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182 Results
  • Southernmost Beach Resort

    Southernmost Beach Resort

    Ranked #1 overall in Key West hotels
    13 reviews
    Popular withLuxuryFamilies

    Great place to stay in Key West! Wonderful service, beautiful accommodations and fun atmosphere! Walk to bar hop on Duval st. At the time of my visit, the hotel was ...

    • Free WiFi
    • Restaurant
    • Fitness Center
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  • Casa Marina, A Waldorf Astoria Resort

    Casa Marina, A Waldorf Astoria Resort

    Ranked #2 overall in Key West hotels
    8 reviews
    Popular withLuxuryHistoryFamilies

    Wonderful service and great views of the ocean.

    • Free WiFi
    • Restaurant
    • Fitness Center
    • Pets Allowed
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  • Pier House Resort and Spa

    Pier House Resort and Spa

    Ranked #3 overall in Key West hotels
    7 reviews
    Popular withLuxuryNightlifeFamilies

    Fantastic luxury resort and spa on the sunset end of Duval Street. Great place to party it up in downtown Key West, yet have an oasis of relaxation to easily ...

    • Free WiFi
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • Old Customs House Inn

    Old Customs House Inn

    Ranked #4 overall in Key West hotels
    9 reviews
    Popular withBusiness

    Not fancy, no frills, not even walls to separate the bedroom from the living room, but the front door is literally on Duval Street, so who can complain. Steps to ...

    • Free WiFi
    • Restaurant
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  • Southernmost House

    Southernmost House

    Ranked #5 overall in Key West hotels
    7 reviews
    Popular withHistoryLuxury

    Southernmost House is built just one block from the Southernmost Buoy. It just a stop by and view from the street. Disability access is provided by the sidewalks. Disability parking ...

    • Free WiFi
    • Swimming Pool
    • Free Breakfast
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  • The Inn at Key West

    The Inn at Key West

    Ranked #6 overall in Key West hotels
    6 reviews
    Popular withLuxuryFamiliesBusiness

    Nice, that's still I'm gonna say

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Free Parking
    • Pets Allowed
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  • Parrot Key Hotel and Resort

    Parrot Key Hotel and Resort

    Ranked #7 overall in Key West hotels
    5 reviews

    Very cute place! And convenient! Walgreens is right at the front !

    • Free WiFi
    • Restaurant
    • Fitness Center
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  • Ocean Key Resort & Spa

    Ocean Key Resort & Spa

    Ranked #8 overall in Key West hotels
    4 reviews
    Popular withLuxuryNightlifeArtsy

    Great hotel. Perfect location on the end of Duval Street. This hotel has the sunset pier. Located near Mallory Squate. Great room. No beach

    • Free WiFi
    • Swimming Pool
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  • Knowles House B&B

    Knowles House B&B

    Ranked #9 overall in Key West hotels
    3 reviews
    Popular withTrendstersLGBTQ

    Absolutely BEAUTIFUL!!!! What a gem. We loved our stay here. Great rooms and private pool!!!!

    • Free Parking
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  • Key West Marriott Beachside Hotel

    Key West Marriott Beachside Hotel

    Ranked #10 overall in Key West hotels
    3 reviews
    Popular withBusinessLuxuryFamilies

    I liked the room’s clean, cute, bright, and comfortable decor, with fresh, warm sunny colors and a few plush accents. The lobby is sophisticated, but comfortable. The restaurant, Tavern N ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Airport Transfer
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  • Hyatt Centric Key West Resort and Spa

    Hyatt Centric Key West Resort and Spa

    Ranked #11 overall in Key West hotels
    3 reviews
    Popular withLuxuryFamilies

    Kids love this property, with its winding pathways through shady garden nooks, turtle ponds everywhere, and it’s big, round pool overlooking the Gulf of Mexico. The restaurant, Shor, serves a ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • DoubleTree Resort by Hilton Grand Key - Key West

    DoubleTree Resort by Hilton Grand Key - Key West

    Ranked #12 overall in Key West hotels
    5 reviews
    Popular withBusinessLuxuryFamilies

    Very nice staff. It is really beautiful too! The only reason I voted it 3 stars was because there was no wifi! But the staff was so nice! I needed ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Free Parking
    • Pets Allowed
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  • Crowne Plaza Key West La Concha

    Crowne Plaza Key West La Concha

    Ranked #13 overall in Key West hotels
    3 reviews
    Popular withBusinessFamiliesHistory

    Home to Key West's "other" sunset celebration. Most visitors to the island head over to Mallory Square for sunset, but those in the know avoid the crowds and get a ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
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  • Sunset Key Cottages

    Sunset Key Cottages

    Ranked #14 overall in Key West hotels
    2 reviews
    Popular withBusinessOutdoorsyFoodies
    • Restaurant
    • Fitness Center
    ReviewsPhotosAmenitiesMaploadingclose
  • Hyatt Windward Pointe

    Hyatt Windward Pointe

    Ranked #15 overall in Key West hotels
    2 reviews
    Popular withLuxuryWellnessFamilies

    Though this is essentially a timeshare property, many of the units are rented out like hotel rooms. Every unit has a lovely porch that catch the ocean breezes. Our unit ...

    • Free Parking
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  • Truman Hotel

    Truman Hotel

    Ranked #16 overall in Key West hotels
    2 reviews
    Popular withArtsy

    Art-deco, South Beach coolness is written all over this spanking-new little boutique hotel. The accommodations aren’t big, but they are fun and filled with flair, such as zebra print rugs ...

    • Free Parking
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  • Santa Maria Suites

    Santa Maria Suites

    Ranked #17 overall in Key West hotels
    2 reviews
    Popular withFoodiesLuxuryArtsy

    I actually gasped upon first view of a Santa Maria suite. They are spacious, well-decorated in a contemporary, sophisticated style with gorgeous Caribbean accents, comfortable, and spotlessly clean. I loved ...

    • Free WiFi
    • Restaurant
    • Fitness Center
    • Free Parking
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  • Simonton Court Historic Inn and Cottages

    Simonton Court Historic Inn and Cottages

    Ranked #18 overall in Key West hotels
    2 reviews
    Popular withHistory

    Consists of a B&B and several cottages, it's casual yet tastefully done. The main inn is an old cigar factory. Service is great. The staff who work there are incredibly ...

    • Swimming Pool
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  • Cypress House Key West

    Cypress House Key West

    Ranked #19 overall in Key West hotels
    2 reviews
    Popular withHistory

    Great place, very close to Duval Street. New Management, so not sure what they've done.

    • Free WiFi
    • Swimming Pool
    • Free Breakfast
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  • Sunrise Suites Resort

    Sunrise Suites Resort

    Ranked #20 overall in Key West hotels
    3 reviews
    Popular withFamilies

    My "backyard"

    • Free WiFi
    • Swimming Pool
    • Fitness Center
    • Free Parking
    • Airport Transfer
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • The Reach, A Waldorf Astoria Resort

    The Reach, A Waldorf Astoria Resort

    Ranked #21 overall in Key West hotels
    3 reviews
    Popular withLuxuryFamilies

    Our room was pretty expensive and about 15blocks away from the main bars. We had a view of the beach however you could barely see it because of the huge ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • Coral Hammock Key West by KeysCaribbean

    Coral Hammock Key West by KeysCaribbean

    Ranked #22 overall in Key West hotels
    2 reviews

    Coral Hammock is such a cute place to stay! The town homes are nice and beachy. It's a quiet area as well, except for the daily roster wake up calls!

    • Free Parking
    ReviewsPhotosAmenitiesMaploadingclose
  • Coconut Beach Resort

    Coconut Beach Resort

    Ranked #23 overall in Key West hotels
    2 reviews
    • Free Parking
    ReviewsPhotosAmenitiesMaploadingclose
  • The Gates Hotel | Key West

    The Gates Hotel | Key West

    Ranked #24 overall in Key West hotels
    2 reviews
    Popular withFamilies

    I loved staying here when we were in Key West. It has its own bus that takes you to the more popular, historic side of the island so you can ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Free Parking
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • BEST WESTERN Hibiscus Motel

    BEST WESTERN Hibiscus Motel

    Ranked #25 overall in Key West hotels
    2 reviews
    Popular withFamilies

    The Hibiscus doesn’t have much in the way of island charm or luxurious amenities, it’s pretty basically a Best Western. But, hey, there’s a big pool for the kids, a ...

      ReviewsPhotosAmenitiesMaploadingclose
    • Ibis Bay Beach Resort

      Ibis Bay Beach Resort

      Ranked #26 overall in Key West hotels
      1 review
      Popular withBusiness

      STONE CRAB HEAVEN WHEN IS SEASON !

      • Free WiFi
      • Restaurant
      • Swimming Pool
      • Free Breakfast
      • Free Parking
      ReviewsPhotosAmenitiesMaploadingclose
    • Alexander's Guesthouse

      Alexander's Guesthouse

      Ranked #27 overall in Key West hotels
      1 review
      Popular withLGBTQLuxuryFoodies

      Loved this guesthouse in Key West. Even though we were a straight couple, it was lovely and everyone we met was amazing. Would stay again in a heartbeat.

      • Free Parking
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    • Island City House Hotel

      Island City House Hotel

      Ranked #28 overall in Key West hotels
      1 review
      • Free WiFi
      • Swimming Pool
      • Free Parking
      ReviewsPhotosAmenitiesMaploadingclose
    • Eden House

      Eden House

      Ranked #29 overall in Key West hotels
      1 review
      Popular withLGBTQTrendstersFamilies

      Fun, friendly Eden House is located slightly on the outskirts of the tourist area of Key West (you can rent a bike on the property) and there are several great ...

      • Free WiFi
      • Restaurant
      • Swimming Pool
      • Fitness Center
      • Free Parking
      • Airport Transfer
      ReviewsPhotosAmenitiesMaploadingclose
    • The Saint Hotel Key West

      The Saint Hotel Key West

      Ranked #30 overall in Key West hotels
      1 review
      Popular withNightlifeLuxuryArtsy

      I’d move into this boutique hotel if I could. From the moment you walk up the red-carpeted stairs through the curtains to the porch, open the giant red door and ...

      • Free WiFi
      • Restaurant
      • Swimming Pool
      • Fitness Center
      ReviewsPhotosAmenitiesMaploadingclose
    Key West Hotel Insider
    At the southernmost tip of the United States, at the very end of U.S. Highway 1, lies the tiny Caribbean paradise of Key West, Florida. Just a spit of land surrounded by turquoise waters in the Gulf of Mexico, this island-city lies closer to Havana, Cuba than Miami, Fl. and showcases all the sun-loving good times Caribbean travelers have come to know and love: perfect white sand beaches, charming gardens and historic architecture, colorful shops and vibrant boating communities and of course, vivid sunsets accompanied by fruity cocktails, fresh seafood and a bubbly nightlife. With hotel choices ranging the full gamut between luxury and discount, travelers of all kinds can find the perfect Key West hotel from which to enjoy their stays.

    Luxury Hotels in Key West
    Looking for a bit of timeless luxury on the Florida Keys? You'll find several historic hideaways and modern Key West hotels to choose from. Along the southern edge of the island with more than 1,100 feet of private beach, Casa Marina Key West, a Waldorf Astoria Resort, is listed on the National Register of Historic Places and remains a perfect example of how to comfortably blend Old World Key West hotel charm with contemporary island luxury. Combining historic architectural touches with Florida's modern casual elegance, both the Parrot Key Resort and the Hyatt Key West Resort and Spa are known for their luxurious amenities, superb service, and intimate island settings. Want to be at the heart of the action? Pier House Resort and Spa, the first full-service hotel in Key West, offers island guests a luxurious Key West hotel experience from their waterfront location just on the edge of Old Town.

    Mid-Range and Budget Hotels in Key West
    Although discounted rates and last minute hotel deals can be found at some of the higher end properties, budget-minded travelers looking for cheap Key West hotel alternatives to the luxury island fare will find comfort in seeing the usual cast of budget-friendly characters along with a few interesting Key West boutique hotels and smaller local properties available. Gogobot travelers have found relaxation and comfort in the suites of Sunrise Suites Resort or Villas Key West. Others prefer familiar mid-range options like the Radisson Hotel Key West or the Courtyard by Marriott Key West Waterfront. Value properties such as the Best Western Hibiscus Motel or the Travelodge & Suites Key West are also available.

    Key West Neighborhoods
    At only 2 miles wide and 4 miles long, nothing in Key West is ever very far. Yet even still, it pays to get the lay of the land. Old Town Key West spans a good portion of the island village, covering the western half of the island and centered around Duval Street, with the Key West Cemetery at its heart. Here you'll find picturesque residential streets lined with wooden Victorian homes, including one previously occupied by Ernest Hemingway (now converted into a museum). Historic Seaport lies along the waterfront on the gulf side of the island and encompasses the lower Duval Street area and Mallory Square. This area housed the first shipping docks, warehouses, restaurants and grand homes built on the island and today remains an impressive collections of turn-of the century architecture, much of which has been lovingly restored to its former glory. Here restaurants, bars, retail shops, museums and historic homes are a big draw. But much the same can be said for Downtown Old Town (the tiny section that might even be referred to as "urban," with all of the typically associated modern downtown features) and the boutique, art gallery and restaurant heavy Uptown area. Follow Duval Street to the Atlantic and you'll find Casa Marina, a much sought-after neighborhood featuring beautiful gardens and a variety of mid-century and more modern architectural remnants from Key West's past. Bahama Village offers a truly distinct island flavor (as it was the historic district where Bahamians first moved in when they settled the island in the late1800's) while the Beachside neighborhood is true to its name with a small beach town vibe. Head east to either North or Southside to find the largest collection of Key West resort developments and hotel options. ... Read more

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