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Key West Rentals

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Key West Rentals

About Key West

339 house rentals

Sunrise At Seaside Condo 2 bedroom 2 bath

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“Amamzing” First time to Key West and fell in love! The condo was truly a home away from home. We will be going back to make many more memories!

Responds fast! avg. 3 hours 38 minutes

$159

1 / 12

Emma's Escape

Key West apartment

2 bedrooms / 1 bathroom / Sleeps 4

“Little Oasis Exceeded Our Expectations” My boyfriend and I stayed at Emma's Escape from 6/22-7/22. It was everything we hoped it would be and more. It truly was an escape. The condo is beautifully decorated and the grounds are very well maintained. We

$80

1 / 23

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

Key West house

2 bedrooms / 3 bathrooms / Sleeps 6

“awesome” the condo was beautiful. very good location. 2 suggestions. the grill did not have gas . the bed that opens up to king. not so much, mattress is 2 different heights and slides if you try to sleep on it. very very uncomfortable.

Responds fast! avg. 2 hours 18 minutes

$264

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Spectacular Atlantic Ocean View Condo (MONTHLY)

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Amazing Views And A Great Condo” My wife and I stayed here on our honeymoon and were absolutely 100% pleased with the condo. I have to honestly say it was the nicest condo either of us have stayed in. The view was amazing and the patio was very tranqu

$125

1 / 26

Quilted Giraffe

Key West house

2 bedrooms / 2 bathrooms / Sleeps 4

$400

1 / 25

Shelleys Rooftop Hideaway

Key West apartment

2 bedrooms / 3 bathrooms / Sleeps 4

“great place to stay” Close to every thing in Key West Walking distance to all of down town stores and bar my personal favorite

$290

1 / 15

Campbell Suite

Key West apartment

1 bedroom / 2 bathrooms / Sleeps 2

“Comfortably furnished and decorated with a very convenient locat” We really enjoyed staying at the Campbell Suite. It served our requirements nicely. The amenities and location were excellent. Potential visitors do need to note that the entrance to th

$235

1 / 23

1BR Restored Conch House w/ Pool & Deck

Key West house

1 bedroom / 1 bathroom / Sleeps 3

$88

1 / 24

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

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Our wedding family stayed here awesome” Fabulous. Clean roomy pool fantastic. Short walk to schooners Wharf Both inside and outside area were excellent

$279

1 / 17

Sunny View

Key West house

1 bedroom / 2 bathrooms / Sleeps 2

$117

1 / 24

Luxury Rental Old Town Key West Close to Beach. Private Heated Pool

Key West house

3 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 24 minutes

$286

1 / 24

Bogey's Retreat

Key West house

2 bedrooms / 1 bathroom / Sleeps 4

$70

1 / 22

Anchor Drop Key West A307

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$350

1 / 57

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

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“Key west” This was our 4th time to Key West and it was the best of all!! You had a paradise island in comparison to other places we went to visit family as we were in town for a wedding.

$259

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Key West 2bd/2ba Condo - Monthly

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$183

1 / 27

First Breath

Key West house

3 bedrooms / 2 bathrooms / Sleeps 6

$106

1 / 24

Sunrise at Seaside Condo 2 Bedroom

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“A cozy second home with an amazing view” The location is great! We were near shopping centers and easy access to anywhere we'd desired to go. Rooms were spacious, clean and neat. The view from the balcony was amazing. Everything was perfect! My parent

Responds fast! avg. 3 hours 38 minutes

$159

1 / 14

Botanical Island Delight C120

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$300

1 / 46

Emma's Secret

Key West apartment

2 bedrooms / 1 bathroom / Sleeps 4

“Good location for Duval Street” Emmas Secret is a very nice 2 bedroom unit in Old Town just a short walk to Duval Street. Very convenient location if flying into KW no car is needed. The unit is updated and the pool area in the back yard is fantastic.

$80

1 / 24

PARKING,2bd/2bth,20yrd TO DUVAL,FREE OLD TOWN SHUTTLE,MAJOR ATTRACTIONS NEARBY

Key West house

2 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 1 hour 30 minutes

$100

1 / 41

Royal Palm

Key West house

2 bedrooms / 3 bathrooms / Sleeps 5

“Key west is always fun” 3 of us rented a condo in the foundry located in the Truman annex. I have stayed here before and knew what to expect. Any unit in Truman annex is an easy walk to everything there is to do downtown. Since it is a gated commun

$250

1 / 25

Center of It All - Paradise Island Suite

Key West apartment

2 bedrooms / 1 bathroom / Sleeps 6

“Great location in the heart of Old Town Key West, just a block off Duval..” We stayed in the Paradise Suite. Great front porch to hang out on, pool in back with pergola for lounging. Place was set up perfect, pool towels hanging by the door, bathroom

$249

1 / 14

A Barefoot Retreat

Key West apartment

2 bedrooms / 1 bathroom / Sleeps 4

“Fantastic Vacation” Great property. Exactly as described. Fully stocked kitchen. Perfect for my husband and I. We were looking to just relax between Christmas and New Years. We would have given the property 5 stars but the parking is a little

$170

1 / 24

Coral Condo

Key West apartment

1 bedroom / 1 bathroom / Sleeps 4

“Paradise” Beautiful condo...paradise away from home. Not one complaint. Well managed & maintained. Def recommend to anyone headed to Key West.

$200

1 / 25

Hemingways Atlantic Retreat C339

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$350

1 / 50

Casa Havana

Key West house

3 bedrooms / 2 bathrooms / Sleeps 8

$680

1 / 24

Island Oasis Garden Home ~ Weekly Rental

Key West house

2 bedrooms / 2 bathrooms / Sleeps 4

$239

1 / 13

Key West Oasis - Private Pool, Separate Cottage - Great for Couples & Families

Key West house

2 bedrooms / 2 bathrooms / Sleeps 4

“Fabulous luxury home in Fabulous Key West” Beautiful, private, historic 2 BR/2 bath home, lovely heated pool, outdoor dining & living areas in addition to most attractive indoor spaces. Wonderful Old Town neighborhood. Can walk, cycle, & Lyft everywhe

$471

1 / 23

Frost Free at 1800 Atlantic Cayo Hueso C439

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$350

1 / 46

Steps to Duval, Old Town Charm -Grand Bahama Suite

Key West apartment

3 bedrooms / 2 bathrooms / Sleeps 8

“Can't wait to return” We loved staying at the Grand Bahama suite. It was spacious, clean and centrally located just a street from all the action. We loved the courtyard and pool. I was a little concerned about parking but it worked out fine for us.

$329

1 / 11

Beach House Condo

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Just What We Needed” Our family (myself, husband and teenage son and daughter) stayed here in mid-July. It was perfect for what we needed for a vacation in Key West. Everyone had their own bed and the two bathrooms worked out well for everyone. The

$210

1 / 23

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

3 bedrooms / 3 bathrooms / Sleeps 6

Responds fast! avg. 29 minutes

$279

1 / 12

Private and Immaculate 2 Bedroom Home with Private Fenced Yard

Key West house

2 bedrooms / 1 bathroom / Sleeps 4

$108

1 / 13

Coral Hammock - Comfortable 3 Bedroom Home

Key West house

3 bedrooms / 3 bathrooms / Sleeps 6

Responds fast! avg. 1 hour 18 minutes

$250

1 / 15

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

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Perfect place to experience Key West” This is a lovely condo with a tropical, quiet view. Many extras are included: beach towels, bikes, and kitchen supplies. The pool area was our favorite spot, and we had coffee every morning on the balcony with cha

Responds fast! avg. 1 hour 13 minutes

$375

1 / 39

Conch in Training

Key West apartment

1 bedroom / 1 bathroom / Sleeps 4

$214

1 / 20

Truman Annex Shipyard with Tropical Garden

Key West apartment

2 bedrooms / 1 bathroom / Sleeps 5

Responds fast! avg. 1 hour 34 minutes

$179

1 / 8

The Green House -Cool Shade

Key West apartment

1 bedroom / 1 bathroom / Sleeps 4

$266

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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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