkeling. Both novice and skilled anglers can challenge themselves to fish the Atlantic Ocean or Gulf of Mexico, targeting game fish like tarpon and marlin.

At night, the isolated island's sky is filled with stars that create a backdrop for entertainment options including jazz clubs, piano bars, drag shows and saloons. In addition, area playhouses feature Broadway-quality performances.

The tiny island has more than a dozen historic museums showing that the city's roots go deeper than picturesque palm trees and enchanting sunsets. One of the most popular is the Ernest Hemingway Home and Museum, which was the legendary author's home during the 1930s and is still home to his famous lineage of six-toed cats. The Mel Fisher Maritime Museum houses the richest single collection of 17th-century maritime and shipwreck antiquities in the Western Hemisphere, including the treasure of the Spanish galleon Nuestra Señora de Atocha.

Though the city is pedestrian friendly, there are two trolleys visitors can take as a method of transportation and for a tour highlighting the city's landmarks, restaurants, bars and historic sites.

Key West can be reached by flying into Miami International Airport and driving from the mainland down the magnificent Overseas Highway - featuring 42 bridges over open water and designated an All-American Road under the National Scenic Byways program - or by ferry from points on Florida's west coast.

The island is also accessible via Key West International Airport, which is serviced by American Eagle, Delta/Express Jet, United/Silver Air, US Airways and others.

Information provided by: The Monroe County Tourist Development Council

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